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15 Best Tuscany Wine Tours & Wine Tastings for 2024

Thinking About Visiting Tuscany in 2024? Book Some of the Best Tuscany Wine Tours to Experience the Region Like a Local

Italy has been a popular destination for #Winetravelers this year. We’re frequently asked how to best navigate popular regions such as Tuscany , and there really is no better way to fully immerse yourself in the region than by using a guided wine tour or tasting experience that’s operated by a local. With insider knowledge, not worrying about planning, logistics or driving, you can have a much more fulfilling time exploring the region, and usually save yourself a lot of stress and time.

RELATED: Table for Two in Tuscany: Romantic Itinerary for Places to Eat, Stay, Drink & Explore

All of that being said, we’ve compiled a list of the top wine tours in Tuscany based on reader feedback and ratings. These tours include both group experiences, as well as options for private wine tastings and excursions throughout Tuscany. Whether you’re staying within the Tuscan countryside or you’re looking for a day trip from Florence , Rome or Siena , we have you covered below.

Note that for a limited time, we’ve partnered with Viator to provide our readers with secure advanced booking, free cancellation as well as an exclusive 15% discount on any wine tours that are booked via Winetraveler.com . Simply use code WINETRAVELER15 at check out.

RECOMMENDED: Stay at These Luxury Tuscan Vineyard Resorts While You Visit Tuscany

Horseback Ride and Poolside Day Chillout with Tuscan Lunch

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Florence serves as an ideal base for Tuscany wine tours due to its central location within the region, providing easy access to renowned wine areas such as Chianti, Montepulciano, and Montalcino. Its well-connected transportation system, including train routes and bus lines, ensures hassle-free travel to various vineyards and wineries.

RELATED: The Best Tuscany Wineries, Hotels & Vineyard Resorts to Experience

Additionally, numerous tour operators within Florence offer curated wine experiences that cater to a range of preferences, from small boutique wineries to larger renowned estates. This, combined with the city’s own rich cultural and culinary scenes, makes Florence the perfect starting point for exploring Tuscany’s wine country.

Tuscan Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence

Winetraveler Rating (over 3,165 reviews):

Italy’s iconic Tuscany region is more than just a destination – it’s a feast for all your senses. This full-day Tuscany wine and food tour, departing from Florence, offers you the chance to taste the region’s finest offerings, guided by experts with in-depth local knowledge.

Navigate the enchanting Tuscan countryside in a comfortable 4×4 minibus, stopping to explore a historic wine estate and villa, and a cellar filled with delectable Chianti Classico. Each stop on your journey is an opportunity to learn more about wine and olive oil production, and to indulge in locally-sourced cheese and other Tuscan delicacies.

This unique journey culminates in a traditional 3-course Tuscan lunch at a winery restaurant with breathtaking views. Experience the magic of the Chianti region as you dine amidst vineyards under the Tuscan sun.

This particular tour, operated by Walkabout Tours, has been designed to ensure a seamless and enriching experience for our #Winetravelers.

Highlights:

• Full-day wine and food tour from Florence, with 4×4 off-road minibus transportation.
• Traverse the scenic Tuscan countryside on an off-road adventure.
• Delight in a traditional Tuscan lunch at a picturesque winery restaurant.
• Explore a historic wine estate, with a guided tour of wine, extra-virgin olive oil, and cheese tastings.
• Visit a second winery for a deeper dive into the renowned Chianti Classico wine.

15% Off With Code WINETRAVELER15

Florence Vespa Tour: Tuscan Hills and Italian Cuisine

Winetraveler Rating (over 2,896 reviews):

Venture off the beaten path and explore the heart of Tuscany on a classic Vespa scooter. This unique tour, offered by Walkabout Tours, takes you on a scenic ride through the Tuscan hills, starting from the Renaissance city of Florence. With a knowledgeable local guide leading the way, you’ll discover hidden gems such as the Piazzale Michelangelo and the Church of San Miniato al Monte.

RELATED: 25 Best Things To Do in Florence Italy: Visitor’s City Guide

The adventure doesn’t end there. After exploring the picturesque countryside, head back to a welcoming country estate to indulge in a delicious traditional Italian meal. Feast on a menu of mouth-watering bruschetta, perfectly cooked pasta, and a flavorful cheese and salami board. Experience the authenticity of Tuscany as you dine surrounded by its natural beauty.

To ensure a truly personalized and intimate experience, this tour is limited to 15 travelers.

• Explore the Tuscan hills on your own Vespa scooter, led by a local guide.
• Discover lesser-known sights such as the Piazzale Michelangelo and the Church of San Miniato al Monte.
• Delight in a traditional Tuscan meal at our country estate, featuring local favorites like bruschetta, pasta, and a cheese and salami board.
• Enjoy the personalized attention offered by small-group tours with a maximum of 15 participants.

This Vespa tour in Tuscany, presented by Walkabout Tours, gives you a unique opportunity to experience Tuscany’s charming countryside in an authentic and memorable way. Don’t just visit Tuscany, live it like a local!

Grab this opportunity to explore Tuscany in the most Italian way possible. Reserve your spot now as this is one of the best selling Tuscany wine tours currently.

Tuscany Bike Tours: One Day Bike Tour through the Hills of Tuscany

Winetraveler Rating (over 1,158 reviews):

Escape the bustling city of Florence and immerse yourself in the natural splendor of the renowned Tuscan countryside. Offered by Tuscany Bike Tours, this top-rated bike tour combines the awe-inspiring scenery of Tuscany, a rich history that spans centuries, and an authentic taste of the region’s flavors in an exciting and active way.

Pedal across fertile valleys and hilly landscapes adorned with olive trees and vineyards, stopping to explore a 12th-century villa and indulge in a traditional Italian restaurant for a mid-day meal. Recharge and enhance your journey with tastings of Chianti wine and local olive oil – the signature flavors of Tuscany.

• Cycle through the beautiful Tuscan countryside, leaving the city behind.
• Enjoy a wine tasting at a medieval castle and savor a delectable lunch at a local restaurant.
• Engage in an active and refreshing journey, a welcome alternative to being confined on a bus.
• Join the ranks of satisfied travelers who’ve showered this bike tour with hundreds of 5-star reviews.

Experience the Tuscan region in a refreshing and dynamic way. The inviting landscape, the ancient history, the flavors of the region – all come together on this journey to provide an unforgettable Tuscan experience.

Ready for the ride of a lifetime? Secure your spot on this Tuscany Bike Tour today.

Pizza and Gelato Cooking Class at a Tuscan Farmhouse from Florence (with wine, of course)

Winetraveler Rating (over 3,633 reviews):

Embark on a delightful culinary adventure near Florence, nestled within a picturesque Tuscan estate. Ideal for culinary enthusiasts and culture lovers, this unique experience allows you to learn the art of crafting two of Italy’s culinary treasures – pizza and gelato, guided by a professional Italian chef.

This interactive, hands-on cooking lesson culminates in a delicious 3-course feast of appetizers, freshly made pizza, and delectable gelato, all paired with a selection of fine wine and beer. To keep the magic of this culinary adventure alive, you’ll also receive a recipe booklet to take home and hone your new skills.

• Participate in a pizza and gelato cooking lesson, right in the heart of Tuscany.
• Learn the art of crafting two iconic Italian delights under the guidance of a professional chef.
• Relish a 3-course meal accompanied by wine or beer, all set within a charming Tuscan estate.
• Enjoy round-trip transportation from central Florence for a hassle-free experience.

Why Choose this Tour? This gourmet cooking class pairs two beloved Italian classics with the unbeatable scenery of Tuscany, creating an immersive experience that surpasses any restaurant setting.

Ready to create some delicious memories? Book this culinary adventure now and add a slice of Tuscan flavor to your journey. Unleash your inner chef and bring a piece of Italy back home with you.

Tuscan Wine Tour with Lunch, Visit to San Gimignano & Organic Wineries

Winetraveler Rating (over 547 reviews):

Take a break from the energetic pace of Florence and set off on a journey into the heart of the Tuscany wine region. This day trip includes round-trip transport from a central Florence location, making your adventure as comfortable as possible.

In the company of your knowledgeable guide, you’ll gain valuable insights into the intricate winemaking process at local vineyards, typically overlooked by many visitors to Tuscany. The day’s schedule is thoughtfully designed to include wine tastings, an authentic Tuscan lunch, and ample opportunities for capturing beautiful photographs against the backdrop of Tuscany’s scenic landscapes.

• Savor tastings of Chianti wines and relish a traditional Tuscan lunch.
• Benefit from the expertise of a guide, ensuring a stress-free exploration without the need for navigation.
• Gain insights into the winemaking process unique to the Chianti region.
• Enjoy hassle-free, round-trip transportation from a central Florence location.

Discover the serenity and charm of Tuscany’s renowned wine region with this insightful Chianti day trip. Immerse yourself in the winemaking heritage, savor authentic Tuscan cuisine, and capture memories set against Tuscany’s breathtaking vistas.

Ready to uncork the magic of Tuscany & Chianti? Book this day trip now and delve into a world where the essence of Tuscany comes alive in every vineyard, every glass of wine, and every plate of food.

Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine Experience

Winetraveler Rating (over 415 reviews):

Embark on an Italian adventure like no other as you couple a wine tasting experience with a classic Fiat 500 tour. Departing from Florence, step into the driver’s seat of a beautiful 1960s Fiat 500 model, and journey through the Tuscan hills as part of a scenic convoy. The tour reaches its crescendo as you park your vintage ride at a stunning 15th-century wine estate and villa.

• Enjoy a self-driven Fiat 500 tour from Florence, highlighting the esteemed wines of Tuscany.
• Visit a captivating 15th-century Renaissance villa and wine estate nestled in the Tuscan countryside.
• Immerse yourself in the estate’s vineyards and cellars, indulging in tastings of several locally produced wines.
• Travel through the scenic Tuscan hills with confidence, guided every step of the way.

Explore the splendors of Tuscany in an unforgettable way. From the thrill of driving a classic Fiat 500 through the picturesque hills, to the rich taste of Tuscan wines in a historic setting – this tour promises a feast for the senses.

Ready to drive into a day of Tuscan delights? Reserve your spot now and create memories that will last a lifetime.

Private Tuscany Wine Tour Experience from Florence

Winetraveler Rating (over 54 reviews):

Delve into the heart of Tuscany’s world-renowned flavors and stunning landscapes on a private wine tour from Florence. Journey through the picturesque hills and vineyards in the company of a knowledgeable sommelier guide, visiting three distinctive estates to sample top-notch regional wines and olive oil.

The journey includes a visit to a family-owned winery, where a traditional Tuscan lunch, paired with an array of fresh local products and wine, awaits you. Gain insights into traditional winemaking processes through a cellar tour and engaging conversations with winemakers.

• Full-day private wine tour from Florence, removing any uncertainty about selecting wineries, thanks to your expert sommelier guide.
• Explore three diverse wineries, including quaint family-run and organic estates.
• Discover the winemaking process through an immersive cellar tour.
• Savor a range of the region’s best varietals.
• Enjoy an authentic Tuscan lunch crafted from locally produced ingredients.
• Benefit from the flexibility to tailor your itinerary to your preferences.

Embark on a journey of flavor and beauty in the Tuscan region. From the quaint charm of family-run vineyards to the vibrant taste of Tuscan wines and the warm hospitality of the locals, this tour promises a truly enriching experience.

Winetraveler Rating (over 15 reviews):

Trade the bustling streets of Florence for a day of tranquility immersed in nature. Experience a horseback riding adventure through the picturesque Tuscan countryside, capped off with downtime at an elegant country resort nestled within the verdant Florentine hills. Indulge in a delightful Tuscan lunch served poolside and complemented by local Chianti wine.

• Escape the crowds of Florence and embrace the tranquility of the Tuscan countryside.
• Absorb the lush landscapes from the unique perspective of horseback riding, suitable for all levels.
• Enjoy a private experience tailored exclusively for your party.
• Benefit from round-trip transfers from Florence for a hassle-free day.

Immerse yourself in the calming serenity of Tuscany’s nature. From the thrill of horseback riding through picturesque landscapes to relaxing at an elegant resort with a refreshing poolside lunch, this day promises a rejuvenating escape from the hustle and bustle.

Tuscany Wine Tours from Rome

While Rome is not located in Tuscany, its position and connectivity make it a viable alternative base for Tuscany wine tours. Rome’s strategic location allows for comfortable day trips to southern Tuscan areas like Montepulciano and Montalcino, both renowned for their exceptional wines. The Italian capital boasts excellent high-speed rail links and highway networks that can transport you to the heart of Tuscany in just a couple of hours. This flexibility allows you to explore Tuscany’s world-class vineyards and return to Rome’s vibrant nightlife and historical attractions all in one day, offering a rich, balanced travel experience.

Tuscany Wine Tour from Rome with Private Driver

Winetraveler Rating (over 6 reviews):

Make the most of your time with this private tour that covers three enchanting hill towns in Tuscany and Umbria in just one day. With the convenience of hotel pickup in Rome and a full day’s transport, you can indulge in wine tasting in Montepulciano, savor the renowned pecorino cheese in Pienza, and admire the breathtaking views from the cliffside town of Orvieto.

• Benefit from round-trip private transportation from your hotel or chosen location in Rome.
• Enjoy ample free time to explore and shop in the beautiful towns of Montepulciano, Pienza, and Orvieto.
• Experience the unique flavors of Tuscan wines, cheeses, and other gourmet delights.
• Take advantage of a private day trip for greater flexibility and personalized attention.

Embark on a journey through the scenic landscapes of Tuscany and Umbria. Savor the exquisite flavors of the region, marvel at the panoramic views, and soak up the unique charm of these picturesque hill towns.

Winetraveler Rating (over 5 reviews):

Trace the footsteps of the Etruscans as you visit the picturesque medieval settlements of Montepulciano and UNESCO–listed Pienza, two of Tuscany’s most charming hilltop towns. Starting from Rome, this tour offers a comfortable journey in an air-conditioned minivan, giving you ample time to explore the historical streets at your own pace. Revel in the magnificent panoramas over the Val d’Orcia, with round-trip transport from your Rome hotel included.

• Explore the enchanting towns of Montepulciano and UNESCO–listed Pienza in a single day.
• Enjoy ample free time to discover the rich history and culture of these sites at your own pace.
• Be captivated by the panoramic views of the Val d’Orcia from the vantage point of Pienza.
• Benefit from round-trip transportation in an air-conditioned minivan from your Rome hotel.

Step back in time and explore the medieval charm of Tuscany. From the Etruscan roots of Montepulciano to the UNESCO-listed beauty of Pienza, this tour offers a captivating look into Tuscany’s past.

Tuscany Wine Tours from Siena

Tuscany hiking tour from siena including wine tasting.

Winetraveler Rating (over 47 reviews):

Join us as we step back in time, tracing the footsteps of ancient pilgrims along the Via Francigena, a historic route that connected Canterbury, England, to Rome. This rural path winds through charming villages, vineyards, and some of Tuscany’s most picturesque landscapes. The journey concludes in the enchanting medieval village of Monteriggioni, where you’ll be rewarded with a curated wine tasting. To wrap up your adventure, we’ll provide a train ticket for a comfortable return to Siena.

RELATED: Here’s Why You Should Include Siena on Your Next Trip to Italy

• Enjoy a half-day hiking tour from Siena coupled with a delightful wine tasting.
• Follow sections of the historic Via Francigena, a key pilgrimage route leading to Rome.
• Absorb the history of the route from our expert guide.
• Traverse between Siena and the medieval walled village of Monteriggioni.
• Bask in the captivating Tuscan vistas of rolling hills blanketed in vineyards and olive groves.
• Immerse yourself in local flavors during an educational wine tasting session in Monteriggioni.
• Take advantage of the included train ticket for a convenient return to Siena.

This is more than just a hike; it’s an invigorating journey through history and a celebration of Tuscany’s beautiful landscapes and rich flavors. Ready to walk the ancient paths and savor the local wines? Book your spot today!

Winetraveler Rating (over 122 reviews):

Tuscany is famed worldwide for its exceptional wines. Get an insider’s view into this illustrious industry with a tasting tour in the vineyards close to Siena. This intimate tour, limited to just 12 participants, takes you to a historic cellar where you’ll refine your palate and learn to distinguish delicate flavors under the guidance of a sommelier. With a choice of morning or afternoon departure, you can conveniently fit this experience into even the most packed sightseeing agenda.

