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Key West Pub Crawl

  • Key West Pub Crawl

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Key West Walking Tours Overview

Walking Tours

Cool Key West offers fun walking tours to discover the unique beauty, culture, and history of Key West. Whether you’re a first-time visitor or a long-term resident, Cool Key West has a walking tour to suit your interests.

Take a stroll through Old Town Key West and explore the city’s charming Victorian homes and lush tropical gardens on the Historic Homes Tour. Learn about the fascinating history of Key West and admire its colorful architecture on the Architectural Tour. Or, join the popular Ghost Tour and discover the spooky stories of Key West’s past.

No matter which walking tour you choose, you’ll be sure to experience the city in a unique and exciting way. All Cool Key West tours are led by knowledgeable and experienced tour guides, so you can be sure that you’ll get the most out of your walking tour. So why wait? Book your walking tour today and experience the wonders of Key West!

Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best options for Key West Walking Tours?

A: According to verified reviews on Cool Key West and TripAdvisor, the best Key West Walking Tours are:

Q: Which Key West Walking Tours have Instant Confirmation?

A: Key West Walking Tours with Instant Confirmation include:

View all Activities with Instant Confirmation →

Q: Which Key West Walking Tours have Free Cancellation?

A: Key West Walking Tours with Free Cancellation (in most cases up to 24 hours in advance of your activity date, check the specific activity page) include:

View all Activities with Free Cancellation →

Popular Key West Searches

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Things To Do in Key West

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Sorting, ranking, and search results

Cool Key West wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Cool Key West over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

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Florida Trippers

Learn how to easily plan your dream trip to Florida!

sunset boat tour is one of the best in key west

14 Best Key West Tours (Snorkeling, Walking Tours, & More!)

March 29, 2021 //  by  Florida Trippers

Are you searching for the best Key West tours? If so, you have found the perfect spot! We can’t wait to share all of our amazing finds with you. Our list will include a wide variety of tours with various levels of activity.

So, whether you are looking for a thrilling adventure or just a laid-back tour, we’ve got you covered. In addition to a wide variety of activities, we have also focused on including various price points for all budgets.

Key West is such a fun place to visit with some of the best weather around! Taking a walking tour, sunset cruise, or kayaking tour is a great way to enhance your trip. Booking any one of these tours will allow you to sit back enjoy your visit. Just show up and enjoy the entertainment!

Photo of a pier at sunset in Key West.

Food & Cultural Walking Tour

Are you a foodie at heart? Do you want to learn about the Key West culture? If so, the Food & Cultural Walking Tour will be right up your alley! The guided walking tour will take you through the historic Old Town district.

The focus of this tour is to provide a genuine local experience. It will feature visit hidden gems and “mom & pop” establishments. As you walk, you will learn all about the history and culture that makes Key West unique.

Arrive hungry because you will enjoy 4 tastings. The samples include seafood plates, Cuban food, and key lime pie! The tastings are small portions, but they all together equal a full lunch helping. The tour also includes 1 alcoholic beverage and unlimited water.

We recommend that you wear comfortable shoes, sunglasses, and a hat. The length of the walking tour is 3 hours and it is moderately priced. Each tour has a maximum of 12 guests which ensures that you have a more intimate experience.

>>>Check Rates: Viator.com

key west walking tours

Key West Pub Crawl

Have you been dreaming of having a few beers or cocktails in paradise? Well, then you must check out the Key West Pub Crawl ! The Key West Pub Crawl is a 2 1/2 hour tour that includes 5 different establishments. At each stop, you will receive a complimentary beer or cocktail.

The Key West Pub Crawl is a great way to interact with locals, enjoy some drinks, and see historic areas. Please note that you must be 21 years of age or older to enjoy this affordable tour. Cheers!

Fishing Charter With Experienced Captain

The Fishing Charter With Experienced Captain is a perfect opportunity for anyone wanting a stress-free fishing experience. You won’t have to worry about finding the best fishing locations, navigating the waters, or having your own gear!

The Fishing Charter takes you out about 18 miles offshore on a 50′ boat. The captain has over 30 years of local experience which provides you with the best chances of making a big catch! The charter is approximately 4 hours in length, accommodates up to 6 anglers, and includes bottled water.

The fishing charter is one of the Key West tours that fall into the luxury price range but is justified by the captain’s experience and safety-first mindset. You should definitely check this one out if you want the ultimate fishing trip. After spending hours in the salty air, you will probably be craving a tasty dessert, so here are the 7 Best Places For Key Lime Pie In Key West!

Photo of several boats docked at a marina in Key West.

Dinghy Drinking Tour

The Dinghy Drinking Tour is a fun water-based variation on the classic pub crawl. A dingy is a small boat, so it is able to navigate through narrow channels and areas with lots of mangroves. The tour lasts about 3 hours and includes 2-3 waterfront stops.

The Dinghy Drinking Tour is one of the Key West Tours that is very flexible. Guests can decide how much time they would like to spend at each stop. They can also choose to swim at a few locations. It is recommended that you wear swim-friendly attire.

A total of 12 guests can be accommodated during one trip. If you would like to enjoy the tour with just your personal party, you can make arrangements ahead of time to reserve a private tour with limited guests.

Coolers are provided onboard, so guests can bring any beverages they would like to enjoy during the tour. A bonus of traveling around the Key West waters is that you will see tons of natural wildlife. Don’t miss out on this unique and moderately priced experience.

Dolphin Watch & Snorkel Cruise

The Dolphin Watch & Snorkel Cruise is one of the Key West Tours that is great for all ages! You can choose to simply enjoy the scenery, or you can get fully involved by snorkeling.

The tour is 3 hours in length which includes unlimited soft drinks and snorkeling equipment. The snorkeling takes place in the shallow waters of the Key West National Wildlife Refuge. All snorkeling guests must be able to swim.

The catamaran includes a large sun deck which is great for lounging and enjoying the scenery. Bottlenose dolphins frequently swim alongside the boat and often seen flipping out of the water. This is truly home to some of the best snorkeling in the Florida Keys!

The cruise is a moderately priced tour that is family-friendly and a quintessential Florida experience. The crew is extremely knowledgeable and loves to share stories and facts about the area and its sea life.

Photo of a woman snorkeling in Key West.

Sunset Party Cruise

If you are looking for an all-inclusive evening tour, then check out the Sunset Party Cruise ! Get ready to dance to live music, enjoy tasty food, and view a glorious sunset. Perfect for groups and couples looking for a relaxing yet entertaining night on the water.

While onboard the spacious catamaran, appetizers will be served, including assorted cheeses, conch fritters, and more! Another perk of this cruise is complimentary margaritas, beer, wine, or champagne.

The Sunset Party Cruise is one of the moderately priced Key West tours that allows you to end your day on a high note! The duration of the cruise is approximately 2 hours.

>>>Check Rates: getyourguide.com

key west walking tours

Full Day Eco-Tour

The Full Day Eco-Tour is the sampler platter of Key West Tours and has a little something for everyone! Enjoy a full-day tour that includes sailing, kayaking, and a dolphin watch. Not only does this tour include plenty of activities, but it also provides a complimentary breakfast and lunch buffet as well as beer, wine, soft drinks, and fresh sangria!

You will start the day off by sailing on a catamaran while you look for stingrays, dolphins, and sea turtles. Then, you will arrive at the Florida reef where you can kayak or take a swim. Followed by a lovely lunch break with stunning views.

The Eco-Tour will last approximately 6 hours, so a change of clothes is highly recommended. In addition, you should bring sunscreen, sunglasses, and a hat. The tour is moderately priced, especially when you consider how much is included.

Ghosts & Gravestones Key West Tours

Alright, so are you ready for something a little on the spooky side?! The Ghost & Gravestones Tour is a fun and slightly scary way to learn about Key West ghost-lore and view some historic parts of town.

The Ghost & Gravestones trolley provides tons of entertainment while giving your feet a break! The tour takes place at night, which adds to the dramatic effect and lets your imagination go wild!

Your guide will playfully scare you with ghost stories while also injecting plenty of humor throughout. Children under 4 years old are prohibited on this tour. Parents, please be advised that the content might not be appropriate for anyone under 13 years of age.

The tour is granted exclusive nighttime admittance into civil war forts and barracks. You will hear stories of how soldiers were left to die of yellow fever and tales of a possessed doll.

The duration of the ghost tour is 90 minutes and it is affordably priced. Come find out why Key West was named one of the most haunted cities in the United States!

Hop-On & Hop-Off Trolley

The Hop-On & Hop-Off Trolley is perfect for exploring all of the most popular tourist destinations around Key West. While onboard you will hear all about the Calusa Indians, Henry Flagler’s railroad, pirates, and more!

Tickets include either 1 full day or 2 full days. Ride as long as you please, and then hop off to enjoy some shopping or lunch. Some of the most popular stops include Ernest Hemingway’s home, Mallory Square, and Hog’s Breath Saloon.

Trolleys arrive approximately every 30 minutes at each boarding site, so you can conveniently come and go as you please. The trolleys are wheelchair and stroller-accessible.

If you want to see all of the famous sights in Key West, then this is a great way to do it without exhausting yourself. Take advantage of this convenient and affordable transportation to ensure you won’t miss a thing!

Photo of a bright red-orange Old Town trolley, which is part of one of the best Key West Tours.

Parasailing With A Professional Guide

Is it a bird? Is it a plane? It’s YOU Parasailing With A Professional Guide ! Get ready to experience a thrilling adventure as you soar 300 feet above the crystal blue waters of Key West.

Parasailing is one of the Key West tours that is moderately priced and doesn’t require a lot of time. Several time slots are available throughout the day, so this is a great add-on to any itinerary!

The whole experience is about an hour-long with the in-air time at about 10-12 minutes. Guests can customize their flight to be as gentle or as daring as they desire. The minimum age requirement is 6 years of age.

Old Town Bicycle Tour

The Old Town Bicycle Tour is a wonderful option for anyone that wants to explore Key West in a fun and leisurely way. The Bicycle Tour is very relaxed, so there is no need to be in peak physical condition. Pedal your way through town, making stops at Mallory Square, the White Street Pier, and Mile Marker Zero!

Bring your camera with you to capture the beauty at each destination. Bikes, helmets, and bottled water are all included in the tour. The tour guide will share some local history with you at each stop.

The entire bike tour takes about 3 hours and finishes with a complimentary slice of Key Lime Pie! What a sweet way to end an awesome tour! If you are looking to stick to a budget, then this affordable bicycle tour fits the bill. Morning and afternoon tours are available, so it’s the perfect way to start or end your day.

Half-day Florida Keys Tour

If you are looking for a way to venture out beyond Key West, then the Half-day Florida Keys Tour is screaming your name! The tour picks you up at your hotel and takes you to explore the lower keys. Sit back and relax as your guide takes you on an adventure.

The tour will cross over 20 bridges to reach the National Key Deer Refuge, Bahia Honda State Park, and Blue Hole. Park fees, bottled water, soft drinks, and snacks are included in the tour. The Half-day Florida Keys Tour is moderately priced and perfect for all ages.

Headphones are provided for guided commentary throughout the tour. Wildlife will be seen at multiple stops including wild Key Deer, turtles, and alligators. Guests will be given ample time at each location to enjoy the surroundings and take pictures.

Photo of a Key Deer which is one of the animals you might see on a Key West tour.