• Break away from the city and effortlessly explore the vineyards surrounding Siena.
• Sharpen your palate to discern subtle flavors under the guidance of a trained sommelier.
• Choose from two departure times throughout the day for your convenience.
• Benefit from personalized attention in a small group limited to 12 participants.

Unleash your inner wine connoisseur on this exclusive tasting tour. From exploring historic cellars to learning from a knowledgeable sommelier, this experience brings you closer to Tuscany’s rich wine culture.

Winetraveler Rating (over 293 reviews):

Experience the unique thrill of hunting for Italy’s coveted tubers in the Tuscany countryside during an authentic truffle hunt near San Miniato. Join Francesca, a seasoned forager, and her truffle-hunting dog for a leisurely stroll through the woods in search of fresh truffles. After the hunt, unwind at her family farmhouse, where a mouth-watering lunch featuring the day’s truffle harvest awaits.

• Engage in the age-old tradition of truffle hunting with an experienced local “tartufaio” in Tuscany.
• Enjoy a walk through the woodlands near San Miniato with a specially trained truffle dog.
• Relish a satisfying lunch featuring bruschetta and pasta adorned with freshly found truffles, followed by dessert.
• Enjoy the warmth of local hospitality during this immersive experience at a family-run farm.

Embark on a truly unique Tuscan journey. From the exciting pursuit of truffles to the exquisite flavors of a truffle-infused lunch, this experience offers a deep dive into the tradition and culinary richness of Tuscany.

Tuscany Travel Logistics

Getting to tuscany.

Florence Airport, Peretola (FLR): Known as Amerigo Vespucci Airport, it’s the closest airport to the heart of Florence and Tuscany. It’s relatively small and offers fewer international connections, but it’s a popular choice due to its proximity to Tuscany’s major cities. Browse current flight deals and book as the best rates arise using Kayak.

Pisa International Airport (PSA): Also known as Galileo Galilei Airport, this is the largest airport in Tuscany with more international flight connections. Pisa airport is well-connected to Florence and other Tuscan cities by both train and bus services.

Bologna Guglielmo Marconi Airport (BLQ): Although not located within Tuscany, it’s another good option to consider as it has strong flight connections, both domestic and international. It’s roughly an hour and a half’s train ride to Florence.

RECOMMENDED: Visit Cinque Terre: Wine Tasting Itinerary & Travel Guide For Wine Lovers

Arriving from Other Parts of Italy

Tuscany is well-served by Italy’s extensive train network. The high-speed trains from cities like Rome, Milan , and Venice make getting to Tuscany both quick and convenient. Florence’s main station, Firenze Santa Maria Novella, is a major hub connecting Tuscany to the rest of Italy.

Getting Around Tuscany

Public transportation.

Trains: The train network in Tuscany is quite extensive, connecting not only the major cities but also smaller towns. They are generally punctual, affordable, and efficient.

Buses: For some of the smaller towns and villages, bus is the only public transport available. Although they can be less predictable than trains, buses can get you to places trains can’t reach.

Renting a car can be an excellent option if you wish to explore the countryside or visit vineyards at your own pace. Do remember that driving in Italy requires an International Driving Permit along with your regular driver’s license for non-EU citizens. Also, many city centers in Tuscany are limited traffic zones (ZTLs) and are camera-controlled. Driving into these zones without a permit will result in a fine.

Taxis are readily available in cities and larger towns. Uber operates in Florence and is another convenient option for getting around.

Best Time to Visit: Tuscany is a year-round destination, but the ideal times to visit are between April and June, and September and October when the weather is comfortable and the countryside is at its most vibrant.

Language: Italian is the official language. However, English is widely spoken in tourist areas, hotels, and restaurants.

Currency: Euro (€) is the official currency of Italy.

Safety: Tuscany is generally safe for tourists, but like any other tourist destination, be aware of your surroundings, particularly in crowded places.

Electricity: Italy operates on a 220V supply voltage and 50Hz. The power plugs and sockets are of type F and L.

Cities, Towns and Villages within Tuscany

As the capital of Tuscany, Florence is an incredible mix of art, history, and culture. It’s the birthplace of the Renaissance, and home to world-class museums such as the Uffizi Gallery and the Accademia Gallery, where you can admire Michelangelo’s David. The city also has a rich culinary scene, with countless trattorias serving classic Tuscan cuisine. Florence is an ideal base for day trips throughout the region, thanks to its central location and excellent transportation links.

Famous for its medieval cityscape and the historic Palio horse race, Siena is a must-visit. The city’s heart is the Piazza del Campo, a shell-shaped square that hosts the Palio twice every summer. The Siena Cathedral (Duomo di Siena) is another highlight, featuring intricate Gothic architecture. Siena’s historical center has been declared a UNESCO World Heritage Site for its preserved medieval city planning and architectural splendor.

RELATED: Top Small Towns in Italy to Visit Famous for Wine [Wineries & Wine Tour Options Included]

Known worldwide for its leaning tower, Pisa has much more to offer. The city hosts a wealth of historic sites, including the Piazza dei Miracoli, where you’ll find the Leaning Tower, the Pisa Cathedral, and the Baptistery. For an authentic Tuscan experience, visit during June when the city celebrates the Luminara di San Ranieri festival with thousands of candles lighting up the riverside.

Enclosed by well-preserved Renaissance walls, Lucca is a charming town ideal for leisurely exploration. Its cobblestone streets, beautiful piazzas, and numerous churches, including the Lucca Cathedral, offer a snapshot of its rich history. One fun fact is that the town’s intact city walls have been transformed into a pedestrian promenade, perfect for biking or a leisurely walk.

San Gimignano

Known as the “Town of Fine Towers”, San Gimignano is famed for its 14 medieval towers that dominate the skyline. This UNESCO World Heritage Site offers fantastic art, great dining, and world-class gelato at the Gelateria Dondoli, a two-time champion of the Gelato World Cup. Its proximity to Chianti makes it an excellent stop on a Tuscan wine tour.

Montepulciano

This medieval and Renaissance hill town is known for its Vino Nobile wines. Stroll along the Corso, a grand avenue packed with Renaissance palazzi and churches, or visit the impressive Tempio di San Biagio. The town also offers panoramic views over the surrounding vineyards and Val d’Orcia.

Best known for its Brunello di Montalcino wines, this hilltop town is a favorite among wine lovers. Besides its wine, the town boasts a stunning fortress offering panoramic views, a charming historical center, and the beautiful Romanesque Abbey of Sant’Antimo.

RELATED: Read Recent Articles and Travel Guides for Exploring Italy

A true hidden gem, Volterra offers Etruscan, Roman, and medieval sites, including the Roman Theatre and the Etruscan Acropolis. Volterra is also renowned for its alabaster craftsmanship, a tradition that dates back to the Etruscan period.

Set on a hill overlooking Lake Trasimeno, Cortona is one of Tuscany’s oldest towns with a history dating back to the Etruscans. Visit the Museo dell’Accademia Etrusca, or explore the town’s charming narrow streets and squares. The town is also known from the book and movie “Under the Tuscan Sun.”

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Frequently Asked Questions about Wine Tours in Tuscany

What kinds of tuscany wine tours and wine tasting experiences are there.

Tuscany offers a rich variety of wine tours and tastings that cater to all tastes and preferences. For instance, there are full day private tours from Florence, led by a knowledgeable sommelier, offering the chance to visit three different wineries and enjoy an authentic Tuscan lunch. For those looking to combine scenic drives with wine, consider the excursion that pairs a Fiat 500 tour with a visit to a 15th-century wine estate. Alternatively, you can delve into Siena’s surrounding vineyards on a small group tasting tour that educates your palate with the help of a sommelier. For those seeking a unique countryside experience, a horseback riding tour in the Tuscan countryside lets you unwind at a country resort with a full Tuscan lunch and local Chianti wine. These are just a few examples of the range of experiences Tuscany has to offer. Each tour provides a unique way to explore the region’s world-renowned wine culture. To learn more and book a wine tour that suits your preference, please check our detailed guide.

When is the best time of year for a wine tour in Tuscany?

The best time to visit Tuscany for a wine tour largely depends on your personal preferences, but there are a few peak periods that are particularly popular. Spring (April to June) and Fall (September and October) are often considered the ideal times for a Tuscan wine tour. The weather during these seasons is typically mild and pleasant, and the landscape is at its most vibrant – with blooming flowers in spring, and changing leaves in the fall. Fall is also the time of the grape harvest (known as “vendemmia”), which can be a fascinating process to witness. Some wineries even allow visitors to participate in the harvest. Summer (July and August) in Tuscany can be quite hot, and many Italians go on vacation in August, which means some wineries might be closed. However, the region is still beautiful during this time and the wine tours are certainly still operational. Winter (November to March) is the low tourist season in Tuscany. While the weather can be cooler and wetter, there are fewer tourists, making it a good time to visit if you prefer to avoid crowds. Regardless of when you choose to visit, it’s always a good idea to check with individual wineries or tour companies in advance for their operating hours and to book your tour.

What is the main wine region in Tuscany?

The most renowned wine region in Tuscany is the Chianti region, famous for producing Chianti and Chianti Classico wines. It’s characterized by its idyllic rolling hills, historic vineyards, and scenic villages. The Chianti region is situated between Florence and Siena, making it conveniently accessible for tourists and wine lovers. However, Tuscany boasts several other notable wine-producing areas. For example, Montalcino, located south of the Chianti region, is renowned for its Brunello di Montalcino wines. Nearby, Montepulciano produces the famous Vino Nobile di Montepulciano. Further west towards the coast, you’ll find the Bolgheri region, known for its superb “Super Tuscan” wines, a term referring to high-quality wines that don’t adhere to traditional Italian wine regulations but have nonetheless achieved worldwide recognition. Each of these areas offers unique variations in climate, soil, and winemaking traditions, contributing to the diversity and richness of Tuscan wines.

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The Best Tuscany Tours To Take in 2024 and Why

Ian Sumpter Last Updated: September 26, 2023

Looking into visiting Tuscany? Excellent choice, Tuscany is home to countless classic artworks, beautiful architecture, delicious local cuisine, fantastic vineyards, an superfluous natural beauty. With so much to choose from, it can be difficult to decide which Tuscany tours to experience during your visit. In this guide, discover our best  Tuscany Tours and pick which one is best for you.

Pro Tip: Planning what to do on your trip to Tuscany? Bookmark this post in your browser so you can easily find it when you need it. Check out our guide to Tuscany for more planning resources and our Top Things to do in Tucany for a memorable trip.

Should You Take a Tour in Tuscany?

Absolutely! Tuscany is quintessential Italy, but logistics can be difficult. More importantly, one of the best experiences you can have in Tuscany is a long lazy lunch at a vineyard, and you don’t want to be driving after that.

The best way to enjoy all that Tuscany has to offer is with the help of a professional guide who truly loves their region and has all the insider knowledge. Don’t believe me? Check out what other clients have said!

Not ready to book a tour? Check out our  Tuscany Guide for more info.

The Best and Most Popular Tuscany Tours To Take

Tuscany has a lot to offer every kind of traveler, which makes it a popular destination. It has cultural attractions, beautiful architecture, a great food and bar scene, as well as a diverse countryside. Tuscan Hills, anyone?

The great news is that the area is extremely well set up for tourism with many innovative tours and experiences. Counting down to our absolute favorites, here are the best Florence tours!

1. Tuscany Wineland Safari from Florence

2. best of tuscany tour by vespa from florence, 3. explore the wonderful cities of lucca and pisa, 4. explore the chianti hills with the best tuscany wine tours.

Looking for a VIP-like experience? This tour is one of a kind. Instead of a tour bus or even a luxury van, you will jump into an iconic Land Rover and traverse the Tuscan countryside.

You’ll find yourself going from paved roads to vineyard trails in no time. It is a special experience for the adventurous at heart that will make your trip that much more memorable. The tour includes pick-up in Florence, a stop at a vineyard with wine tasting, a wine-filled picnic, and various stops in Tuscan towns, including a medieval castle.

Highlights:

• 7-hour day tour
• Off-Road Chianti Hills tour in 4×4 vehicle
• Wine tour of Chianti farmhouse, cellar, and vineyards
• Visit a Medieval Tuscan castle
• Authentic three-course Tuscan lunch

See tour itinerary, price, and description

There are very few Italian things more iconic than the Vespa. In this tour, you’ll learn to ride the stylish motorcycle that has been a cornerstone of Italian style. Then, you’ll set off from Florence and ride through the rolling hills and ancient villages of Tuscany. 

Along the way, you’ll stop at two of the best Chianti wineries to taste some fantastic wine and local produce. Your guide will point out their favorite places and views you ride through the region’s enchanting countryside.

This tour is an exciting way to get outdoors and explore beyond the city of Florence and sample the good food, wine, and way of life in this famous part of Italy.

• 6-hour tour
• Vintage Vespa rental and training session
• Guided ride through the Tuscan countryside
• Wine tasting at two Chianti wineries
• Hearty, traditional local lunch

While Pisa is renowned for its spectacular leaning tower, the sumptuous baptistery, and the Romanesque cathedral, Lucca is a less visited but arguably far more stunning destination.

While it is possible to explore both these days on your own, it requires expert planning of multiple train timetables, a wish that there’s no strike action, and a prayer that the air conditioning is working.

With this tour, you can put aside all that worry. You’ll meet your English speaking trip-leader in Florence before traveling to the walled town of Lucca and the university city of Pisa. You’ll have plenty of free time to explore both before jumping back onto your air-conditioned transport for a relaxing ride back to the base.

• Comfortable, air-conditioned round-trip from Florence
• Up to three and a half hours of free time in Pisa
• Up to two and a half hours of free time in
• Friendly English-speaking trip leader

The rolling hills of Chianti, the historic town of Siena, picturesque Tuscan village, sunbaked farmhouses? This tour has them all and throws in door-to-door private air-conditioned transportation. From your apartment or hotel, your private driver will pick you off before whisking you away to historic Siena, you’ll be given time to explore the wonderful cathedral and the beautiful squares dotted around the city. From there, you’ll be driven past vineyards and olive groves on your way to an amazing home-cooked meal at a beautiful organic farmhouse. You’ll have already had a few glasses of wine by this stage, so you’ll be thankful as your driver takes you off to a bucolic local town before going on to more tastings at a local vineyard. With a private driver at the wheel, all you need to do is sit back, maybe tack a nap, and be dropped off back at your front door. If that’s not worth it, I don’t know what is!