Ultimate Jet Ski Tour

The Ultimate Jet Ski Tour is for all of you adrenaline-seeking watersports enthusiasts out there! The Jet Ski Tour is one of the most exciting and thrilling Key West Tours you can find. Speed around Key West and really get the opportunity to immerse yourself in the gorgeous scenery.

The Jet Ski Tour includes all safety gear, a boater safety course, and 90-minutes of skiing excitement! Guides are available at all times for any questions or concerns. Stops for swimming and wading on sand-bars are frequently accommodated.

Riders will often see dolphins, stingrays, and turtles while out on their route. Perfect for groups, solo travelers, and families with kids. Each jet ski can accommodate up to 3 riders.

Double Dip – 2-Stop Reef Snorkeling Trip

Explore North America’s only living coral reef with not just one stop, but two! Climb aboard a 50-foot power catamaran to start your Double Dip Snorkeling Trip . The snorkeling trip includes all snorkeling gear, professional instruction, bottled water, and soft drinks.

The entire trip lasts about 3 hours. Now, you might think the snorkeling portion is short, but we are here to tell you that you will spend about one and a half hours in the water! Snorkeling the coral reef will be extremely breath-taking, so it’s great that you get a second opportunity to soak in all of its beauty.

Once you have completed your snorkeling, you will be offered complimentary beer, wine, or champagne to celebrate. All guests under 18 years of age must have a parent accompany them on the trip. The Double Dip Snorkeling trip is a moderately priced Key West Tour that provides fun for the entire family.

>>>Check Rates: Getyourguide.com

Photo underwater of the coral reef in the Florida Keys .

Well, we hope you have enjoyed learning all about these amazing Key West tours! As you can see, there is a wide variety of activities and price points. So whether you decide to stick to a budget or splurge, you will still be able to enjoy one or more of these fabulous tours. We hope you have a wonderful time in Key West!

the st francis inn are very open about them being one of the haunted hotels in saint augustine

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Recommendations

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Key West Pub Crawl

  • Key West Pub Crawl

... Read More

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Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best options for Key West Walking Tours?

A: According to verified reviews on Attractions Key West and TripAdvisor, the best Key West Walking Tours are:

Q: Which Key West Walking Tours have Instant Confirmation?

A: Key West Walking Tours with Instant Confirmation include:

View all Things To Do with Instant Confirmation →

Q: Which Key West Walking Tours have Free Cancellation?

A: Key West Walking Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Things To Do with Free Cancellation →

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Things To Do in Key West

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  • Key West Ghost Tours
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key west walking tours

Walking Tours in Key West

Take a stroll back in time on this key west walking tours.

Come learn the deep-rooted history of Key West, Florida through the steps of your Local Guide. Learn how the Key West was first discovered and became one of the richest cities in the USA! Learn about the Cuban and Caribbean influences that we still see today. Join one of these great walking tours of Key West today! Click on the links below to learn more about the specific tour, and to check availability.

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No Tours found.

  • Hour Glass 1.5 hours

Key West Ghost & Mysteries Tour

Key west ghost & mysteries tour.

Venture into the world of spirits and hear tales of the ghosts that inhabit our Isle of Bones. Key West has a rich and interesting history, and you’ll learn more about it.

Walking Tour: Key West

Up the keys.

Walk Key West with a Local Historic Key West is perfect for walking about, seeing the sights, and embracing the vibe of this historic island city.​

  • Hour Glass 2 hours

Key West Historic District Small-Group Walking Tour

Florida keys ventures.

You will be amazed by how much history and culture our small island has! Your local guide will take you on a time travel adventure.

Key West History And Culture Southernmost Walking Tour

Learn the history and culture of Key West! The Southernmost Walk is for people who are visiting Key West and want to learn about it.

  • Hour Glass 2.5 hours

Key West Pub Crawl

Key west promotions.

Public tours every Tuesday, Friday and Sunday night at 8:00pm. No minimum number to sign up!

  • Hour Glass 3 hours

The Cocktail Crawl

Key west food tours.

Join Us on a sip and stroll through Key West’s craftiest bars and hidden local gems enjoying 5 local cocktails & 3 generous tastings!

Historic Seaport Food & Cultural Walking Tour

A ‘best-all-around’ food tour of fresh local ingredients straight from our waters. Taste maritime history as we walk the historic seaport!

Southernmost Food Tasting & Cultural Walking Tour

Off the tourist track & into local restaurants. Our signature tour includes iconic ‘must-eat’ foods like Key Lime Pie & Conch Fritters!

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The 13 Best Key West Tours

Explore everything from busy streets to tranquil waters on one of these guided adventures.

Best Key West Tours

(Courtesy of Fury Water Adventures)

Hop on Fury Water Adventures' boat to see local wildlife both from the boat and in the water.

When you imagine a vacation to Key West, Florida , you'll likely think of days spent on white beaches surrounded by turquoise waters and swaying palm trees. While lounging on the sand is an excellent option, there are also plenty of outdoor activities, attractions and culinary delights to keep you entertained while visiting the southernmost point in the country. U.S. News consulted both traveler reviews and expert opinion to compile this list of the best Key West tours.

Note: Some tour providers on this list may be running more limited operations due to COVID-19 or may impose testing or vaccine requirements. Check with your tour operator about availability before you book.

Fury Water Adventures Key West – Key West Dolphin Watch and Snorkel Tour

Fury Water Adventures' three-hour tour combines two popular Florida activities. First, watch Atlantic bottlenose dolphins as they playfully swim near the catamaran. Then, snorkel in the clear, turquoise waters of Key West, keeping your eyes peeled for stingrays, tropical fish and a variety of coral. Reviews are mostly positive for the dolphin watching portion of the trip, but travelers are less impressed with the snorkeling. Some tourgoers say the reefs aren't colorful and report seeing few fish.

Departures are at 10 a.m. and 2 p.m. from September through March. From March through August, trips leave at 9 a.m. as well as 12:30 and 5 p.m. Tickets cost approximately $70 for participants ages 11 and older and $55 for children ages 4 to 10. Children 3 and younger can participate for free, but do need a ticket. Tickets include beverages; beer and wine will be served after snorkeling. Fury Water Adventures also operates sunset cruises and parasailing adventures, among other options.

[ View & Book Tickets .]

Key West Eco Tours – Backcountry Kayak & Paddleboard Tour

Paddle through mangroves as you learn about the marine life and tropical ecosystem of the Florida Keys on this guided kayak or paddleboard tour, which begins just a short drive from downtown Key West in Geiger Key. Opportunities for wildlife viewing include turtles, dolphins, iguanas and rays, as well as birds and fish. Tourgoers remark that the experience provides a nice break from the city and offers a different perspective of Key West. They also say the guides are very knowledgeable about local marine life.

Two-hour tours operate at 9 a.m., noon and 3 p.m. every day. Paddleboards are an option for participants ages 13 and older. Prices start at $65 for adults and $50 for children 12 and younger. The company also provides a complimentary shuttle to and from Key West hotels . Half-day tours and sunset sails are also available.

Key Lime Bike Tours

Take in the colorful sights and sounds of Old Town with this approximately three-hour bicycle tour. You'll ride around town on a bright green bike (complete with a basket for personal items) and receive a complimentary piece of Key lime pie at the end of the tour. Reviewers applaud the entertaining and informative guides, who they say pack a lot of history into a relatively short ride. They also describe the cycling pace as leisurely and manageable for most fitness levels.

Tours are offered daily at 10 a.m. year-round. Prices start at $45 per person and include a helmet and bottled water.

Key West Ghost & Mysteries Tour

As one of Florida's oldest cities, it's not surprising that ghosts could be lurking in Key West's streets. This spooky 90-minute walking tour departs nightly at 9 p.m. and explores the haunted parts of town that most visitors don't see. Among the stops featured are Key West's oldest graveyard and Hemingway's first home, Casa Antigua. Tourgoers say that overall the stories are entertaining, though not particularly spine-chilling.

Prices start at $23 for adults and $15 for children ages 6 to 12; discounts are available for members of the military.

Key West Food Tours – Southernmost Food Tasting & Cultural Walking Tour

Visitors say the food sampled on this excursion is delicious and that the trip is the perfect introduction to Key West's culinary scene. The three-hour tour spotlights the Cuban and Caribbean influence on the city's food and culture. Samples could include fish tacos, Cuban roast pork, conch fritters, and of course, a rum drink and Key lime pie. The tour narrative also includes local history and fun facts about Key West, which tourists appreciate. The walking tour covers almost 1 1/2 miles with stops at five different venues.

Prices start at $75 for adults and $49 for children ages 5 to 12; kids younger than 5 can join for free. Tours operate daily at 11 a.m. and 3:30 p.m., though additional tour times may be added. In addition to food tours, the company hosts a Key West bar crawl for cocktail enthusiasts.

[View & Book Tickets: Option 1 | Option 2 | Option 3 .]

Danger Charters – Wind & Wine Sunset Sail

Climb aboard Danger Charters' 65-foot schooner for the company's nightly Wind & Wine Sunset Sail. The two-hour cruise features tropical music, a selection of hors d'oeuvres, and a variety of wines and beers to choose from. Plus, tours are capped at 25 participants – a highlight for reviewers, who appreciate the small-group feel. Visitors enjoy the sunset views, beverages and bites. They also suggest bringing a jacket as it gets cool once the sun goes down.

Tours depart daily at 4:30, 6 or 6:30 p.m., depending on the time of year. Prices start at approximately $110 for participants ages 13 and older. The company also offers a full-day sail, kayak and snorkel tour.

Best Key West Tours

(Getty Images)

Visiting the Southernmost Point is a highlight for many travelers' trips to Key West.

Old Town Trolley Tours – 1-Day Key West Tour

Ditch the car and hop on this narrated trolley tour, which features 13 stops at popular Key West attractions. At any stop, visitors are welcome to get off the trolley to explore and hop back on at a later time to continue the tour. Highlights include Mallory Square , Duval Street, the Southernmost Point buoy and the Harry S. Truman Little White House . Travelers enjoy the informative drivers and say the tour is a good value. They also appreciate the convenience of the trolley and say this is a great activity for your first day in Key West. Others note there are long wait times for trolleys and crowded vehicles. Without hopping off, tours last approximately 90 minutes.

Tours operate daily from 10 a.m. to 4:30 p.m. Tickets cost approximately $60 for adults and $25 for children ages 4 to 12 for one-day, unlimited hop-on, hop-off rides. Tickets also include complimentary admission to the Sails to Rails Museum. Two-day tickets are also available, along with a nighttime Ghosts & Gravestones Tour.

Lazy Dog Adventures – Key West Kayak Eco-Tour

Lazy Dog Adventures' guided mangrove tour begins 4 miles from downtown Key West on Stock Island. The slow-paced excursion is ideal for beginners and paddlers of all ages, and you can even bring your pup. During the two-hour tour, guides share information about the geology and animal inhabitants of the Florida Keys. Marine life sightings may include jellyfish, crabs, sea stars and tropical fish, as well as aquatic birds. Tourgoers appreciate the casual pace of the tour and find it both educational and fascinating to see the wildlife up-close. Some reviewers call it the highlight of their trip.

Tours begin at 10 a.m. and 2 p.m. daily. Prices start at $55 for adults and $30 for children 11 and younger; discounts are available for locals and members of the military. Lazy Dog Adventures also offers paddleboard and eco-boating excursions.