• Enjoy an amazing home-cooked lunch at an organic farmhouse
• Drink plenty of Chianti’s best wines
• Private luxury climate-controlled transportation

Where To Stay in Tuscany

Arezzo  | Chianti |  Lucca  |  Montepulciano  |  Pisa  |  Pistoia  |  San Gimignano  |  Siena  |  Volterra

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Tuscany in the heart and Soul of Italy

• • Florence to Siena and San Gimignano Tour, Glory of Medieval Age in Tuscany
• • Tour Pisa and Lucca :The Leaning Tower and the City Walls
• • Tour Montepulciano and Pienza, discovering the Valdorcia region
• • Siena and Chianti Tour, Medieval Charm & Wine Delights
• • San Gimignano and Chianti: Ultimate Tuscan Escape
• • Siena and Montepulciano: A Day of Medieval Marvels and Noble Wines
• • Siena and Montalcino with Exclusive Wine Experience
• • Tour Volterra e San Gimignano, discover the Etruscan, Roman and Medieval Ages
• • Pisa Volterra and San Gimignano, from the sea to the hills of Tuscany
• • Tour Cortona and Arezzo, Under the Tuscan Sun
• • Assisi and Deruta, in the sacred land of St. Francis
• • Outlet Shopping Sightseeing Tour
• • Arezzo and Castiglione del Lago, Lake Trasimento on the border between Umbria and Tuscany
• • Assisi and Perugia, discover the beauty of Umbria region
• • 3 to 7 Days Enchanting Tuscany Escape
• • Chianti Wine Tour
• • Chianti Castles Exclusive Wine Tour
• • Montepulciano Wine Tour, the Nobile Wine experience
• • Montalcino Wine Tour, Brunello exclusive taste
• • San Gimignano and Chianti wine tour
• • Montepulciano and Montalcino wine tour with stop Pienza
• • Bolgheri Super Tuscan wine tour
• • San Gimignano wine tour
• • Cortona and Montepulciano Wine Tour
• • Chianti Wine maker for a day - make your perfect bottle
• • Bolgheri and Scansano wine tour – the south coast of Tuscany
• • 3 Days Tuscan Countryside and Wine Tour: Chianti and San Gimignano, Bolgheri and Scansano, Montalcino and Montepulciano
• • Half Day Florence Walking Tour - 3 or 4 hrs Private Walking Tour of Florence
• • Florence Walking Tour, city center, Accademia and Uffizi Gallery
• • The Medici Villas in Florence
• • The Hills of Florence: Fiesole, Settignano, Piazzale Michelangelo
• • Artisans tour in Florence
• • Michelangelo:his life and works in Florence
• • Tour Cinque Terre , the unique Mediterranean Coast
• • Tour Portofino, Santa Margherita, Camogli: The Italian Riviera
• • Livorno Shore Excursion to Florence
• • Livorno Shore Excursion to Florence and Pisa
• • Florence and The Mall Outlet shopping
• • Pisa Shore Excursion with Lucca tour
• • Cinque Terre Shore Excursion
• • Chianti Shore Excursion
• • Pisa and Volterra shore excurtion
• • Rome to Venice (Venice to Rome) with a costomized en-route excursion
• • Florence to Rome (or Rome to Florence) with an en-route excursion to Siena and San Gimignano
• • Florence to Rome (or Rome to Florence) with an en-route excursion to Orvieto
• • Florence to Venice (Venice to Florence) with an en-route excursion to Padua (Padova)
• • Florence to Venice (Venice to Florence) with an en-route excursion to Ferrara
• • Florence to Venice (Venice to Florence) with an en-route excursion to Bologna
• • Florence to Milan (Milan to Florence) with an en-route excursion to the Ferrari museum
• • Florence to Naples - Amalfi Coast (Naples to Florence) with stop in Orvieto
• • Transfer Florence to Portofino with tour of Pisa and Lucca
• • Florence to Rome (or vice-versa) with an en-route excursion to Arezzo and Castiglione del Lago on the Trasimeno lake in Umbria
• • Direct Transfers from/to Florence, Rome, Venice, Naples, Milan, Airports, Ports, Train Station
• • Ancient Rome daily tour
• • The Vatican Guided Tour (3 hours)
• • Rome Daily tour from Tuscany or Central Italy
• • Venice Walking guided tour: 4 hours, with skip the line entries to monuments
• • Venice Private Walking Tour of 3 hours: only outdoor with optional final Gondola tour
• • Venice Islands 6 hours Private Guided Tour to Murano, Burano and Torcello
• • Venice daily tour from Florence, Tuscany or central-north Italy
• • Verona day tour from Florence
• • Verona walking guided tour
• • Barolo wine tour, Le Langhe in Piedmont
• • 2 days tour of Barolo Wine tour and Truffle Hunting in Piedmont
• • 2 days tour of Barolo Wine tour in Piedmont with local hazelnuts tasting
• • 7 days Best tour of Sicily
• • Tuscany Golf Tour
• • Tuscany Beach Tour: Versilia, Costa degli Etruschi and Maremma
• • Carrara Quarries: the marble of Michelangelo
• • Hiking tour in Chianti and Tuscany

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Visitors never "leave" Tuscany. Most choose to vacation and visit this region year after year . We, at "Tours in Tuscany" , hope to introduce this enchanting region to new visitors as well as show those who are returning to Tuscany, new places and taste new flavours...of " Our Tuscany "

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Tuscany Tours

Private Tours of Tuscany. Your day discovering the most beautiful towns and medieval villages of Tuscany

Tuscany Wine Tours

Private Tuscany Wine Tours with wine tastings of Chianti Classico, Brunello di Montalcino, Nobile di Montepulciano, Bolgheri Supertuscan Wines

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Private Guided Florence Walking Tours with local Certified Guides. Find the best walking tour of Florence and other experiences.

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Private Excursion to Le Cinque Terre, Portofino, Santa Margherita Ligure, Camogli and The Italian Riviera

Livorno Shore Excursions Tuscany

Livorno Shore Excursions to Florence, Pisa, Chianti, Le Cinque Terre, San Gimignano, Lucca, Volterra.

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Private Transfer or maximize your trip with our Transfers Tours with stops: Florence, Rome, Venice, Naples, Amalfi, Milan, France, Switzerland and others

Tours of Rome, the ethernal city, the center of the ancient world

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Tour of Venice, the "Serinissima" Republic, queen of the mediterranean sea 

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Verona, the romantic city of Romeo an Juliet

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Memorable Tours of Piedmont. Barbera, Barolo, Barbaresco Wine Tours Experiences in the beautiful Langhe region also famous for White Truffle and hazelnuts.

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Wonderful Tours of Sicily and Experiences in one of the most beautiful Italian island, the center of the Mediterranean Sea, rich in its millenary culture.

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Tuscany Open Air Tours: Golf in Tuscany, Tuscan coast and Beach, Hiking in the Tuscan Coutryside, Visit to the marble quarries in Carrara

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How to Experience the Best of Tuscany: 12 Travel Tips for Italy’s Heartland

I love Italy. (Who doesn’t?) And after years of traveling all up and down “The Boot,” one area in particular keeps drawing me back: Tuscany, Italy’s heartland. In this country notorious for its challenging idiosyncrasies, Tuscany is the one place where everything is in perfect, serene harmony. What’s not to love? Amazing art — check. Gregarious locals — check. Epic history — check. Stunning landscapes — check. Incredible food — check. Entertaining cities — check. Gelato — super-check.

Six months ago, as I was plotting out my summer travels, I volunteered to do some guidebook-updating work in Italy: Orvieto, Assisi, and, oh, I don’t know, maybe a few other places… like, say… Tuscany?

Jennifer Madison Davis, the managing editor who keeps our guidebook production schedule humming like a finely tuned machine, eyed me suspiciously. “ Tuscany , eh?” She remembers all too well that the last time I went to Tuscany on a guidebook-updating expedition, I came home with a chapter twice as long as the one I left with…including a nine-page, fresco-by-fresco, self-guided tour of an obscure monastery tucked deep in the Tuscan hills. “Now, why might you want to go to Tuscany?”

I cut to the chase: “Look, I just want to go. I promise that I won’t get carried away. I’ll just update what’s already there. Honest!”

She went for it. And now I’m back in one of my favorite places on earth.

When I’m in the bucolic heart of Tuscany, I have trouble getting to sleep. I’m amped up, like I’m a toy-crazy little kid and every night is Christmas Eve. My head spins with the sublime experiences of the day that just ended, and my pulse quickens thinking about what tomorrow will bring. It’s like I’m on some sort of globetrotting drug…freebasing the essence of peak travel. And when I get home, it all feels like some sort of surreal fever dream. (Or maybe it’s just all the pecorino and truffles.)

Our tour company just announced a brand-new Best of Tuscany Tour for 2020. Impeccably designed by Heather Lawless and other experts and guides in our Tour Operations department, it weaves together 12 days of vivid Tuscan experiences. Comparing notes with Heather as she’s put this tour together, I’m both gratified to see many of my personal favorites on the list…and impressed by how many entirely new-to-me experiences Heather has sniffed out. I’ve led many Rick Steves’ Europe Tours, but I’ve never been on one just for fun. That’s about to change — my wife and I are signing up to be tour members on the Best of Tuscany in 2020.

Why is Tuscany my first choice for a European vacation? I think it’s because it’s so experience-rich. And, after years of visits, I’ve assembled this “best of” list — a running tally of the intensely pleasurable experiences that put Tuscany in travel’s all-time hall of fame. Here my top dozen things to do in Tuscany — whether you’re going with a tour, or on your own.

Bask in Stunning Scenery

One of Tuscany’s calling cards is its mind-bending scenery: Sumptuous, extravagantly green, undulating farm fields that look like a painting. Hillsides grooved with twisty rural roads and lined with pointy cypress trees. Stately churches, humble chapels, rustic farmhouses, and circles of trees perched just so in resplendent tableaus. But it’s not just the landscape. Beauty is in the DNA of Tuscans. One Siena native recently told me that Tuscans consider themselves the inheritors and stewards of a centuries-long legacy of beauty. Every tree that’s planted, every farmhouse that’s restored, every road that’s re-routed — it’s all carefully considered not only on practical or economic merits, but also on aesthetics.

Here’s a list of the best viewpoints in Tuscany — where you can snap postcard-worthy photos of your own. 

Have a “Zero-Kilometer” Meal on a Farm

“Farm-to-table” was a thing in Tuscany centuries before it became trendy among 21st-century American foodies. Tuscans have always been keenly aware that the same produce can taste very different, depending on the specific conditions in which it’s grown — soil, sun exposure, micro-climate, and so on. Many Tuscan farms invite visitors to learn about how they make their wine, olive oil, and prosciutto. You can walk through the vineyards, check out the olive press, and step into the hut where giant ham hocks hang on racks, slowly curing in the dry air. The ultimate farm experience is having a “zero-kilometer” meal — meaning that all of the ingredients are sourced from within less than a kilometer of where they’re eaten. A meal like this is an interplay of earthy flavors, where the taste of each item enhances, and is enhanced by, the taste of every other item. At a zero-kilometer meal, you’re not just eating food. You are, in effect, eating a very specific place .

Read about a zero-kilometer meal you can experience just outside of Montalcino.

Ogle Great Art in a Forgotten Church

During the 1400s and 1500s, the Tuscan art world had a very, very, very deep bench: Michelangelo. Da Vinci. Raphael. Donatello. And many others (Botticelli, Brunelleschi, Giotto, Vasari, Fra Angelico) who don’t share their names with radioactive turtles. But many of my favorite works don’t hang in famous Florence museums; they’re hidden away in off-the-beaten-path towns and overlooked countryside churches. Two examples stick out in my mind: In Arezzo, you can step into the Technicolor apse of the town church to see luscious frescoes by Piero della Francesca. And deep in the Tuscan countryside, at the abbey of Monte Oliveto Maggiore, the cloister is gloriously frescoed with fascinating works by Luca Signorelli and Il Sodoma — offering both a lesson in the life of St. Benedict, and countless examples of two dueling artists whose egos ran amuck 600 years ago. Best of all, because 99 percent of travelers have never heard of these sights, they’re all yours.

Read more about these two overlooked Tuscan masterpieces…and why Il Sodoma may be the quirkiest character in art history. 

Meet a Real-Life Artisan

Because of their deep dedication to beauty, many Tuscans have devoted their lives to mastering a craft — creating something with care and precision, while carrying on a proud aesthetic tradition going back centuries. If you take the time to slow down and seek out these modern-day masters, you’re left with indelible memories: Roberto the alabaster sculptor. Cesare the coppersmith. Adamo the vintner. Giulio the steak maestro. Nicola the gelato artist. (All of these craftspeople — and others — are recommended in our Rick Steves Florence & Tuscany  guidebook ). If you want something done just right, with precision artistry and care…find yourself a Tuscan.

Here are four Tuscan artisans you can get to know in Montepulciano.

Sleep (and Eat) at an Agriturismo

Italy has more than 20,000 agriturismi : farms that are subsidized by the government to introduce travelers to a unique pastoral lifestyle. Agriturismi  are required to be working farms (that is, they must actually produce something) while also offering accommodations, restaurants, educational activities, or all of the above. Settling into an agriturismo , you meet fascinating locals and feel close to the earth. It’s like summer camp for grownups. We recommend our favorites in the  Rick Steves Florence & Tuscany  guidebook , and you can also find a comprehensive list at Agriturismo.it .

Read more about one of our favorite agriturismi : Cretaiole, just outside of Pienza.

Play “King of the Castle” atop a Fortified Tower

Tuscany is crazy about its towers — whether it’s the turreted townhouse of a wealthy local bigwig in San Gimignano, the fancy facade of a humble town hall in  Montepulciano or Volterra, the towering City Hall of Siena, or the famously tipsy bell tower at Pisa’s Field of Miracles . Tuscany’s towers date from a time long before there was an “Italy” — when this area was a loose collection of city-states and wealthy families, all vying for the upper hand. Towers both served a defensive purpose and stood as status symbols for proud communities. That architectural legacy is a boon for today’s travelers, who enjoy climbing to the tops of these towers for views over the rooftops and rolling hills of Tuscany.

Learn more about the roots of Tuscany’s obsession with towers. 

Lick Artisanal Gelato

My favorite gelato artist in Tuscany, Nicola Sgarbi, is a perfectionist…a total gelato snob. He makes several batches fresh every morning, so they’re not even available until mid-day. And then, in the late afternoon, when they’re gone — they’re gone. But if you’re lucky enough to hit his shop when he’s all stocked up, you’ll enjoy his explosively flavorful creations. Nicola goes all-in on seasonal flavors (creamy basil), surprising combinations (carrot-ginger, kiwi-spinach), and top quality. Nicola’s gelaterie — in Pienza and in Montepulciano — are just two of many great places to try top-quality gelato in Tuscany.

Get to know my favorite gelato artist, Nicola. Or study up on how to sniff out the best gelato wherever you go, anywhere in Italy.

Get to Know the Etruscans

Hold on! Stick with me. Don’t let your eyes glaze over. I know — when compared to things like gelato and Michelangelo and pappardelle alla bolognese , it’s hard to get excited about the people who lived in Tuscany 3,000 years ago. But the Etruscans may well be the most fascinating prehistoric people you’ve never even thought about. Not only did their advanced culture lay a foundation for the ancient Romans, and ultimately for all of Western Civilization. Not only did they warn Julius Caesar about the Ides of March and give their name to the region of Tuscany. But, despite all of this, the Etruscans left virtually nothing tangible behind — shrouding their distant civilization in mystery. A few tragically under-visited museums around Tuscany display what does survive, including delicate artwork (like the hauntingly beautiful statue called The Evening Shadow, or L’Ombra della Sera) and evocative funerary urns, showing Etruscans with big personalities lounging at an eternal banquet for the gods. Give the Etruscans a little bit of your touristic attention…and you may just find yourself entranced by the stories they have to tell.

Here are a few of Tuscany’s top Etruscan artifacts, and where to find them.

Sail Away to Elba for an Island Getaway

So much of the traveler’s Tuscany is rolling farm fields, world-class art, stony hill towns, and hearty, meaty cuisine. For a change of pace, consider hopping a ferry for the one-hour crossing to the little isle of Elba. I went there earlier this summer (researching a new chapter for the upcoming 18th edition of our  Rick Steves Florence & Tuscany  guidebook ) and was totally charmed by the place. Elba is synonymous with Napoleon, who was exiled here for 10 months after his bitter defeat. Today, touring his now-shabby residences is poignant. But there’s much more to this rocky little island: pebbly beaches, hardworking harbors, seafood dinners, and a truly terrifying gondola ride. Elba makes for a relaxing island escape from a busy Tuscan itinerary.

If you’re intrigued by the idea of splicing a little Tuscan seaside into your trip, check out my full report on Elba.

Take a Cooking Class

“Tuscan cooking classes” are an entire subgenre of travel. I’ve blogged more about that subject than I have about entire countries. That’s because this region has an outrageously appealing food culture — ranging from big, sloppy plates of pasta to refined high cuisine. And there’s a cooking class for every taste: hand-rolling pasta in a casual, family-friendly setting; going to the private residence of a talented home chef to assemble a seasonal feast; hanging out in the kitchen of a Michelin-star chef ; and everything in between. Also remember to look beyond the kitchen. While not technically a “cooking class,” going on a truffle hunt in a Tuscan forest — chasing after a smart-as-a-whip dog who has the scent of those precious deposits — gives you a whole new appreciation for a plate of truffle pasta.

For inspiration, here’s a rundown of my all-time-favorite Tuscan cooking classes.

Linger on a Convivial Piazza and Join the Passeggiata

Tuscany is all about community. And there’s no better place to commune with the Tuscans than on the piazza, or main square — particularly in the late afternoon, when families are out strolling…doing those aimless laps that they call the passeggiata. Each Tuscan town’s piazza has its own special character: Florence’s is in the shadow of the towering Palazzo Vecchio. Pienza’s is a perfect Renaissance cube. Lucca’s follows the footprint of an old Roman amphitheater. And Siena’s — the best of them all — is a vast, slanted, brick-paved oblong that hosts a twice-yearly horse race. These are places where it’s actually worth paying way too much for a fancy aperitivo for the privilege of just hanging out at an al fresco table and getting serious about people-watching. Then, hop out of your chair and join the informal people parade as it promenades through the traffic-free town center. Become a temporary Tuscan. Come to understand the local saying, il dolce far niente — “the sweetness of doing nothing.”

Looking for the ultimate Tuscan piazza? Check out this “best of” list.

Visit Off-Season — and Have the Place to Yourself

Tuscany — like other popular European destinations — can be extremely crowded. Fortunately, the region remains entertaining off-season, when things are much quieter. One of my all-time favorite trips to Tuscany came in late November . It was chilly but not cold, a crop of winter wheat blanketed the hillsides with a green vibrancy, seasonal ingredients (like chestnuts, persimmons, and truffles) infused each meal with autumnal flavors, and — best of all — we could simply show up spontaneously at museums and restaurants that would have been mobbed a few months before. While off-season travel comes with its downsides (cooler weather, earlier closing times, fewer daylight hours), visiting Tuscany outside of peak season can be a great plan for flexible travelers.

Here’s what to expect in off-season Tuscany.

There’s so much more that I haven’t covered here — cycling around Lucca’s ramparts , taking a dip in the Roman-era hot springs of Bagno Vignoni, doing a tasting of high-end “Super Tuscan” wines at a Florentine enoteca — but hopefully this is enough to stoke your wanderlust for your next trip to Tuscany.

What have I forgotten? What are some of your favorite Tuscan experiences?

This roundup is designed to inspire you to pack your trip with quintessential Tuscan experiences. For all of the details on everything described here, check out our Rick Steves Florence & Tuscany  guidebook .

Or…let someone else do all that planning. My inspiration for this piece is the arrival of our just-announced Best of Tuscany in 12 Days Tour , which weaves together, in some form or another, virtually all of the experiences I’ve described here. I’ve already signed up for one of the 2020 departures — just for fun (no work this time, I promise). Maybe I’ll see you there.

21 Replies to “How to Experience the Best of Tuscany: 12 Travel Tips for Italy’s Heartland”

Cameron, Just wondering if you, Sarah Corfield, or any of the guides (including Rick) have been to ‘Basco della Ragnaia’, just outside the village of San Giovanni D’Asso? It’s an interesting art garden of an eccentric (U.S., I think) artist, open to the public. I thought the village was fun, also.

It’s a great garden. The story behind that garden is very special. We had one of our most memorable lunch up at the castle restaurant in town.

Hi, Rick. Yes, I have been to that lovely garden! It is, as you describe, somewhat eccentric and an enjoyable place for a little walk. In fact, I went there once after a truffle hunt (with the hunter and his dog), simply to learn about the garden. Suddenly the dog got excited, started digging, and discovered a truffle right in the middle of a pathway through the park. San Giovanni d’Asso itself is a nice little town (and very striking from afar, since it perches on a little plateau). Many great truffle-focused eateries there…

My trip was in 2005, Loved it, wish I could live the there, did almost everything you suggested except cooking class, not enough time.

We stayed in an Agriturismo outside of Orvieto and had the most amazing farm to table communal meals there with guests from all over the world. Highly recommend!!

What was the name of the place you stayed? It sounds lovely. Thanks

What was the name of that farm to table? We are looking close to Orvieto!

Touring Tuscany in May 2016 was a dream…I was lucky to have a seasoned traveler to Italy with me……..trying hard to pack in Florence, Cinque Terre, followed by a leisurely week in Lucca ( followed by 5 days in Montepulciano )where we rented a lovely apartment and got to know the local baker and the veg &fruit lady…… we rented bikes and rode the rampart surrounding the town…..but the very best experience was a live concert of Puccini arias in a lovely old church ( since Puccini spent some time in Lucca….the town has claimed him as their own… with concerts one evening a week pretty much throughout the year…..front row….we could most reach out and touch the performers…..breathtakingly beautiful ! 4+ stars !

We attended that same opera while visiting Lucca. Then went on to have one of our most outstanding dinners while in Italy. It was one of our best memories of that trip.

We love Tuscany…have been to Cesare’s workshop where he made a gift for us. We stayed at a marvelous B &B in Montalcino. And a wonderful Agriturismo just outside Assisi….we had a glorious view of Assisi and could easily hear the church bells pealing. As an added bonus we were able to throw open our shuttered windows….it was April and the nights were cool…and one of the resident cats hopped through the windows and spent the night in bed with us!

I’m so excited cuz I’m booked on the September departure of the Tuscany tour. Thank you for this new tour and thanks so very, very much for all the wonderful experiences I’ve had with your tours. You have changed my life in such a wonderful way that I can’t even express. Happy Travels!!!

I want to move there! Looking into it…

Hi Steve, your Italy book recommended one of my favourite little towns, “civita di bagnoregio” if someone wants to travel off the beaten path. I found it a magical place to visit.

My wife, Sandy, and I have been to Italy several times and Tuscany is our favorite. Our last visit was in April, 2017 and we stayed two weeks in a condo located in the serene countryside near Assisi. We rented a little Fiat 500 and enjoyed day trips from our home base, buzzing along the narrow country roads throughout Tuscany and Umbria. We chose one destination per day, soaking in the scenery and ambience of each, visiting farmers markets and vineyards, and enjoying an inexpensive lunch (usually per Rick’s recommendations). Of course, we always indulged in a mid-afternoon gelato, too! During each day’s jaunt, we loved speaking with the locals in our limited Italian and they seemed to love (and get a kick out of) our attempts to do so! We usually returned late to our little condo and I cooked up the fresh veggies and pasta that we purchased for a few Euros along our journey, enjoying it with a little Tuscan vino and fragrant bread. Over dinner, we discussed our plans for the next day’s adventure. This was our favorite visit to Italy and our takeaways were: 1) spend a couple of weeks in one homebase location (if possible); 2) rent a vehicle for sightseeing in Tuscany; 3) Learn a little Italian and speak to the people you meet; 4) Try doing some of your own cooking with the amazing, fresh Tuscan produce; 5) Enjoy a daily glass of Tuscan wine and, of course, a gelato!

My wife and I have been to Siena three times, but the most memorable visit included two days before and after the New Year, especially because of the magnificent 360-degree video projection in the palazzo leading up to the New Year countdown. As fate–and the surprising Italian planning would have it–the video was completely Beatles themed, if I recall correctly. Everyone in attendance sang along to the group’s many hits and without a hint of an Italian accent. The thing that made the night most memorable, however, was that in the two or three hours before the celebration, a steady rain had been falling and we had waffled on whether to go to the party. We’ve always been glad that we decided to go. However, I’m still upset with the local guy who kissed my wife at the stroke of midnight before I did. (I just checked my records, and the end of this year will mark the tenth anniversary of that visit.)

PS: We don’t go to Europe without a Rick Steves’ book to guide us.

We have been to Cretaiole several times and it is our favorite place on earth. Isabella taught us to make pici. One visit was at Halloween, a fabulous time of year to go! The harvests and cooler air, the scent of roast chestnuts in Pienza, the warm uncrowded waters of Saturnia were unforgettable.

Tuscany and the Cinque Terre are our favorites. One night in Vernazza, we sat on the cliffs with a view of the full moon over the Mediterranean! And fireflies (none where we live) just added to the magic.

Ugh, five weeks from today I was heading to Italy to start the new Tuscany tour. Oh well. Hope to do it in the future!

Looking for recommendations for moving about Tuscany in Oct 2021. We are a group of 6 and we would like to spend 2-3 nights in area as we move from Cinque Terre to Florence. We think we’d like a driver/ vehicle so we could travel about together. To rent our own van doesn’t make sense. Also favorite lodging is appreciated.

Hello Cameron, Thank you for this delightful article. We all know how 2020 turned out but thankfully there is 2022 coming up and we signed up for this tour. I’ll be scouring more through the links you posted so we can maximize our time in Tuscany next year. Can’t wait!

Thank you Cameron..love all the information. Our 7th Rick Steves tour coming up! We just signed up for Best of Tuscany in May, 2022. We’ve been on the wait list..got in..so excited..celebrating my 71st B’day!

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11 Enchanting Towns in Tuscany for Your Bucket List

• Isabelle Hoyne
• July 15, 2024

** Disclosure: some of the links on this site are affiliate links and should you make a purchase through these, I may receive a small commission at no extra cost to you. Thank you for your support!**

I’ve been there before – overwhelmed by the sheer volume of beautiful Tuscan towns there are and trying to figure out what the best towns to visit in Tuscany really are….and how are you ever going to fit them into your itinerary? There are many beautiful towns in Tuscany, ranging from hill top hamlets to coastal delights. This guide walks you through the best towns in Tuscany Italy , helping you to make your itinerary planning that little bit easier.

As regions go, Tuscany is quite a perfect one. Famous as the home of Florence , birthplace of the Renaissance and its iconic Duomo, the impact that the glory days of Florence had on the wider region of Tuscany can be felt everywhere you go. 

The Tuscan landscape inspired many a great masterpiece by Florentine artists and in turn, the city of Florence and to a lesser extent, Siena , provided alliances and wealth to many of the towns that are dotted around the region. 

Many of these former strong-holdings are now well-known as the hill towns of Tuscany, having been placed more often than not on elevated, rocky outcrops that guard the countryside below. Many, to this day, retain a distinct medieval aesthetic and thus carry with them a very unique character and charm.  

The history of some towns in Tuscany stretch back even further than that – to the Romans and the Etruscans – and some, even, to the Bronze Age. For lovers of history, the region of Tuscany and its small towns is a fascinating one. 

History aside, what else is there to this abundant region that makes it so perfect? Well, there’s the fact that mountain lovers can both ski and in winter and hike in summer in Tuscany’s mountain ranges. 

And let us not forget either the god-given tapestry that are the softly undulating hills and cyprus trees of the Val d’Orcia that Tuscany has become so synonymous with.

RELATED READING | Tuscany Guide – How To Have A Very Memorable Tuscan Road Trip

Should you wish to dip your toes in the ocean, then you can have that too – via the Tyrrhenian sea along the Maremma coast. And, quite possibly the cherry on top, is the rich, bountiful food and wine culture of the region. 

Tuscan dishes are hearty and filling and local dishes vary from area to area. Tuscany also produces world-renowned wine, amongst its most famous being Chianti and the high-end Brunello di Montalcino.

If you’re a lover of wine, then it makes total sense to come to the source! Consider enhancing your experience with winery tours from Siena .

It can thus be said that discovering these small towns in Tuscany presents an intoxicating proposition. But what are the best towns in Tuscany to visit? The term ‘best’ is a very subjective one, meaning different things to different people.

So I’ve asked some fellow travel bloggers, each lovers of the Tuscan region too, to contribute some of their must see towns in Tuscany to give you a more holistic view.  

These best towns in Tuscany to see I have split out as follows: 

• The most beautiful small town in Tuscany to visit
• The best wine towns in Tuscany
• The best medieval towns in Tuscany, Italy
• The best hilltop towns in Tuscany
• Best coastal town in Tuscany

You’ll find that even the above categorisation is a bit imperfect, as it’s very difficult to corral towns into one distinct category – for example, the town of Montepulcianio is all of the above, except for a coastal town (hint: make sure to include it on your itinerary).

But I’ve provided enough information below for you to decide if a town is for you or not! Happy planning!

Essential links for your Tuscany Trip Planning

Book your flights to Tuscany using Kiwi Book your Tuscany car rental via Rentalcars Top-rated Tuscan tours and experiences ☆ Greve in Chianti Wine Tasting and Winery Tour (for Chianti Classico lovers) ☆ Private Truffle Hunting Experience with Wine and Lunch ☆ Lunch and Cooking with a view in a Brunello Winery (Tuscan cuisine & Brunello – a win win!) ☆ Siena Vespa Tour Including Lunch at a Chianti Winery ☆ Tuscany Hot Air Balloon Flight (if you’re looking for something really special) Top places to stay in Tuscany: AdAstra Suites (quirky Florence boutique hotel) // Borgo Pignano (ultimate luxury) // Villa Poggiano (refined villa hotel) // Plum Guide (dreamy vacation rentals with pools – read my roundup of Tuscany’s best villas with private pools ) Don’t forget to pack : Tuscany, Italy: Small-town Itineraries for the Foodie Traveler // Universal travel adapter  //  these **fantastic** compression packing cubes // Under the Tuscan Sun , by Frances Mayes

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Before you decide on what Tuscan towns you’re going to visit, you should first figure our how you’re going to get around and then choose your towns accordingly.

While you can get around to the larger towns in Tuscany relatively easily via the train network, if you are to reply on public transport to get around Tuscany, you will find it difficult to reach the most small towns in Tuscany as you will be reliant on regional buses that often have sparse and infrequent timetables.

For that reason, I would highly recommend that you rent a car in Tuscany.

I always use  rentalcars.com  when hiring a car abroad and our road trip to Tuscany was no different. I like them for the following reasons:

• You can compare all car rental companies in a given destination. They also have superior filtering options too, so you really can drill down to what you’re looking for – even to the deposit amount and payment type. 
• All the info you need for your relevant booking can subsequently be found in their convenient app – no print outs necessary.
• You can often amend/cancel your booking with no additional charges.

If you don’t fancy driving, then I would instead recommend that you base yourself in some of the larger towns in Tuscany and see more of the best little towns in Tuscany via guided tours and day trips. You can learn more in the section directly below.

This is a tough question to answer, and the answer to what the best towns to stay in Tuscany Italy are is dependent firstly on how much time you have to spend in Tuscany, and secondly, which must-see towns in Tuscany pique your interest the most, and where they are located.

If you are visiting Tuscany for a shorter period of time, then staying in Florence and doing day trips from there might make more sense. You can see and book day trips from Florence here .

However if you do have 5 or more days in Tuscany then great! Make sure that you allocate plenty of time within your Tuscany itinerary to discover a smattering of the more famous towns in Tuscany, together with some of the more under the radar, beautiful small towns in Tuscany.

I’d highly recommend booking accommodation at a Tuscan villa when in the countryside, whether that be one operating as a hotel or as a vacation rental. It’s truly the best way to get that rustic, Tuscan experience.

If you are concerned about being close to a town, exploring the best small towns in Tuscany to stay can be a great idea.

What are the best Tuscany towns to stay in?

• Chianti : some of the best Tuscany towns to stay in to access the Chianti region include Greve-in-Chianti , San Gimignano and Volterra .
• North Tuscany : one of the best small towns to stay in Tuscany’s north is the famous walled town of Lucca .
• Val d’Orcia : I’d highly recommend positioning yourself close to Montepulciano if you’re visiting the glorious Val d’Orcia – it’s one of my favourites and also one of the best Tuscan towns to stay in due to how fabulous the town is itself, together with how well positioned it is for exploring the area.

Booking a luxury villa in Tuscany

If you’ve decided (or need some convincing) that booking a luxury villa in Tuscany is the way to go, then I’ve pulled together a curated list of the best villas in Tuscany , all with pools, that are split out by region to help you find one in a location that’s perfect for your needs.

RELATED READING | 19 Beautiful Villas In Tuscany With Private Pools [2024]

Booking a hotel in Tuscany

If you’d prefer to be waited on hand and foot, you can discover some great villas operating as hotels in Tuscany to stay in by using the below interactive map. I’ve also included VRBOs in Tuscany too in case you want to search for a villa that way. Just enter your dates and away you go!

The best towns in Tuscany to visit

Montepulciano .

By Isabelle, from Cultured Voyages

Situated high on a rocky outcrop, hewn into the bedrock sits the ancient town of Montepulciano, which presides regally above the expansive plains and hills of the Val d’Orcia below.

This medieval hill town is a very special one, carrying a distinct air of uniqueness, spectacular views from its town walls and an ancient and interesting history.

Montepulciano is perfect both as a base from which to explore the other Tuscan villages and historic towns of this beautiful region, or indeed to just pop into for a day trip to take a wander around its ancient streets, admire its beautiful buildings and bask in the panoramic views of the rolling hills.

Follow the cobbled streets upward to the historic town center and the marvelously medieval Piazza Grande, where you can still see the Medici insignia emblazoned in the square.

This imposing walled town is also home to a number of excellent restaurants – two that I can highly recommend.