Conch Tour Train

A staple in Key West since 1958, the open-air Conch Tour Train makes three stops along a narrated, 75-minute route. The first stop lets patrons off at Truval Village near the Key West Lighthouse and the Key West Butterfly & Nature Conservatory . The second stop is the Historic Key West Seaport and the final stop is the Sails to Rails Museum, where train passengers can take advantage of complimentary admission. Along the way, passengers can disembark and explore Key West attractions before catching the next train. Visitors give mostly positive reviews of the conductors' knowledge and remark that the train ride offers a great way to get an overview of Key West in a short amount of time.

Ticket prices for single-day passes cost approximately $50 for adults and $25 for kids ages 4 to 12; children 3 and younger ride free. Discounted tickets are available if purchased online. Two-day passes are also available. The train operates daily from 10:15 a.m. to 4:15 p.m.

Sebago Watersports – Key West Reef Snorkel - Morning

This morning snorkel begins with a 7-mile sail to the Florida Reef, the only living coral barrier reef in the U.S. Enjoy the warm ocean breezes as you cruise on the company's 69-foot catamaran. Then, view tropical fish, turtles and lobsters as you snorkel in the crystal-clear Caribbean waters. Visitors commend the crew's professionalism and the enjoyable catamaran ride. They also report seeing a variety of fish and marine life.

The three-hour tour begins at 9 a.m. daily and includes snorkel gear and instruction. Complimentary soft drinks, water, and wine and beer (available after snorkeling) are also included. Tickets start at $40 for adults and $35 for children ages 4 to 11. Sebago Watersports also operates catamaran sunset sails, among other tours.

Key West Extreme Adventures – Shark and Wildlife Tour

If you're hoping to see sharks in the wild, consider this two-hour catamaran tour with Key West Extreme Adventures. You'll cruise a few miles off the coast keeping your eyes peeled for dolphins, stingrays, turtles and birds before the captain drops bait into the waters to attract lemon and nurse sharks to the boat. Tourgoers praise the knowledgeable captain and crew and report seeing a plethora of sharks.

Tours generally depart Thursday through Tuesday at 10 a.m., though they may be available daily, depending on the month. Tickets cost approximately $90 for adults and around $50 for kids ages 6 to 16. Children 5 and younger can ride for free.

Catamaran Echo – Adults only Champagne Celebration Sunset Cruise from Key West

Reviewers regularly call this two-hour sunset cruise relaxing and lovely. This adults-only tour includes unlimited Champagne, as well as red and white wine, beer, soft drinks, water and a cheese buffet. Though the catamaran can accommodate up to 28 passengers, capacity is capped at 14 people to create an intimate atmosphere – another highlight for tourgoers.

Cruises are available daily; departure times vary by season. In the summer months, the tour departs at 6:30 p.m. In the winter, the boat departs at 4 p.m. Tickets cost approximately $75 per person and include all beverages and food. All ages are welcome on private sunset charters, as well as the company's dolphin and snorkeling tour.

Honest Eco – Dolphin Watch & Snorkel

Eco-conscious travelers may want to book this four-hour tour, which takes places on a custom-built electric catamaran. Along with the hybrid boat, the tour is led by marine biologists. Reviewers praise the guides for their vast knowledge of the animals and ecosystem and also appreciate that the electric boat doesn't scare off dolphins thanks to its quiet motor. During the four-hour excursion, you'll watch dolphins swim alongside the boat, and then get a chance to snorkel with a member of the crew as your guide. According to the company, this tour is suitable for novice and beginner snorkelers.

Tours are available daily at 9 a.m. and 2 p.m. Tickets cost approximately $110 for adults and around $90 for children ages 2 to 11. Honest Eco also runs a sunset sail, among other options.

You may also be interested in:

  • The Best Things to Do in Key West
  • The Best Hotels in Key West
  • The Best Key West Fishing Charters
  • The Best Key West Snorkeling
  • The Best Places to Visit in Florida
  • The Top All-Inclusive Resorts in Florida

Tags: Tours , Florida , Travel , Vacations

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  • # 4 Bora Bora

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Home

Take it from a Key West legend - WALK.

“I would walk along the quais when I had finished work or when I was trying to think something out. It was easier to think if I was walking and doing something or seeing people doing something they understood.”             - Ernest Hemingway

Hemingway walked because he was a true islander. He knew that with 12 months a year of sunny weather, and so much to see and do, Key West is best enjoyed on foot. Sure, a lot has changed since those days, but one thing is still as true as ever – our little corner of paradise is made for walking.

Key West is only 4 miles by 2 miles. So with a good pair of walking shoes or a sturdy pair of flip-flops, nothing is really out of reach. Stroll up and down Duval Street (and, perhaps, make a few pub stops along the way). Or, wander into our cozy neighborhoods and side streets where the great history and architecture of Key West is revealed in sunny splendor.

We’ve even made it easy to get around Key West with a series of handy walking maps and carefree walking tours.

Key West walking tours

  • Sharon Wells Walking & Biking Guide
  • Best On Key West Biking & Walking Tours
  • Trusted Tours & Attractions Walking Tour
  • Key West Vacation’s Bicycle and Walking Tours
  • Historic Key West Walking Tour

Walking and biking timetable (in minutes)

  • Duval Loop Bus
  • Partner Kit

Florida Keys Activities

Key West Walking Tours

Visit the key west historic district, beaches & more.

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  • Hour Glass 2 hours

Key West Historic District Small-Group Walking Tour

Florida keys ventures.

Local Guide will take you on a time travel adventure. As you stroll through the scenic streets of the Old Town, you will learn how the island was discovered and became one of the richest cities in the USA!

  • Hour Glass 105 minutes

Key West History And Culture Southernmost Walking Tour

The Southernmost Walk is for people who are visiting Key West and want to learn the history and the culture of our tiny island in a short time.

  • Hour Glass 3 hours

Southernmost Food Tasting & Cultural Walking Tour

Key west food tours.