First, is Osteria del Borgo , a traditional restaurant located just inside one of the main gates of the old city walls and offers hearty Tuscan dishes and stunning views of the beautiful countryside from its outdoor terrace.

Second, is La Bottega del Nobile , a special winebar-restaurant with tables deep down in the wine cellar, glorious food and an extensive wine list.

Situated in the heart of a wine region, Montepulciano is famed for its very special wine, Vino Nobile di Montepulciano. There are lots of great local wineries nearby, so this is the perfect place to undertake some wine tasting if you wish to include it on your Tuscan itinerary.

RELATED READING | 11 Best Wine Tours in Montepulciano: 2024 Curated Picks

By Chris from Amateur Traveler

Montalcino is one of those beautiful hill towns that Tuscany is known for. The history in the area goes back to the Etruscans, but the town today is protected by its five sided Fortezza which dates back to the 1300s.

These days the town is known for the Brunello wine produced from the vineyards that cover the slopes of the hill. Brunello is one of the most popular of the Italian red wines and there is no better place to sample Brunello than in the Tuscan town which it hails from.

You can walk all the streets of the town in 15 minutes and still have time left over to find a glass of wine. There are a number of small enotecas in town where you can stop for a glass or a bottle of wine, including one in the Fortezza.

Take your time as you walk through town and peek into the small private courtyards of this charming town. 

Start at the Fortezza where you can climb up to the walls to get the best view in the town. The Main Street runs from the Fortezza across the hill to the humble Sant’Agostino gothic-style church.

Across the street from the church is the small Riuniti Museum which has a collection of art from the 14th to the 20th century. The museum is run by the city and the Catholic diocese and its best pieces are religious art.

After the hustle of Florence or Siena, Montalcino is a quiet interlude. The best way to experience Montalcino is to rent one of the villas near town and make it a base for operations in Tuscany. You can easily do day trips from Montalcino.

Without shadow of a doubt, one of the most beautiful towns in Tuscany is the renaissance town of Pienza.

Pienza is located close to Montepulciano, meaning that it is extremely easy to combine a visit to both of these towns in one day, or to visit one while based in the other. On the route between Montepulciano and Siena also, it’s extremely easy to stop off in Pienza if you are transiting between the two.

Pienza is often regarded as the most beautiful town in Tuscany, with its well-preserved Renaissance architecture and charming atmosphere that transports visitors back in time.

Upon entering the old historical center of Pienza, it feels like you have stepped into a time warp, as much of the town’s major features date from the Renaissance. In the 15th century, Pienza (then known as Corsignano), struck gold when a citizen from this formerly humble village was elected Pope Pius II. 

He set about making Pienza the ideal Renaissance town, enlisting the help of famous architect Leon Battista Alberti to remodel the town based on humanist urban planning principles.

Upon Pius’ death, the redevelopment halted and what remains today has been virtually untouched since that time. Its beautiful architecture from this period makes it one of the most prettiest towns in Tuscany.

A UNESCO World Heritage town, Pienza is also home to Pecorino Di Pienza, a sheep’s milk cheese that is added to many of Tuscany’s most delicious dishes and cheese shops are smattered amongst the historic buildings of Pienza’s winding streets.

With its incredibly well-preserved Renaissance buildings and its position as the capital of pecorino cheese, Pienza is an extremely compelling day trip proposition on a Tuscan road trip.

It offers astounding views of the surrounding fields and cypress trees of the Val d’Orcia, making it by far and away one of the top small towns in Tuscany Italy to visit.

San Gimignano

By Or from My Path in the World 

Also known as the Town of Fine Towers or Medieval Manhattan, San Gimignano is a walled hilltop town you don’t want to miss in Tuscany . Just by driving towards it, its unique skyline makes it easy to understand why it is one of the most picturesque towns in the region.

Thanks to its iconic well-preserved tower houses and stunning medieval architecture, its historic center was declared a UNESCO World Heritage Site, and indeed, strolling through San Gimignano feels like stepping back time.

Some of the main points of interest of this enchanting town include the Palazzo Comunale (the highest of the towers and an art museum), Porta San Giovanni, and Duomo di San Gimignano (Collegiate Church of the Assumption of Mary), but you’ll find plenty of beauty in each and every corner.

Plus, there’s no shortage of panoramic lookout points.

Although it’s a small place, this town is also known for its fantastic food, saffron production, and white wine (Vernaccia di San Gimignano), so you’ll also find many amazing restaurants, wine bars, and wine shops here.

A few to check out are Le Vecchie Mura, Il Ceppo Toscano, and La Vecchia Nicchia. San Gimignano is among the charming Tuscany small towns, offering a delightful culinary experience alongside its historical attractions.

Last but not least – located in the central Piazza della Cisterna, don’t miss Gelateria Dondoli, which was the Gelato World Champion more than once.

It is especially known for a few unique flavors you have to try, like Crema di Santa Fina (cream with saffron and pine nuts), Dolceamaro (cream with aromatic herbs), and Champelmo (pink grapefruit and sparkling wine).

By Karen from Bewitched By Italy

Lucca is one of the most popular medieval towns in Tuscany, with Etruscan and Roman origins. In the Middle Ages it was an important city-state, and the architecture and historic centre that are the main attraction for tourists date from this period.

The number one must-do activity here is to walk along the top of the Lucca city walls . These form a complete circuit of around 4 km, built in the 16 th century but incorporating earlier sections.

The walls are not just of historic interest: they are wide and form an extensive area of parkland, with trees, cafés and children’s play areas. Lucca is considered the best city in Tuscany to visit, offering a unique and enjoyable experience for tourists.

Elsewhere in the city, look out for the remarkable Piazza Anfiteatro, built on the site of the old Roman amphitheatre. Unlike most piazze this one is round, and shops and restaurants have been built into the spaces where the arches once were.

At the centre of Lucca is the Cattedrale di San Martino, notable for its 13 th century black wooden figure of Christ and a painting of the Last Supper by Tintoretto. 

You can also visit the Palazzo Pfanner (a palace and garden that is now an art museum) and the Puccini Museum, in the house where the composer was born. Or climb to the top of the Torre Guinigi, a 14 th century bell tower, for views across the city.

There are several places to eat around the Cathedral area. I enjoyed a meal at the Aria Café Restaurant in one of the nicest towns in Tuscany.

Monteriggioni

Martina – PlacesofJuma

A really amazing tip for a stop on a road trip is the wonderful medieval village of Monteriggioni in Tuscany . The historic fortress, which is located on the hill Monte Ala, is especially beautiful and due to its location, it offers a fantastic view over the Tuscan countryside.

In the center of the complex enchants a picturesque old town, which can be explored via a short easy walk. Among the most important attractions are the well-preserved defense towers and the city wall, which you can even climb up.

Monteriggioni is a gem among the Tuscany cities, showcasing the region’s rich history and captivating landscapes.

The medieval flair of Monteriggioni is unique in Tuscany, and that is why a large medieval festival is held here once a year in the summer. Absolutely worth seeing is also the Piazza Romana directly in the center.

This picturesque square is the main square of Monteriggioni and with a coffee or a glass of wine in one of the good local restaurants there you can watch the hustle and bustle.

If you love wine, don`t miss to try the regional red wine “Chianti Colli Senesi Monteriggioni”, whose vines grow in the vineyards around the castle.

Another interesting place to visit is the church of Santa Maria Assunta, which dates back to the 13th century and is one of the oldest buildings in the old town.

If you want to learn more about history, it is best to check out the museum “Monteriggioni in Arms”, where you can learn more about the rich past of Monteriggioni.

These attractions add to the allure of Tuscan cities, providing a glimpse into their fascinating heritage and cultural significance.

All in all, Monteriggioni is a real highlight in Italy and among the best towns to visit in Tuscany should not be missed on any perfect Tuscany Road Trip!

READ NEXT | 30+ Of The Best Gifts For History Buffs In 2024

By Chrysoula, from Travel Passionate

One of the top towns to visit in Tuscany, the Tuscan hilltop town of Volterra lies conveniently close to Florence. The town has a rich history dating from Etruscan times (5th century BC) when it was one of 12 powerful centers.

Remnants of its ancient defensive walls, gateways, and its strange layout are all credited to the Etruscans!

Enjoy a break from driving and slip on comfortable shoes as there is much to see in this pretty town. The center of the town has medieval streets and squares. The Palazzo dei Priori is the oldest town hall in Tuscany.

The 12th century Duomo – Cathedral of Santa Maria Assunta- is beautiful. Much of it was renovated in the Renaissance style and it has a richly decorated ceiling and numerous paintings including a famous fresco by Benozzo Gozzoli (1479). 

If you enjoy history there is the Guamacci Etruscan Museum and numerous Roman monuments to see including Roman baths, a forum, and an amphitheater. The magnificent Medici Fortress sadly cannot be explored inside as it is used as a top security prison.

Volterra is world-famous for its alabaster carving, so is perfect for souvenir shopping. During mid-March, late October, and early November there are celebrations showcasing local products that include white truffles, cheeses, olive oil, and chocolate.

Volterra stands out as one of the Tuscany best towns, offering not only unique craftsmanship but also delightful culinary experiences during these festive seasons.

By Kathryn from Wandering Byrd

Cortona is built on the top of a hill, with breathtaking views across the surrounding countryside. The town is quintessentially Italian- think beautiful plazas, cute streets and lots of history.

In fact, the villa used in the movie ‘Under the Tuscan Sun’ is located just outside Cortona (you can even rent it for a week’s holiday!)

Cortona is over 2000 years old and its history is full of Greek and Roman stories. One of the biggest attractions in the town is the Accademia Etrusca- a museum full of artefacts and things found in the area.

It’s spread over 5 floors in a 13th century building and is well worth a visit. There are several other museums and historic places in the town to visit, including the Cathedral and the main square.

If you’re more interested in Italian food and drink than history, head to La Bucaccia- set in a medieval stables and famous for its beef and pasta dishes. For wine, you can’t beat Taverna Pane e Vino, where you can enjoy Tuscan and Italian wines along with bruschetta and cheese.

If you’re campervanning in Italy , there are some wonderful campsites to stay at within walking distance of the town, but if you’re road tripping by car, there are plenty of hotels and BnBs to choose from.

Exploring the top Tuscany towns becomes even more convenient with a range of accommodations available to suit different preferences and travel styles.

Cortona is also famous for its jazz festival, which usually happens over several days around the end of April and is definitely worth arranging your travel to be there for the festival atmosphere which spreads through the town.

By Isabelle from Issy’s Escapades

Pitigliano is one of Tuscany’s famous ‘Tufa’ towns, which are towns that have been carved from volcanic (or ‘tufaceous’) rock.

Pitigliano is the most recognisable Tufa town in Tuscany, in part due to the dramatic setting it occupies atop a particularly elevated and prominent rocky outcrop. It is undeniably one of the Tuscany must-see town for its remarkable geological features and rich historical heritage.

South of Montepulciano and close too to the thermal mineral waters of Bagno San Filippo, its relative proximity to other popular Tuscan towns, together with its fascinating historical and cultural heritage, make Pitigliano one of the best small towns in Tuscany to visit. 

Pitigliano’s earliest signs of inhabitance are rather ancient, dating back to Neolithic times.

There are also signs to suggest that there was an Etruscan community here in the 6th century, followed by the Romans, before the Medicis left their mark on this historic town in the 16th century, with the construction of an aqueduct that can still be seen to this day in the town center.  

Extremely interesting too, is the fact that Pitigliano is also known as “Little Jerusalem”, due to the role it played as an important refuge to the Jewish community who fled persecution from other areas of Italy from the 14th century onwards.

They played an important role of shaping the culture of this interesting Tuscan town and it is possible today to visit the former Ghetto area of the town. 

As one of the best hill towns in Tuscany worth visiting, there is a lot to fit in during a visit to Pitigliano. Make your way to the north-western part of the town to discover ancient Etruscan walls and the Porta Sovana , an entrance to the town hewn from the tuff that leads to the vie cave and the necropolis of Sovana .

The vie cave (meaning, simply “excavated roads”) are a bewildering set of tunnels – as no one knows for certain why they exist – which you can explore with or without a tour guide. Look out too for the “ Tempietto “, which is a small temple that may lead back to Etruscan times.  

As such a historic town in Tuscany, it is a given that Pitigliano is home to some museums, should you wish to learn more about its heritage.

These include the Alberto Manzi Outdoor Archaeological Museum, which brings Pitigliano’s history to life, the Civic Archaeological Museum of Pitigliano, which includes a range of artefacts from the Bronze Age to the Etruscans , and the Palazzo Orsini and Museum of Sacred Art. 

The lovely town of Barga is one of the most important hilltop towns in Tuscany, known also as the Gem of the Garfagnana .

The Garfagnana is an area within the province of Lucca, in Tuscany’s north-west, that is famous for its sprawling and varied landscape. Barga is one of the top towns in Tuscany to visit or base yourself if you love the great outdoors and all the activities that go with it!

The town itself is contained within a marvelous mountain setting and is around an hour from the best Tuscan town to visit, Lucca. It is a wonderful location in which to wander narrow streets and discover the pastel-hued Renaissance buildings housed within Barga’s centre.

Historically, the town of Barga was linked to the powerful Renaissance city of Florence for centuries and reaped the rewards that this strategic alliance offered.

In this regards, it is therefore thoroughly unsurprising that you will the Medici coat of arms of the columns of the Florentine Marzocco (the lion symbol of Florence’s political strength) beside the Loggia dei Mercanti . This was the town’s medieval marketplace located in the town’s main square, Piazza Salvi.

Barga is also home to one of the most important Romanesque churches in Tuscany, the Cathedral of San Cristofano. The church sits high above the town, on a vantage point called the “Arringo”, where citizens used to meet to discuss important matters and also, for executions.

Rather interestingly, the Arringo has earned itself the nickname of “ Prataccio “, or “nasty lawn” as a result of the latter!

Portoferraio

By Emma from Emma’s Roadmap

One of the cutest towns in Tuscany is definitely the small harbour city Portoferraio on the island of Elba. If you’d like to get away from mainland Italy and explore more of its coast, this is definitely the place to be!

The name Portoferraio actually means iron harbour in English and refers to the history of this city in Tuscany as the place to trade iron. However, this is not the main reason why Portoferraio is mostly known.

In 1814, the one and only Napoleon Bonaparte was banned to the island of Elba and lived in Portoferraio for almost a year. Because of this, Portoferraio also attracts many tourists.

One of the top attractions in this harbour town is one of Napoleon’s houses, Villa dei Mulini. Here, you can experience how the emperor used to live in exile and learn more about his history!

Another great activity in this city is Martello Tower. This tower used to be a prison and is located right at the harbour with an amazing view of the bay of Portoferraio. Originally, it was built as part of a defense infrastructure for the island, but right now you can visit it together with its museum. It is definitely worth exploring while visiting one of the best Tuscan towns.

Of course, you can’t visit the island Elba or Portoferraio without trying the local cuisine! Very popular dishes you should try on the island are Rio-style rockfish, stuffed sardines and boiled octopus. Also, don’t forget to try one of the local wines while visiting Portoferraio, one of the best coastal towns in Tuscany!

To aid you in your trip planning, I’ve included the above best Tuscany towns to visit on a map.

Unless you have at least 10 days, it is highly unlikely that you will be able to visit all of these towns in Tuscany Italy in one visit, so choose a handful that pique your interest and combine them other visits to the best cities in Tuscany like Florence and Siena. 

How to use the map : Use the toggle on the left on the header bar to open/close map contents. You can also zoom in and out and interact with the saved items on this map. To save the map to your own Google account, click on the star sign beside the map title on the header.

How to get to Tuscany

Tuscany is home to two airports; one in Florence and another larger airport in Pisa. You may find more extensive flight schedules to Pisa so as a result, prepare to be flexible on which you fly in and/or out of. 

Both airports are well connected to other cities and larger towns in Tuscany via the train network. It’s also completely possible and not too taxing to fly to Rome and either drive or get a train to Tuscany. 

Having used the train network in Italy throughout various regions of the country, I can confirm that it’s an extremely reliable and efficient way to travel. Major cities are well connected, with smaller towns in turn being well connected to a larger hub. 

Trains from Rome to Florence, for example are frequent (running at over 50 a day) and take only around 1 and a half hours. 

| TICKETS: Buy train tickets from ItaliaRail , or plan a route and purchase tickets via Omio . 