Off the tourist track & into local restaurants. Our signature tour includes iconic ‘must-eat’ foods like Key Lime Pie & Conch Fritters!

Visit All the Must-See Landmarks

Key West is very walkable thanks to its small size. In fact, you could walk around the whole island in a day, from white-sand beaches to the Key West historic district .

To make the most of your time in town – and spare your feet! – join a guided walking tour to visit all the must-see landmarks and learn about the island’s fascinating history. You’ll also get immersed in the local culture and have a long list of places to visit on your own during the rest of your stay.

text

Explore Key West on Foot

Stroll through the scenic streets of Old Town and learn about the culture and history of Key West from enthusiastic tour guides. Hear how the island was discovered and how Key West became one of the richest cities in the U.S. As you walk by fascinating landmarks like the Key West Lighthouse and Green Parrot Bar, your guide will entertain you with stories of cigar making and shipwrecking. Eye-catching architecture and tales of Ernest Hemingway are sure to delight. Don’t miss the photo opportunity in front of the Hemingway House , the beautiful home on Whitehead Street that has been turned into a museum.

Another popular attraction on your Key West walking tour is the Southernmost Point , a concrete buoy marking the southernmost point in the continental U.S. Walking tours also visit the famous Cuban sandal factory, Kino Sandals, where you’ll surely want to return to pick up a comfortable pair to wear to the beach. After your Key West walking tour , you’ll be well acquainted with the island and have a full list of activities for the rest of your visit.

Reserve your place on a walking tour today!

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Key West Water Activities & Tours

Key west tours & activities.

Conquer The Keys

Key West Walking Tours

The best walking tours in the florida keys.

This is what Key West & The Florida Keys are known for. Join us for an bar crawl, ghost tours, historical tour, food tour & more! With over 4,000 5 star reviews, these are fishing charters you can trust!

best jimmy buffet walking tour in key west

Jimmy Buffett Tour Walking Tour In Key West

From $68 per person. New tour alert! Quickly becoming one of the most exciting historical walking tours in Key West is the Jimmy Buffet walking tour!

hemingway walking tour key west

Hemingway Food & Walking Tour In Key West

From $88 per person. The only full Hemingway experience in Key West. Your guide greets you at the gates of the Hemingway house & explores Hemingway’s favorite spots in Key West.

top ranked bike tour in key west florida

Private Tiki Bike Tour In Key West

From $224.99 for up to 2 guests. Sit and relax on our spacious and comfortable tiki bike as your private guide/driver takes you on a pleasant ride around the enchanting streets of Old Town and Historic District.

key west pub crawl tours

Pub Crawl In Key West

From $34.95 person. Looking for the ultimate Key West bar crawl? Look no further! This tour hits all of the world famous Key West drinking holes.

the best haunted ghost hunt tour in key west florida

Haunted History Ghost Hunt Tour In Key West

From $28. Embark on a ghost hunt through Key West’s Old Town. Which famous building was once used as a morgue & more?

Key West Cocktail Bar Crawl

Cocktail Bar Crawl In Key West

From $75 per person. Join us in Key West on a sip & stroll through our craftiest bars & hidden local gems as you enjoy 5 local cocktails & 2 generous food tastings.

Key West Food Tasting & Cultural Walking Tour

Food Tasting & Cultural Walking Tour In Key West

From $75. Join us in Key West for an off the tourist track experience into our favorite local restaurants.

Key West Walking Tour Reviews

David B.

Best haunted ghost tour in Key West! Loved seeing Robert the doll.

Family of 5

Just what we were looking for! We loved the whole experience! AMAZING GHOST TOUR

Family of 5

Key West Travelers

This tour was perfect 👌  Amazing guide & entire team! Highly Recommend!

Key West Travelers

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Historic Key West Walking Tour

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Please note: After your purchase is confirmed you will receive a complete tour itinerary with check-in time, location and what to bring.

Historic Key West Walking Tour

Restrictions

  • 1-2 Hour Walking Tour
  • Get an Overview of Key West's History
  • See Diverse Architectural Styles
  • Learn About U.S. Navy Influences
  • Available November Through May

Starting with the era of wrecking through the eras of sponging, cigar manufacturing, US naval influences, Key West has witnessed many different groups of people come and go, each leaving their own marks on this unique island. On our two-hour Historic Key West Walking Tour, you will be able to see the many historical influences that have created the Key West of today.

The walking tour has a few main themes. The first is architecture. The historic Old Town district of Key West contains the largest collection of wooden frame buildings in Florida. There are over 3,000 historic homes and historic sites in this area, 300 of which are registered under the National Register of Historic Places. Another predominant theme of the tour is the naval influence of Key West. See some of the spots that were important in the US military and learn about other maritime influences.

While walking through the narrow streets of Key West, you will also be treated to the soothing scents of various flowers such as orchids, gardenias, and bromeliads. All tours feature an entertaining and knowledgeable tour guide who will fill you in on the history and facts of the stops and sights you will see along the way.

Is there parking available? Parking is available at Mallory Square or The Westin Parking garage.

How much walking is involved? The tour is approximately 1 1/4 miles.

It is your responsibility to make sure you are aware of and understand all restrictions pertaining to this tour before booking online or over the phone. It is your responsibility to ensure that you are medically qualified and within any limits listed below in order to participate in this activity. No refunds will be given to those who reserve a spot and can not participate due to the restrictions listed below. For more information please read our cancellation policy and terms and conditions page or call our staff with any questions regarding your ability to participate.

  • Tour only operates from November through May. June through October this tour is closed for the Summer months.
  • Schedule is subject to change. Please call the number on your E-Ticket upon arriving in Key West to re-confirm details for your tour
  • Limited spots available and reservations must be made at least 48 hours in advance

Found a better price online? We will price match it. Just call our Activity concierge and ask for our price matching special.

Price Match Guarantee

Found a better price online ? We'll Price Match It.