If you’d prefer to take a bus (I’d recommend a train, however, if budget is not a concern) then there are also numerous companies that operate bus routes within Italy. 

| TICKETS: Plan your route and purchase tickets here .

To fully experience the charming Tuscany villages, there are various options available to suit different preferences.

One of the best ways is to hire a car , as it offers the flexibility to explore at your own pace and venture off the beaten path. Driving through the picturesque countryside allows you to immerse yourself in the breathtaking landscapes and stop at multiple villages along the way.

If you prefer not to drive, public transport is another viable option. Trains and buses connect many of the villages, making it convenient to hop from one to another. However, do note that the frequency of public transport can be limited in some rural areas.

Alternatively, hiring a private driver provides a more personalised experience, with the convenience of door-to-door service and local insights. This option is ideal for those who prefer a guided experience or have limited time.

Lastly, joining a group tour can be a great way to discover the Tuscany villages with a knowledgeable guide. Group tours often cover popular destinations and offer the opportunity to meet fellow travellers.

Consider your preferences and priorities when choosing the best way to explore the Tuscany villages, ensuring you make the most of your visit.

When it comes to visiting the picturesque Tuscany villages, timing is everything. Each season offers a unique charm, so it ultimately depends on your preferences.

Springtime, from April to June, is a delightful period to explore the villages. The weather is mild, the countryside is blooming with colourful flowers, and the vineyards are alive with activity. It’s the perfect time for leisurely walks and outdoor activities.

Summer, from July to August, is undeniably the busiest season, with warmer temperatures and a lively atmosphere. If you don’t mind the crowds, you can enjoy vibrant festivals, open-air markets, and alfresco dining.

Autumn, from September to October, is a magical time when the landscapes transform into a breathtaking tapestry of golden hues. It’s the harvest season, and you can witness the vineyards and olive groves in full swing.

The weather is pleasant, and the villages are less crowded, making it ideal for immersing yourself in the local culture.

Winter, from November to February, brings a tranquil ambience to the villages. While some attractions and restaurants may have reduced hours, you can still experience the authentic Tuscan life and indulge in cosy evenings by the fireplace.

Overall, Tuscany is a year-round destination, and the best time to visit depends on your preferences, whether it’s vibrant festivals, blooming nature, or peaceful solitude.

Tuscan towns to visit – FAQ

Tuscany is a region in central Italy that covers an area of approximately 23,000 square kilometres (8,900 square miles). It consists of several provinces, including Florence, Siena, Pisa, Lucca, and more.

From the list of Tuscan towns included in this list, the best towns near Florence to visit are Volterra, San Gimignano, Monteriggioni and Lucca. 

Tuscany is quite heavily visited, so in order to find some less-frequented places, you’ll need to head a little off the beaten track. Some non touristy towns in Tuscany to visit would include the likes of Barga, Pitigliani (it’s well known but often gets overlooked) Collodi, Montefioralle and Certaldo Alto.

The truth is, that while you see the same names thrown about a lot, there are almost endless amounts of small towns in Tuscany to visit. The best thing to do is to decide on one smaller area within Tuscany and then head off in your rental car to discover some of them serendipitously. 

A good home base in Tuscany will depend on a number of factors, such as how long you plan on staying in Tuscany for and what areas of Tuscany you’d like to see.

Personally, I think the Siena region of Tuscany makes a fantastic base, as it’s fairly central; you’ll be able to easily access cities like Florence, Siena and Arezzo as well as be placed somewhat in the middle of the region, which means you’ll have a whole host of beautiful Tuscan towns within reach.

I discuss where to base yourself further in the relevant section above .

In order to get any sort of feel for the region, I’d plan to spend at least three days in Tuscany (not including Florence).

It’s the perfect region to explore deeply, however, so you can easily spend a week or more in Tuscany – in fact I’d highly recommend doing so. Read my Tuscany itinerary post to discover how to pass your time. 

The absolute best months to visit Tuscany are May and September. In May, temperatures are warm but not unpleasantly hot. The countryside is also quite lush, so if you want to see the rolling green hills that Tuscany is known for it’s the ideal time to do so.

September will be a bit hotter than May, but again, nothing unbearable which makes it a great time to go for some early-Autumn sun. The countryside starts to turn golden and the grape harvest also takes place, which will be particularly appealing to wine lovers. 

While Tuscany is renowned for its scenic countryside, the Val d’Orcia region is often considered the epitome of Tuscan beauty. Located south of Siena, it features rolling hills, cypress-lined roads, vineyards, and picturesque villages like Montalcino and Pienza.

Tuscany is home to several major towns that showcase its rich history and culture. Some notable ones include Florence, Siena, Pisa, Lucca, Arezzo, and Cortona. Each town has its own unique charm and attractions worth exploring.

While Tuscany has many captivating towns, Florence is often considered the heart of the region. Known for its Renaissance art and architecture, Florence boasts iconic landmarks such as the Duomo, Uffizi Gallery, and Ponte Vecchio. It offers a perfect blend of history, culture, and culinary delights.

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Hi there! I'm Isabelle, aficionado of immersive travel experiences and unique, luxurious hotels. You'll most likely find me camera in hand, or nerding out on research in advance of my next trip. A major foodie, history and scenery lover, nothing makes me happier than soaking in the atmosphere and culture of the destination I'm visiting.

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15 BEST Tuscany Tours from Florence by a Local

By: Author Stefania Guglielmi

Posted on Last updated: July 6, 2024

Categories Europe , Italy

When it comes to immersing yourself in the beauty and rich cultural heritage of Tuscany, there’s no better place to start than Florence .

As the gateway to this idyllic region – and its capital city – Florence offers tons of opportunities to explore the Tuscan countryside. 

If you have at least 3 days in the area, you should spend the first two days in Florence , and then absolutely go on a trip to explore its bucolic surroundings.

We have curated a list of the best Tuscany tours from Florence to help you make the most of your time in the area. You’ll find a diverse range of activities highlighting the region’s finest offerings.

From winery tours and trips to nearby cities to private experiences, there’s a perfect one waiting for you. Check them out, and take your pick!

Why should you value my insights on Tuscany tours from Florence? Growing up in Bologna, a 30-minute train ride from Florence, I’ve had countless adventures in the Tuscan countryside.

With a deep-rooted connection to Italy and a decade of expertise in the travel industry, I carefully handpick each tour. This is to make sure that what I recommend offers a genuine Tuscan journey, worth your while.

I personally use Viator , Get Your Guide , and Walks to book activities around the world. I especially recommend them for their fantastic cancellation policy. If your travel plans change, you can cancel most tours up to 24 hours in advance for a full refund. 

Were you looking for a multi-day tour rather than a day tour? I recommend checking out TourRadar , an aggregator for multi-day tours (both group tours and private ones). I’ve personally booked tours to Jordan and Africa with them and had a flawless experience! Good choices for multi-day tours to Tuscany from Florence are: • Tuscany Absolute • The Best of Tuscany 4 Days/3 Nights • A Taste of Tuscany (starts in Pisa)

OUR PICK: The Most Comprehensive Tour to Tuscany from Florence

▶️ Our number 1 pick, the Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa, and Lunch at a Winery . This full-day, super comprehensive tour starts with a guided tour around Siena. You’ll get to admire its impressive architecture and visit the Duomo before making your way to a charming winery. 

Surrounded by the Chianti hills you’ll indulge in a Tuscan lunch and delicious wine tasting, and then venture to the hilltop town of San Gimignano. Indulging in gelato and walking around its medieval walls are the highlights of any visit to San Gimignano. 

Finally, prepare to tilt your head in awe at the iconic leaning tower of Pisa and the rest of the monuments in Piazza dei Miracoli. This tour is the ultimate shortcut to capturing the essence of Tuscany in just one day.

Why is this the best tour to Tuscany from Florence? It includes visits to Tuscany’s major highlights, ensuring a comprehensive tour around the region. Aside from getting to the best viewpoints and towns, you’ll sip regional wine, Tuscany’s gem product. Plus, the reviews are excellent!

This tour includes : Roundtrip transfers, a guided tour of Siena, entrance to the Cathedral, all visits, and lunch with wine tasting. ➥ BOOK IT HERE

Tuscany Wine Tours from Florence

I’ve written a whole post about the best wine tours from Florence . But I’ll save you time, here are the very best ones.

▶️ Experience the region’s finest on this Tuscany Day Trip from Florence with Chianti, Siena, and San Gimignano . Enjoy jaw-dropping views of Florence from Piazzale Michelangelo, the prime viewpoint in the city. Then make your way into the land of rolling hills and vineyards. 

Your first stop will be the city of Siena, where you’ll marvel at the magnificent Siena Cathedral exterior and Piazza del Campo. Your guide will tell you all about the renowned Palio horse race that takes place there twice a year.

Savor an exquisite gourmet lunch with locally sourced ingredients in a Chianti farmhouse and vineyard. The meal will be paired with Italian wines – you’re in Tuscany after all!

Spend the afternoon exploring the medieval town of San Gimignano, first with your guide and then on your own.

This Siena and Chianti tour from Florence includes : Roundtrip transportation, a guided walking tour in Siena and San Gimignano, lunch with wine tasting, and a guide. ➥ BOOK IT HERE

▶️ With this Chianti Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence . You’ll delve into the deliciousness of Tuscany, sampling its local cuisine as you explore the countryside.

Hop on a 4×4 vehicle to immerse yourself in the region, learning as you go from your very knowledgeable guide. Stop for a visit at a wine estate and a historic villa, where you’ll get to walk its underground tunnels.  

There you’ll relish tastings of cheese, olive oil, and wine, before heading to a winery restaurant for lunch and a second wine tasting.

This Chianti tour from Florence includes : Roundtrip transportation, a guide, lunch, and food + wine tastings.➥ BOOK IT HERE

▶️ Elevate your wine game with the Florence: Chianti Wineries Tour with Food and Wine Tasting . You’ll be taken to two authentic wineries in the Chianti Hills where you’ll get up close and personal with the local winemakers. 

Engage in the winemaking process by exploring the facilities and strolling through the vineyards. Then, treat your taste buds with tastings of up to 7 different wines. Alongside the vino , relish regional treats like cheese, olive oil, and balsamic vinegar. 

This tour will charm you with the delicious flavors of Tuscany, but also with striking views of its countryside. You’ll stop for photos at the best lookout point overlooking the Chianti hills. 

This tour includes : Roundtrip transportation, winery tours, a guide, wine tastings with food pairings, and a stop at a viewpoint. ➥ BOOK IT HERE

An Essential Pisa Tour 

Get ready for a Pisa Day Tour with Leaning Tower of Pisa to discover one of the most renowned works of architecture. Don’t forget to take advantage of the hilarious photo ops as well!

You’ll enjoy a guided tour around Piazza dei Miracoli, learning about the history and architectural facts of each monument. Then, snap some pictures holding the famous Leaning Tower before skipping all lines into the landmark.  

After climbing its 294 steps you’ll be rewarded with a fantastic view of the square. Make sure to also explore the interior of the Cathedral, an inspiring example of Romanesque Art, with the included tickets.  

Visit the Monumental Graveyard, another example of architectural beauty, and enjoy free time at the end of the tour.

This tour includes : Roundtrip transfers, a guided tour of Pisa, free time, and entrance fees to the Cathedral and the Leaning Tower. ➥ BOOK IT HERE

Looking for something different? Check out this other post about the best Pisa tours from Florence .

The Best Tours to Siena 

▶️ Embark on a delightful Siena and San Gimignano: Small-Group Tour with Lunch from Florence for a memorable day filled with history, architecture, and deliciousness. Your trip starts with a scenic drive to Siena, one of Tuscany’s most charming cities. 

You’ll enjoy a guided walking tour through its winding cobblestone streets, all the while learning about it and admiring its main landmarks: the Siena Cathedral and Piazza del Campo.

Then, venture to San Gimignano, where you’ll be enchanted by its iconic medieval towers and historical atmosphere. Enjoy your free time to explore at your own pace and try its traditional gelato, and hop back on the bus to head to the last destination. 

You’ll tour Fattoria Lornano Winery, visiting its old cellars as you learn about the wine. Cap off the trip with a seasonal lunch of Tuscan delicacies paired with a great selection of wines. 

This Tuscany bus tour from Florence includes : Roundtrip transportation, a guide, a tour of Siena, free time in both Siena and San Gimignano, and lunch with wine tastings. ➥ BOOK IT HERE

▶️ Escape the Florence frenzy and dive into Tuscany’s charm on this San Gimignano, Siena, and Chianti Wine Tour .

You’ll be whisked away from the city and into the  UNESCO-listed town of San Gimignano. This medieval hilltop town offers glorious views of the countryside, and you’ll have free time to explore it.

Then, drive through the picturesque Val D’Elsa hills and stop for a quick visit at Monteriggioni Castle. Your next stop is Poggibonsi, a Chianti town where you’ll visit a winery for an interesting tour and tastings of Chianti Classico. 

Finally, delve into Siena’s architectural wonders and soak up the vibrant atmosphere of Piazza del Campo.

This tour includes : Roundtrip transfers, a guide, free time in San Gimignano and Monteriggioni Castle, a tour of Siena, and wine tastings. ➥ BOOK IT HERE

Again, for more options make sure to check out my other post about the best tours to Siena from Florence .

The BEST Tuscany Private Tours from Florence

▶️ Explore medieval towns with your gang on this Private Siena, San Gimignano, and Chianti Day Trip from Florence . 

Accompanied by your closest friends, you’ll get to marvel at Siena’s clamshell-shaped Piazza del Campo and its majestic Cathedral. Next up is a trip to the village of Monteriggioni, driving through scenic Chianti hills.

Spend some time in San Gimignano, the most enchanting hilltop town in the area, and opt to include a tasty lunch with wine pairings at a local farm or winery.

This will, however, reduce the time in Siena and San Gimignano and exclude Monteriggioni from the itinerary!

This tour includes : Hotel transfers, free time in all locations, bottled water, and an English-speaking driver. ➥ BOOK IT HERE

▶️ Join this Private Tuscany Tour: Siena, Pisa, and San Gimignano from Florence with your group of up to 8. Make the most of having a personal chauffeur in Italy’s most famous wine region, and explore its major spots.

You’ll have a full day to wander around the alleys of Siena, Pisa, and San Gimignano at your own pace. Take in their striking architecture, soak up the history and artistry of each city, and admire the views.

The itinerary is flexible and adapts to your own times and interests. You can even add a trip to a local winery to sip on Vernaccia wine and enjoy a hearty meal.

Your driver will then take you through the Tuscan countryside to San Gimignano, a medieval gem recognized as a World Heritage Site by UNESCO. 

This tour includes : Hotel pick-up and drop-off, free time in Siena, San Gimignano, and Pisa, bottled water, and a flexible itinerary. ➥ BOOK IT HERE

▶️ Another great trip to share with your friends is this Private Tuscany Wine Tour Experience from Florence .

With a sommelier guide, uncover the hidden gems among the rolling hills and vineyards of Tuscany while sampling exquisite regional varietals and olive oil in three wine estates. 

Delight in a traditional Tuscan lunch paired with fine wines, followed by a tour of the cellars. You’ll discover the secrets behind the art of winemaking, gaining insights from local vintners. 

Time permitting, you’ll also get to explore charming medieval villages like Castellina in Chianti and Radda in Chianti. This customizable journey offers a flexible itinerary, promising a grape escape like no other.

This tour includes : Hotel pick-up and drop-off, lunch, and wine tastings. ➥ BOOK IT HERE

Tuscany Cooking Classes

▶️ Unleash your inner chef in this Cooking Class and Lunch at a Tuscan Farmhouse with Local Market Tour from Florence . This culinary adventure starts at a bustling market, where you’ll follow a local chef as they pick the freshest ingredients for your class. 

Then, head to a beautiful farmhouse where your cooking lesson will take place. Put into practice the tips and techniques a lead chef will teach you to craft a mouthwatering 4-course lunch.

From bruschetta to handmade tagliatelle, a meat course, and tiramisu, you’ll whip up an authentic Italian feast! Relish your creations paired with Tuscan wine to cap off the experience.

Take a cooking diploma and the recipes home to show off your newfound skills. Prepare to impress friends and family with your Italian culinary prowess!

This tour includes : Roundtrip transfers, a market visit, a cooking class, lunch with wine, a cooking diploma, and all the recipes. ➥ BOOK IT HERE

▶️ Dive into a gastronomic adventure with this delightful Florence Pizza or Pasta Class with Gelato Making at a Tuscan Farm . You’ll be taught by a professional how to prepare Italy’s most renowned comfort food dishes. Because what trumps pizza and gelato?!

Enjoying the stunning scenery that surrounds you and under a chef’s guidance you’ll craft a 3-course feast that you’ll get to indulge in later. You’ll knead the dough for a focaccia, and choose your favorite toppings for a mouthwatering pizza. 

As if that wasn’t enough, you’ll also whip up your very own, creamy gelato to end your lunch on a very sweet note. You’ll go home with the recipes to recreate these delectable dishes at home. 

This tour includes : Roundtrip transfers, all ingredients, a 3-course meal paired with wine or beer, a cooking diploma, and all recipes. ➥ BOOK IT HERE

Tuscany Bike Tours from Florence

▶️ Want to try a bike tour? This E-Bike Florence Tuscany Self-Guided Ride with Vineyard Visit includes the region’s prime attractions: scenery and wine.

You’ll ride through the Tuscan countryside and scale the picturesque hills effortlessly. Zip all the way to Fiesole, where you’ll visit a vineyard for Chianti-style wine and Tuscan treats.

The ride also includes a stop at Piazzale Michelangelo, which offers incredible views of Florence.

With an e-bike rental and GPS device, you’re free to roam independently at your own pace, getting your dose of wine, views, and adventure—Tuscany style!

This Tuscany bike tour from Florence includes : E-bike and helmet rental, GPS route, and a phone holder. ➥ BOOK IT HERE

▶️ An alternative is this Tuscany E-Bike Tour: From Florence to Chianti with Lunch and Tastings . You’ll get to pedal across the Arno River to the stunning viewpoint of Piazzale Michelangelo. Then, immerse yourself in the beauty of the Chianti wine region. 

Ride along scenic country roads, surrounded by ancient olive groves and vineyards, and tour two local wineries. Indulge in wine tastings and a traditional Tuscan lunch before visiting a Terracotta factory and an olive oil mill.

This Chianti bike tour from Florence includes : Bike and helmet rental, a guide, bottled water, a Tuscan lunch, wine and olive oil tastings, and a Terracotta factory guided visit. ➥ BOOK IT HERE

Stefania Guglielmi is the founder of Every Steph. Originally from Bologna, Italy, she's been traveling full-time since 2016 and has visited over 50 countries across 6 continents. She believes sustainable travel and luxury travel can go hand in hand and has been advocating for responsible tourism since 2014. Stefania's advice and travel experiences have been featured in important publications such as Business Insider, Refinery29, and Yahoo Money.

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Tuscany Small Group Tours

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10 best Tuscany small group tours

Compiled by

Melissa Tuscany travel expert at TourRadar

The Best of Tuscany - 4Days/3Nights

Italy by high-speed train, florence city break - 3 days/2 nights, tuscany absolute, italian triple centre with a world wonder, cycle tuscany, flavor of tuscany & cinque terre 4*, italian sojourn with leaning tower of pisa, private gourmet wine tour in tuscany, italy, flavor of tuscany & cinque terre 3*.

• In-depth Cultural
• Coach / Bus
• Sightseeing
• Christmas & New Year
• Wine tasting
• Enjoy a wine tasting lesson in Chianti
• See the Leaning Tower of Pisa
• Visit Palazzo Vecchio in Florence

“You won't find better options without paying significantly more. A professional company provides enjoyable travel experiences.”

• Train & Rail
• Discover the hidden gems of romantic Venice
• Opt for a wine tour and lunch in charming Tuscany
• Speed through the Italian countryside by Train

“The hotels were lovely, breakfasts were outstanding, travel connections were smooth.”

• Extend your stay and enjoy more of Florence
• Explore San Gimignano and try champion gelato
• Arrive in Florence and meet our friendly team

“The wine tour was absolutely amazing! The vineyards we visited as well as the sights we got to see along the way were like something out of the movies.”

• Visit Michelangelo's David at the Accademia
• Taste Vino Nobile on a Tuscan vineyard tour
• Stroll through medieval Siena's historic sites

“Everything was very well organized, hotel had great location, cooking class was great experience.”

• Walk through Florence's historic sites
• Explore ancient Rome with a guided tour
• Taste Tuscany's famous wines and dishes

“This was an excellent tour. We very much enjoyed the Coliseum/Forum tour. This was a highlight as was the Crypt and Catacomb tour.”

• Road Cycling
• Explore the medieval town of Barga by bike
• Taste gelato in Castelnuovo di Garfagnana
• Cycle through historic Florence and Vinci

“Beautiful landscapes. Not too tough, not too easy.”

• Explore Rome with a hop on hop off bus tour
• Travel by high-speed train to Renaissance Florence
• Taste Chianti wines in the Tuscan countryside

• Enjoy leisure time in Rome, Florence, and Venice
• Explore the Colosseum, Roman Forum, and Palatine Hill
• Discover Doge's Palace and St. Mark's Basilica in Venice

“We upgraded to 4 star hotels and were happy with the locations and amenities.”

• Food & Culinary
• Wander through quaint Tuscan country villages
• Sip the Brunello of Montalcino and the Chianti Doc
• Sample the best pesto sauce in Cinque Terre

“Great accommodations! Fabulous wines and tours. This is a trip well worth it.”

• Join a cooking class to learn pizza and pasta

Discover TourRadar

Plan your perfect trip to Italy with these 5 incredible itineraries

Sep 3, 2024 • 12 min read

Experience the best of Italy with one of these itineraries, with stops in beautiful places like Siena. Shutterstock

Whether it’s your first visit to Italy or you're returning for more, building the perfect itinerary means choosing iconic places you want to see  and under-the-radar destinations you want to explore.

We’ve created five different Italian itineraries, ranging from 5- to 10-day trips, covering the top cities, idyllic islands and southern stretches . Have more time? Slow down and add days at various stops, or add multiple itineraries together to create the perfect two-week or even three-week adventure.

Highlights of Italy

Allow at least 10 days Distance: 930km (577 miles) 

From the haunting canals of Venice to Napoli backstreets, this classic tour provides a whistle-stop introduction to Italy's greatest hits . As you work your way down the boot you'll encounter Roman ruins, Renaissance masterpieces, baroque piazzas and mouth-watering regional cuisines in spades.

Venice: 2 days

With its achingly photogenic canals, stunning palazzi (mansions) and slender black gondolas, Venice gets you in the mood. If must-see Piazza San Marco , with its mosaic-encrusted basilica , and Palazzo Ducale are too crowded, seek out exceptional art in Fondazione Querini Stampalia and Peggy Guggenheim Collection . Scour seafood stalls at Rialto Market , bar-hop along Fondamenta dei Ormesini and snack on cicchetti (Venetian tapas).

Next stop:   Take a train from Venice to Bologna (1.5 to 2 hours).

Bologna: 1 day

Italy's culinary capital and home to Europe's oldest university, Bologna has a gloriously preserved medieval core. Some 20 towers loom over the red-brick centro , whose streets are lined with porticoes and crammed with delis, bars and trattorias. Check out the colossal Basilica di San Petronio, admire art in the Pinacoteca Nazionale , and chow down in the busy Quadrilatero district.

Next stop:  Take a train from Bologna to Florence (40 mins).

Florence: 2 days

Two days is not long in Florence , Italy's peerless Renaissance city, but it's enough for a breathless introduction to its signature sights : the Duomo , with its famous red-tiled dome; the Galleria degli Uffizi , home to one of the world's greatest art collections; and, of course, Michelangelo's muscular David in the Galleria dell'Accademia .

Next stop:  Take a train from Florence to Pisa (1 hour).

Pisa: 1 day

Head west to Pisa to see if the Leaning Tower really does lean (spoiler: it does, a lot). The Torre Pendente is the star of a trio of medieval sights on Piazza dei Miracoli , an elegant grassy square 2km (1.2 miles) north of the train station. Alongside the Torre, you can applaud Pisa's pristine 12th-century Duomo and the stubby, cupcake-like Battistero . Squeeze in a walk along the city walls .

Next stop:  Take a train from Pisa to Rome (3 hours).

Rome: 3 days

The Eternal City where all roads lead, Rome has more than enough to keep you occupied for a lifetime . In three days you’ll be able to visit headline sights like the Colosseum , Pantheon and Vatican Museums (home of the Sistine Chapel), while also having time to lap up the colorful street life around Campo de' Fiori and explore the atmospheric Trastevere neighborhood.

Next stop:  Take a train from Rome to Naples (1.25 hours on the fast train, 2.5 hours on the regular line).

Naples: 1 day

With Mt Vesuvius brooding on the horizon, Naples is fiery, fun and endlessly addictive. Where else can you pair electric street art with priceless finds from Pompeii in the ancient-treasure filled Museo Archeologico Nazionale ? Gorge on the world's best pizza in any number of popular pizzerias. End the day on an operatic high with a performance at Teatro San Carlo .

Northern grandeur

Allow at least 6 days Distance: 395km (245 miles) 

Cut a swathe across northern Italy, taking in aristocratic villas and Renaissance frescoes, contemplating Shakespearian drama and sipping cult wines along the way. From Milan the road winds east, passing through a string of historic towns en route to Padua near the Venetian Lagoon and Adriatic Coast.

Milan: 1 day

Start in style in Milan , Italy's fashion and finance capital. Marvel at the architectural excess of the Duomo and Leonardo da Vinci's Last Supper before perusing contemporary art in a former 1910 distillery and browsing designer styles in the boutiques of the Quadrilatero d'Oro . Dine on risotto alla milanese (saffron and bone marrow risotto) and toast the road ahead with a canal-side aperitivo (pre-dinner drink) in the Navigli area.

Next stop: Drive 2.5 hours from Milan to Mantua.

Mantua: 1 day

Embrace Mantua , a prosperous Lombard town renowned for its Renaissance architecture and aristocratic palaces. Chief among these is Palazzo Ducale , the vast residence of the Gonzaga family that ruled the city for centuries. Contemplate the Palazzo’s dazzling frescoes and compare them with the playful images that adorn Palazzo Te , a second Gonzaga palace that was often used for love trysts.

Next stop: Drive 1 hour from Mantua to Sirmione.

Sirmione: 1 day

Soak up lake life in Sirmione , on the southern tip of handsome Lake Garda . Walk beneath the crenelated walls of 13th-century Rocca Scaligera and lunch on a vine-covered restaurant terrace. Explore the impressive Roman ruins of Grotte di Catullo , then flop lakeside at Aquaria Thermal SPA .

Detour: Stride out on walking trails around the mountaintop ruins of Rocca di Manerba (2–5 hours).

Nex stop: Drive 45 minutes from Sirmione to Verona. 

Verona: 1 day

Dedicate the next day to Verona , the setting for Shakespeare's romantic tragedy Romeo and Juliet . Admire archaeological and art treasures in the Museo di Castelvecchio and go to the city’s Roman Arena – if you're visiting in summer, catch an opera performance here. Modern art awaits in the Galleria d’Arte Moderna Achille Forti .

Next stop: Drive 50 minutes from Verona to Vicenza. 

Vicenza: 1 day

Take to the streets of Vicenza to inspect the trail-blazing designs of 16th-century architect Andrea Palladio. His tour de force is La Rotonda , a villa on a hill overlooking the city, but you can also marvel at his work at the Teatro Olimpico and Basilica Palladiana . For a different style, the baroque Palazzo Leoni Montanari has a wonderful collection of Italian art and Russian icons.

Next stop: Drive 45 minutes from Vicenza to Padua.

Padua: 1 day

Amble around Padua , a rich, dynamic university city. Its star turn, for which you’ll need to book ahead, is the Cappella degli Scrovegni , a northern Sistine Chapel showcasing a celebrated cycle of frescoes by Giotto. Afterwards, you can bone up on the city’s prestigious medical history at Musme and join the pilgrims at the Basilica di Sant’Antonio .

A taste of Central Italy

Allow at least 7 days  Distance: 243km (150 miles) 

Rolling hills crowned by medieval towns, verdant vineyards of the Chianti area and Italy’s fourth-largest lake await. Immerse yourself in classic Renaissance scenery on this tour that meanders through southern Tuscany and neighboring Umbria.

Whet your appetite for the road ahead with a couple of days in Florence. Take in the Renaissance masterpieces of the Galleria degli Uffizi and the architectural splendors of the Duomo. Spend some time checking out the street life around Piazza della Signoria and go face to face with Michelangelo’s David .

Next stop : Drive 45 minutes from Florence to Chianti.

Chianti: 1 day

Dedicate day three to pottering about the vineyards and wine estates of Chianti . Stop off for a tasting at Greve in Chianti, the main town in the Chianti Fiorentino (the northernmost of the two Chianti districts), before lunching on prime steak in Panzano in Chianti and admiring contemporary art at the Castello di Ama .

Next stop: Drive 1 hour from Chianti to Siena. 

Siena: 1 day

With its medieval palazzi and lordly Gothic architecture, Siena is a sight to compare with any in Tuscany. To admire it from above, climb the Torre del Mangia , the slender tower that soars over Palazzo Pubblico and the sloping Piazza del Campo . A short walk away, Siena’s 13th-century Duomo is one of Italy’s greatest Gothic churches.

Next stop: Drive 1 hour from Siena to Lago Trasimeno. 

Lago Trasimeno: 1 day

After four days on the road, take a mid-trip time out at Lago Trasimeno . The placid waters of Italy's fourth-largest lake are a soothing sight, especially if enjoyed from the medieval turrets of Castiglione del Lago, one of several laid-back towns draped along its shorelines.

Next stop: Drive 45 minutes from Lago Trasimeno to Perugia.

Perugia: 1 day

The next stop is Perugia, Umbria's regional capital and a lively student city. It's quite a climb to the hilltop center but worth the effort as the Gothic cityscape unfurls before you. Stroll Corso Vannucci and peruse the masterpieces of the Galleria Nazionale dell'Umbria before adjourning to Piazza IV Novembre and the Cattedrale di San Lorenzo .

Next stop : Drive 30 minutes from Perugia to Assisi.

Assisi: 1 day

To finish off, make the pilgrimage to Assisi . This small cobbled town, a major day-trip destination, is centered on the Basilica di San Francesco , a mighty church complex whose upper church shelters a celebrated fresco cycle by Giotto. Down below, the frescoed, dimly lit lower basilica leads through to St Francis’ tomb .

The south coast

Allow at least 7 days Distance: 110km (68 miles) 

From the tumult of Naples to the dreamy seascapes of the Amalfi Coast , this "best-of" summer tour offers world-famous ancient ruins and classical art accompanied by boat rides, island charm and breathtaking coastal scenery.

Naples: 2 days

Kick-off with a blast of urban energy in Naples . Feast your eyes on Pompeiian mosaics and stunning classical sculpture at the Museo Archeologico Nazionale , stop by to see the astonishing Cristo velato  (veiled Christ) statue at the Cappella Sansevero , and tuck into to-die-for pizza in Spaccanapoli, the heart of the city’s historic center.

Detour: Hit the road west on a road trip to uncover the Italian mainland's first Greek settlement and one of the world’s most dangerous supervolcanoes in the Campi Flegrei (factor in an extra day).

Next stop: Take a train from Naples to Pompeii (35 minutes).

Pompeii: 1 day

Catch the Circumvesuviana train and head round the bay to Pompeii . Italy's most complete archaeological site is a unique place showcasing the remains of an entire ancient city caught in its death throes. Walk the city streets and see the world’s first "Beware of the Dog" sign as Mt Vesuvius looms menacingly on the horizon.

Next stop: Take a train from Pompeii to Sorrento (30 minutes).

Sorrento: 1 day

Continue down the coast to the sunny seaside town of Sorrento . There are few sights here; rather, the fun is hanging out on the colorful streets, admiring the bay views and browsing the stores selling ceramics and ornate marquetry. Knocking back a shot of locally made limoncello , a liqueur made from plump Sorrento lemons, is non-negotiable.

Next stop: Take a boat from Sorrento to Capri (25 minutes). 

Capri: 1 day

Capri , the most famous of the islands in the Gulf of Naples. Here you can gasp at the otherworldly blue light of the Grotta Azzurra (Blue Grotto) and poke around ancient ruins at Villa Jovis . For magnificent seascapes, take the chairlift from Anacapri to the summit of Monte Solaro, the island's highest point.