WE WON'T BE BEAT ON PRICE!

In fact, our prices are up to 56% Cheaper*

Best On Key West is the #1 Tour and Activity Concierge in Key West

To prove it we are matching all online pricing on the tours we offer.

For price matching call

*Current Parasailing price on Carnival of $89.99 vs $39.95 with us

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Key West Walking Tours

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TheTravel

10 Unique Key West Tours That Are Definitely Worth The Money

K ey West is closer to Cuba than the rest of Florida, so visiting there makes the rest of the country seem a million miles away. The island's boisterous history, colorful culture, and laid-back attitude give it a Caribbean feel . With a vibrant nightlife, tasty seafood, and plenty of outdoor activities, Key West offers all the trappings of an island paradise while still being conveniently located on American soil. With a plethora of activities to enjoy, such as kayaking, snorkeling, exploring nearby coral reefs, and going on a boat tour, it's easy to see why Key West is so appealing. Here are 10 tours worth doing in Key West.

Conch Train Tour

Take a step back in time with the Conch Train Tour, operated by Historic Tours Of America. This 75-minute sightseeing adventure has been entertaining visitors of Key West since 1958. Get your ticket and take your seat on board one of America’s most traveled train tours and enjoy an interesting and amusing narrative filled with historical facts, trivia, and humor. Get admission to the Sails to Rails Museum with your ticket and explore the city’s most popular places, including Mallory Square, the Harry S. Truman Little White House, and the Key West Aquarium.

  • Tour: Key West Conch Tour Train
  • Duration: ~90 minutes
  • Cost: $40 per person

Book this tour

Sunset Sail With Sebago Key West

Explore the beauty of Key West's sunset and hear sailors' myths on Sebago Key West's Sunset Sail. Set sail on a modern 70-foot sailing catamaran and relax as you take in the peaceful and tranquil atmosphere of a late afternoon sail. The boat has plenty of deck space to stretch out and take in the views of the stunning Key West seaport, Sunset Key, and Fort Zachary Taylor as the sun sets. The tour includes delicious appetizers, wine, champagne, beer, a full liquor bar, and soft drinks. Listen to live music with local musicians and feast on peel-and-eat shrimp and other fresh hors d'oeuvres onboard while experiencing the beauty of the sunset and hearing sailors' myths. It's the perfect way to end your day in Key West.

  • Tour: Sunset Sail with Full Bar, Live Music & Hors D'oeuvres
  • Duration: ~2 Hours
  • Cost: $80 per person

Key West Food And Cultural Walking Tour

Immerse yourself in the culture and cuisine of Key West on the Key West Food and Cultural Walking Tour. Discover the city off the beaten path with a guide introducing you to the best restaurants and attractions in the Old Town historic district. Sample delicious seafood, Cuban cuisine, and, of course, key lime pie while learning about the island's fascinating history and culture. Enough tasting for a hearty lunch; the tour gives you a taste of the local culture, with visits to local restaurants and bars and insights into the area’s history and culture. Enjoy a unique and educational experience, with plenty of time to explore the city and its hidden gems.

  • Tour: Southernmost Food and Cultural Walking Tour
  • Duration: ~3 Hours
  • Cost: $89 per person

Half-Day Key West Reef Snorkeling Excursion

Discover the best places for snorkeling in Key West with Fury Water Adventures' Half-Day Reef Snorkeling Excursion. Explore North America's only living coral barrier reef and witness an abundance of colorful fish and marine life in crystal clear waters. This 3-hour guided snorkeling tour will take you to the top spots in the area, providing professional snorkeling gear and instruction. Afterward, enjoy beer, wine, and soft drinks as you sail back to shore on a 69-foot catamaran. Take in the sights of Key West on the way back, including popular landmarks like Mallory Square, the Harry S. Truman Little White House, and the Key West Aquarium. Experience the best places for snorkeling in Key West and make memories that will last a lifetime.

  • Tour: Key West Florida Reef Half-Day Snorkeling Excursion
  • Cost: $46 per person

Related: Combine Dolphin Watching With Snorkeling On This Exciting Key West Tour

Ultimate Jet Ski Tour Of Key West

Get an adrenaline rush and explore the waters around Key West with Keys Jet Ski Tours' Ultimate Jet Ski Tour. Zigzag through the bay and Atlantic while enjoying the breathtaking views of the island from the water. The 2-hour tour gives you plenty of time to experience the thrill of jet skiing and even get some air while fishtailing at 40 mph. The tour guide is knowledgeable and will share some insights about the area as well. Highly recommended for anyone looking for a great time while in Key West.

  • Tour: Ultimate Jet Ski Tour of Key West
  • Duration: ~90 Minutes
  • Cost: $182 per person

Related: Heading To The Keys: The Ultimate Travel Guide To Key West & Things To Do There

Guided Bicycle Tour Of Old Town Key West

The best way to tour Key West's lovely island is on wheels! Learn about the area's fascinating history and culture by taking a guided bike tour of Old Town. Pass by famous sites like the Robert Frost Cottage and the Ernest Hemingway Home and Museum, as well as popular destinations like Mallory Square, the Mel Fisher Museum, Truman's Little White House, and the Southernmost Point of the Continent. Enjoy a leisurely ride around the island while learning everything there is to know about Key West from a knowledgeable guide.

  • Tour: Guided Bicycle Tour of Old Town Key West
  • Cost: $54 per person

Deepsea Sportfishing Excursion In Key West

Go deep sea sport fishing in Key West and enjoy the thrill of reeling in a variety of fish, including Mahi Mahi and Wahoo Tuna, as well as the added excitement of possibly hooking a Barracuda. For a 4–8 hour adventure, visitors will be taken to the best fishing locations in the open Gulf of Mexico waters with an experienced captain at the helm. Everything needed, including bait and tackle, is supplied, so unwind and savor the thrill of sport fishing in Key West's stunning waters.

  • Tour: Corsair 2 Sportfishing Key West
  • Duration: ~4 Hours
  • Cost: $900 per group

Key West Mangrove Kayak Eco Tour

Get a unique perspective and float through Key West's dense, gorgeous mangroves. Visitors will have a rare opportunity to see the diverse wildlife of the island during this 3-hour tour through the mangroves of the Key West Wildlife Refuge. As visitors paddle through the mangroves, get a close-up view of the local fish, birds, and other marine life. No prior knowledge is necessary because the guide offers instructions for novice kayakers .

  • Tour: Key West Mangrove Kayak Eco Tour
  • Cost: $55 per person

Shark And Wildlife Viewing Tour

This is considered a must-excursion for anyone coming to Key West. Key West Extreme Adventures Shark Tours offers two-hour boat tours to get up close and personal with sharks and other marine life. Travel on board an eco-friendly, 34-foot catamaran and get ready to spot dolphins, stingrays, turtles, and birds. Then, watch as the pilot drops bait to entice a variety of sharks to approach the boat's edge. As these ferocious predators swarm, snap dramatic pictures.

  • Tour: Shark and Wildlife Viewing Adventure in Key West

Key West Aquarium Tickets

The Key West Aquarium Admission Ticket by Historic Tours of America is the perfect choice for tourists seeking an entertaining and educational experience while in Key West. Visitors can explore the touch tank and discover more about the local sea turtles with a 1-day admission ticket. The ticket also grants access to the Key West Aquarium and the Key West Shipwreck Treasure Museum, providing additional opportunities to learn about shipwrecks from 150 years ago. The shark tank area of the aquarium is a popular exhibit, similar to the Florida Aquarium in Tampa , giving visitors a chance to touch a live shark on the tail while the alligator-infested waters give them a chance to experience real Florida from a safe distance.

  • Tour: Key West Aquarium Admission Ticket
  • Duration: ~1 Hour
  • Cost: $23 per person

10 Unique Key West Tours That Are Definitely Worth The Money

Welcome to Key West! With our free walking tour app, you can delve into two centuries of rich history and culture. Key West is the largest historical district on the U.S. Department of the Interior’s National Register of Historic Places. It is also the densest accumulation of historic vernacular frame buildings in the country.

The charm of Old Town can be attributed to the eclectic mix of over 3,000 wooden buildings constructed throughout the nineteenth century; some of which were built in the Bahamas and brought to Key West. Currently, there are eighteeen buildings/heritage sites in Key West on the National Register of Historical Places, while Monroe County has a total of fifty-five.

Take a stroll through the Historic Seaport, Old Town or to one of our many museums. Our Historic Marker Walking Tours allow visitors to experience over 120 individual sites. See vintage photographs and listen to the history and stories these buildings have to tell. We hope you will enjoy our little piece of paradise.

  • Maritime Heritage Walking Tour
  • Architectural Walking Tour
  • All Historic Markers
  • Black Heritage Walking Tour
  • Historic Churches Walking Tour
  • Cuban Heritage Walking Tour
  • Museum Walking Tour
  • Old Town Walking Tour
  • Key West Introductory Walking Tour

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  5. The 20 BEST Things to Do in Key West, Florida [2023 Guide]

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  5. Last morning walking around Key West before driving home. Beautiful drive through the keys.😍🌊

COMMENTS

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    It is home to the southern-most point of the continental US, residences of famous Americans, beautiful pastel Caribbean-style homes, dozens of bars on the famous Duval Street, and great beaches and snorkeling spots. Due to its small size and high density of sights, it is an extremely walkable city.

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    Full Day Eco-Tour. The Full Day Eco-Tour is the sampler platter of Key West Tours and has a little something for everyone! Enjoy a full-day tour that includes sailing, kayaking, and a dolphin watch. Not only does this tour include plenty of activities, but it also provides a complimentary breakfast and lunch buffet as well as beer, wine, soft drinks, and fresh sangria!

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    Hemingway Food and Walking Tour. 71. Follow in the footsteps of Ernest Hemingway during a walking tour that focuses on food, culture, and history. Exploring Key West on foot means that you'll get a more intimate glimpse into the historic area, which is characterized by its charming bars and plethora of museums.

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    Slip on a pair of comfortable walking shoes and get ready for a walking tour around the best of Key West. Take a journey through the historic streets of Old Town Key West, accompanied by a local guide and a small group. This tour focuses on the history, legends, biodiversity, culture, and important landmarks that make the area unique. Some stops include the Audubon House, US 1 Mile Marker 0 ...

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    The Cocktail Crawl. Key West Food Tours. Join Us on a sip and stroll through Key West's craftiest bars and hidden local gems enjoying 5 local cocktails & 3 generous tastings! Book Now. From $75.00. 3 hours.

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    Travel The 13 Best Key West Tours Explore everything from busy streets to tranquil waters on one of these guided adventures. By Gwen Pratesi | June 8, 2022, at 9:00 a.m. (Courtesy of Fury Water...

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    Key West Historic District Small-Group Walking Tour. Florida Keys Ventures. Local Guide will take you on a time travel adventure. As you stroll through the scenic streets of the Old Town, you will learn how the island was discovered and became one of the richest cities in the USA! Book Now. $29.99 - $39.99.

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    Tour: Ultimate Jet Ski Tour of Key West. Duration: ~90 Minutes. Cost: $182 per person. Book this tour. Related: Heading To The Keys: The Ultimate Travel Guide To Key West & Things To Do There ...

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    Welcome to Key West! With our free walking tour app, you can delve into two centuries of rich history and culture. Key West is the largest historical district on the U.S. Department of the Interior's National Register of Historic Places. It is also the densest accumulation of historic vernacular frame buildings in the country.