Next stop: Take a boat from Capri to Positano (30 minutes).

Positano: 1 day

The best way to get to Positano , the Amalfi Coast's most Instagrammable and expensive town, is by sea. As you approach it, you'll see its steeply stacked houses cascade down the hillside in a riot of peaches, pinks and terracottas. Once on dry land, hang out on the beach and stroll its vertiginous streets – a delight to walk at sunrise or sunset – fringed with voguish shop displays.

Next stop: Take a bus from Positano to Amalfi (40mins).

Amalfi: 1 day

The end of the road is Amalfi, the coast's de facto capital with its striking Cattedrale di Sant'Andrea , colorful ceramic shops and busy seafront. It's not a big place so you can take your time strolling around the sun-filled piazzas or taking a hike . 

Detour: Head up to Ravello to check out its ravishing gardens and the best views on the coast (3 hours). 

A slice of southeast Sicily

Allow at least 5 days Distance: 297km (185 miles) 

Stretching from the black lava streets of Catania to the ancient Greek temples of Agrigento , this Sicilian tour showcases spectacular baroque beauty in the island's gourmet southeast. En route, pass through a string of honey-hued towns set amid citrus and olive groves shot with limestone cliffs and rocky canyons.

Catania: 1 day

Lorded over by Mt Etna, baroque Catania is an inspiring starting point. Soak up the town's distinct black-and-white 18th-century architecture over breakfast at Caffè Prestipino on Piazza del Duomo and take a theatrical mooch around fish market La Pescheria . Don't miss spectacular Chiesa di San Benedetto and the dizzying rooftop climb at Chiesa di San Giuliano on enchanting Via Crociferi.

Detour: Assuming the weather and volcanic activity is game, hike to Mt Etna's four crater summits with a guide (factor in an extra day).

Next stop : Drive 65 minutes from Catania to Syracuse. 

Syracuse: 1 day

Birthplace of Archimedes (the mathematician of "Eureka" fame), Syracuse was considered the most beautiful city in the ancient world. Still today, it’s a legendary looker with a stunning central square, Piazza del Duomo , and a magnificent Duomo . Remnants of its earliest days, including a magically intact 5th-century BCE Greek theater, can be found at the Parco Archeologico della Neapolis .

Next stop: Drive 40 minutes from Syracuse to Noto. 

Noto: Half day

Noto comes as the first of a trio of baroque towns whose beguiling looks result from rebuilds after an earthquake in 1693. Noto is the belle of the ball, boasting one of Sicily’s most striking streets, Corso Vittorio Emanuele, and an eye-catching basilica, Cattedrale di San Nicolò . This beautiful town positively glows in the early evening sunlight.

Next stop: Drive 45 minutes from Noto to Modica. 

Modica: Half day

Stick with the baroque theme in Modica , a once-powerful medieval town now best known for its grainy artisan chocolate. Search out Duomo di San Giorgo in upper town Modica Alta. Join locals for an afternoon passeggiata (stroll) on Corso Umberto I; buy a cannolo oozing ricotta at Antica Dolceria Bonajuto and chocolate gelato to die for at Caffè Adamo .

Next stop: Drive 25 minutes from Modica to Ragusa. 

Ragusa: 1 day

Fans of the Inspector Montalbano hit TV series might recognize some places in Ragusa . To find these, head to Ragusa Ibla (the historic center) where labyrinthine lanes weave past rock-grey palazzi to Piazza Duomo, a frequent shooting location. From the sloping, sun-drenched square, stairs lead up to the town's signature cathedral, the Duomo di San Giorgio.

Next stop: Drive 2.5 hours from Ragusa to Agrigento. 

Agrigento: 1 day

Finish your tour on a high in Agrigento, home to a series of ancient Greek temples – the world's finest outside Greece. Pick of the bunch is the Tempio della Concordia , the headline act in the Valley of the Temples , Agrigento's sprawling archaeological park which encompasses the ruins of the ancient city of Akragas.

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Best of Tuscany Full-Day Scenic Tour From Florence

Tuscany’s captivating landscapes and rich history come alive on the Best of Tuscany Full-Day Scenic Tour from Florence. Covering iconic sites like the Leaning Tower of Pisa, San Gimignano, Monteriggioni, and Siena, this immersive 9-hour tour promises an unforgettable experience. With comfortable air-conditioned transportation and knowledgeable guides, visitors can explore these renowned destinations at a leisurely pace, uncovering the stories that have made Tuscany a premier travel destination. Priced at €340 per person, this comprehensive tour offers an exceptional value , leaving travelers eager to discover what other delights this enchanting region has in store.

• This full-day tour from Florence explores Tuscany’s iconic locations, including the Leaning Tower of Pisa, San Gimignano, Monteriggioni, and Siena.
• The tour offers a comprehensive experience of Tuscany’s rich history and stunning landscapes, with knowledgeable driver/guides providing insights throughout the day.
• Prices start from €340 per person, with flexible payment options and free cancellation up to 24 hours in advance.
• The tour is designed for able-bodied adult participants, with transportation provided in air-conditioned Mercedes Benz sedans or minibuses.
• Consistent positive reviews highlight the tour’s excellent guides, comfortable transportation, and captivating exploration of Tuscany’s highlights.

More tours and experiences nearby.

• Tuscany Day Trip From Florence: Siena, San Gimignano, Pisa and Lunch at a Winery
• Cinque Terre Day Trip From Florence With Optional Hiking
• The Best Tour in Florence: Renaissance & Medici Tales – Guided by a STORYTELLER
• The Best Tour in Florence: Renaissance and Medici Tales

Tour Overview and Pricing

This full-day scenic tour from Florence offers visitors a comprehensive exploration of Tuscany’s iconic locations and captivating landscapes, with prices starting from €340.00 per person.

The 9-hour private tour is designed for groups and features free cancellation up to 24 hours in advance for a full refund. Guests can choose to reserve now and pay later, providing flexibility.

The itinerary includes visits to renowned destinations like the Leaning Tower of Pisa , the medieval streets of San Gimignano, the 13th-century walled village of Monteriggioni, and the historic city of Siena.

Travelers will experience Tuscany’s rich history and stunning scenery while enjoying comfortable transportation and the expertise of a knowledgeable driver/guide.

Itinerary Highlights

Visiting iconic locations, the Best of Tuscany Full-Day Scenic Tour from Florence allows guests to explore the region’s captivating history and landscapes.

This itinerary highlights a journey through Pisa, showcasing the renowned Leaning Tower and the picturesque Square of Miracles.

Travelers then venture to the medieval streets of San Gimignano , renowned for its Vernaccia wines, before continuing on to the 13th-century walled village of Monteriggioni.

The tour also includes a visit to the charming city of Siena , where guests can admire the Piazza del Campo , the Gothic cathedral, and the Torre del Mangia.

Transportation and Accessibility

Transportation for the tour is provided by air-conditioned Mercedes Benz sedans or minibuses, ensuring a comfortable journey. The tour includes a driver/guide who accompanies participants throughout the day.

However, the tour isn’t suitable for individuals with mobility impairments, as the itinerary involves a significant amount of walking . Guests can be picked up from their hotel in Florence or an alternative location to start the tour.

The transportation options offer a relaxing and efficient way to explore the scenic Tuscan countryside . The driver/guide is knowledgeable about the region and can provide valuable insights throughout the tour.

While the tour may not be accessible for everyone, it’s designed to offer a comprehensive experience for able-bodied participants.

Languages and Group Details

The tour offers a live guide available in both Spanish and English, catering to the language preferences of participants. This private group experience is tailored specifically for adult participants, with no age restrictions beyond a maximum of 99 years.

The tour’s private group format ensures a personalized experience, allowing the guide to adapt the content and pace to the specific interests and needs of the participants. With a focus on adult travelers, the tour provides an engaging and enriching exploration of Tuscany’s highlights.

Customer Reviews and Ratings

Customers consistently praise the tour’s excellent guides , comfortable transportation , and captivating exploration of Tuscany’s beautiful scenery and historic sites .

The Tuscany Full-Day Scenic Tour from Florence boasts an impressive 5/5 rating based on 22 reviews.

Highlights include the knowledgeable and friendly tour guides, such as Aldo and Massimo, who provide fascinating insights into the locations visited.

Reviewers also note the comfortable Mercedes Benz sedans or minibuses used for transportation, allowing them to enjoy the stunning Tuscan landscapes in comfort.

Iconic Locations Visited

What iconic locations does the Tuscany Full-Day Scenic Tour from Florence visit? The tour takes guests to a number of renowned destinations, including Pisa with its famous Leaning Tower and the picturesque Square of Miracles, the medieval hilltop town of San Gimignano known for its Vernaccia wines, the 13th-century walled village of Monteriggioni, the historic city of Siena featuring the lively Piazza del Campo and Gothic cathedral, and the scenic Chianti region renowned for its captivating landscapes. The tour offers a comprehensive exploration of Tuscany’s rich history and mesmerizing scenery, allowing visitors to enjoy the region’s cultural heritage.

Tuscany’s Rich History

Beyond the iconic landmarks visited on the tour, Tuscany’s rich history is deeply embedded within the fabric of the region, shaping the cultural identity and architectural wonders that captivate visitors.

From the Etruscan civilizations that once thrived in the area to the powerful city-states of the Middle Ages, Tuscany’s past is a tapestry of diverse influences.

The grand cathedrals, medieval fortifications, and Renaissance palaces scattered throughout the landscape bear witness to the region’s illustrious history.

Guests on the tour gain a deeper appreciation for Tuscany’s enduring legacy as they explore these historic sites, seeing the storied past that continues to define the character of this remarkable Italian destination.

Captivating Landscapes Experienced

Alongside the historic sites, the Best of Tuscany Full-Day Scenic Tour immerses guests in the region’s captivating landscapes, where rolling hills, vineyards, and medieval villages create a picturesque tapestry.

Travelers are treated to:

Panoramic vistas of the Chianti countryside, where lush vineyards and olive groves dot the undulating terrain.

Glimpses of San Gimignano’s iconic skyline, with its remarkably preserved medieval towers casting shadows across the town.

Breathtaking views of the Tuscan countryside from the hilltop town of Monteriggioni, surrounded by its intact 13th-century walls.

The opportunity to take in the natural beauty and tranquility that have inspired artists and writers for centuries.

Here's a few more nearby tours and experiences we think you'll like.

• Florence Pizza or Pasta Class With Gelato Making at a Tuscan Farm
• Small-Group Wine Tasting Experience in the Tuscan Countryside
• Cooking Class and Lunch at a Tuscan Farmhouse With Local Market Tour From Florence
• Chianti Safari: Tuscan Villas With Vineyards, Cheese, Wine & Lunch From Florence
• Florence Vespa Tour: Tuscan Hills and Italian Cuisine
• Uffizi Gallery Small Group Tour With Guide

Frequently Asked Questions

Is the tour suitable for children.

The tour is primarily tailored for adult participants, as it may not be suitable for young children. The itinerary and pace may not cater well to the needs and interests of children. Parents should consider the child’s age and interest level before booking.

Can We Customize the Itinerary Based on Our Preferences?

Yes, the tour can be customized based on customer preferences. The private nature of the tour allows for flexibility in the itinerary to accommodate specific interests or sights. Travelers can discuss their preferences with the provider to create a personalized experience.

What Meals Are Included During the Tour?

The tour does not include any meals. Participants are responsible for purchasing their own meals and refreshments during the tour. Some free time is provided for guests to explore local restaurants and cafes at their own expense.

Is There a Discount for Large Groups?

The tour operator typically offers discounts for larger group sizes. Inquiring about group rates and the specific discount structure can help determine if there are any savings available for booking with a larger group.

Can We Stop for Breaks or Photo Opportunities Along the Way?

Yes, the tour allows for breaks and photo opportunities along the way. The itinerary is designed to provide ample time for sightseeing, exploring, and capturing memorable photographs at the various historical and scenic locations visited throughout the day.

Not for you? Here's more of our most recent tour reviews happening neaby

• Golf Cart Tour In Florence
• Florence: Private 3-Hour Walking Tour
• Montalcino: Small-Group Brunello Wine Tour From Florence
• Florence: Private Accademia Gallery Tour
• Florence: Tour for Kids W/ Michelangelo Statue of David
• Florence: Private Walking Tour With a Local Guide
• Florence: Uffizi Gallery Small-Group Guided Tour With Ticket
• From Florence: Chianti Winery Tour With Lunch
• From Florence: Small-Group Chianti Wine Tour
• Florence: Accademia Gallery Entry Ticket & David Guided Tour
• From Florence: Cinque Terre Small-Group Day Trip
• From Florence: Tuscan Countryside Vespa Tour With Tastings
• From Florence: Val Dorcia Region Private Wine Tasting Tour
• Montepulciano Wine & Cheese Tour With Lunch From Florence
• Uffizi Museum – Skip-the-Line Guided Museum Tour

The Best of Tuscany Full-Day Scenic Tour from Florence offers an exceptional opportunity to explore the region’s iconic sites, take in its rich history, and marvel at its captivating landscapes .

With comfortable transportation, knowledgeable guides, and a comprehensive itinerary, this tour provides an unforgettable experience for those seeking to discover the beauty and charm of Tuscany.

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Luxury Travel Blog

Ideas to inspire your world: luxury, culture, food, travel, style, september 4, 2024.

• Must Stay: Reschio, a Stylish Luxury Hotel in Umbria, Italy

Set on a historic family estate in the idyllic Umbrian countryside, Hotel Castello di Reschio is a luxurious hotel on the border of Tuscany and Umbria in Italy . With its stunning interiors courtesy of the owner, an acclaimed architect and designer, it’s a stylish base for privately touring Umbria and southern Tuscany.

Centered around a meticulously restored 1,000-year-old castle, Reschio features individually designed rooms and suites, stand-alone villas, two restaurants, a luxurious spa, a renowned equestrian center and verdant grounds with vineyards and olive groves.

At the heart of the vast estate is the castle, which dates to 1050 and is a masterclass in historic restoration and interior design.

Luxurious without being overly formal, it was designed to evoke the feeling of a private home rather than a hotel.

Rooms and public spaces are filled with custom-made furniture, found objects, whimsical details and greenery.

A favorite spot is the Palm Court, a wrought-iron and glass space that was once an open-air courtyard. It’s now an elegant place to relax with a negroni.

On our most recent visit, we enjoyed spending time in the library, relaxing by the outdoor swimming pool…

…and stopping for a cocktail in Il Torrino, a bar located in an ancient watchtower.

The castle’s wine cellars have been converted into a luxurious spa inspired by ancient Roman baths.

The restaurants feature organic, farm-to-table fare with seasonal local ingredients.

Sweeping vistas of the Umbrian hills form a backdrop to morning breakfasts.

The shop at Reschio is a great place to browse for Italian fashion, local crafts and olive oil and honey made on the estate.

The vast estate encompasses re-wilded woodlands and meadows, offering a wealth of outdoor activities in tranquil countryside. Favorite activities around the estate include horseback riding at their notable equestrian center, biking, truffle hunting, wine tasting, participating in craft workshops, hiking, visiting local lakes, cultural touring in nearby hilltowns and cooking classes.

Artisans of Leisure arranges private excursions from Hotel Castello di Reschio in the Umbrian region, including visiting the notable hill towns of Assisi and Orvieto, shopping for Deruta ceramics and other local crafts, visiting nearby Cortona in Tuscany and wine tasting at local vineyards. Time in Umbria combines well touring the cultural highlights in nearby Florence and Rome.

Contact Artisans of Leisure to begin planning a private Italy tour that includes time at Hotel Castello di Reschio in combination with other favorite destinations like Florence, Tuscany and Rome .

Destinations:   Europe , Italy

Tags:   artisan crafts , Assisi , best Italy hotels , ceramics , Cortona tours , countryside , crafts , crafts tours , Deruta , Deruta pottery , equestrian tours , exclusive Italy , food and wine tours , historic preservation , horseback riding , Hotel Castello di Reschio , interior design , interiors , Italian castles , Italy , Italy cultural tours , Italy food and wine tours , landscapes , local crafts , luxury hotels , luxury Italy tours , luxury Umbria hotels , Orvieto , private Italy tours , private Tuscany tours , private Umbria tours , Reschio , Tuscany , Tuscany tours , Umbria , Umbria private tours

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