travel school of america boston ma

Fights for Independence

Birth of America

Freedom Trail® Boston

Every step tells a story.

The Freedom Trail is a unique collection of museums, churches, meeting houses, burying grounds, parks, a ship, and historic markers that tell the story of the American Revolution and beyond.

Explore Tours

Walk into history®.

The Freedom Trail Foundation's most popular tour highlights the revolutionary history that took place at 11 of the 16 official Freedom Trail historic sites.

Tour Schedule

Daily, 10 am, 11 am,  12 noon, 1 pm & 2 pm (plus 3 pm Sat. & Sun.) ( Starting July 1, plus 3pm & 4pm, Daily and 4:30 pm, Fridays - Sundays) Purchase Tickets  

North End Tours highlight official Freedom Trail historic sites such as Faneuil Hall, Paul Revere House, Old North Church, and Copp’s Hill Burying Ground, and other historic places in Boston’s oldest neighborhood.  

Saturdays  1:30 pm, 2:30 pm Sundays 1:30 pm (Starting July 1, 1:30 pm & 2:30 pm, Daily)

Private & Custom

All Freedom Trail tours led by 18 th -century costumed guides are excellent for families, school field trips, corporate team building, incentives, and convention activities. These tours can be customized to fit your group's schedule and are available year round. 

Photos from the Trail

What People Are Saying

Yelp review.

The Freedom Trail is one of the iconic touristy things to do in Boston, and there's a reason for that. I did the full trail many, many years ago but decided to go with this shorter, more compact trail with our family. The 1.5 hour length is the right duration for kids, and our guide, Jeremiah Poope (his actual last name!), kept it interesting the entire time. He has been a tour guide in Boston for many years, and he had a ton of interesting stories and facts beyond the typical revolutionary war factoids.

Email Review

We had a wonderful time and your guides were wonderful. They were energetic, informed, and brought history to life. Thank you once again!

TripAdvisor Review

We only had 1 day to explore downtown Boston, and this tour was a great way to see several different sites, learn about history, and get a bit of walking in. We were a few minutes late for the start of the 1pm tour but easily able to catch up and join in.. Our tour guide was fantastic! One member of my group uses a wheelchair, and the guide was great about leading the WHOLE tour through accessible entrances to sites and to sidewalks with curb cuts so that all of us could participate without feeling singled out.

Great tour with Isaiah Thomas! Great local guide who was very engaging and a walking encyclopedia of Boston history. It was a nice 1.5 hr walking tour hitting most of the south end Freedom Trail points of interest. For the money, it’s hard to beat!

The Freedom Trail Walking tour presents full of historic knowledge and our guide, Parker, provides us the best experience for this amazing learning adventure. That is to say, in this tour you can also learn about the myth and the truth of the history we learned from our textbooks. I would recommend anyone who visit Boston and is interested in learning history or simply just want to listen to funny stories

Freedom Trail Preservation

Boston's iconic 2.5 mile-Freedom Trail connects 16 nationally significant historic sites, each one an authentic treasure. Thanks to preservation efforts, these cultural assets are still intact, which makes Boston truly unique as one of the few places in America to experience the actual sites and learn the history they tell while walking through modern city streets.

Boston   Travel Guide

Why Go To Boston

Boston is not only a hub for baseball, brownstones and bookish collegiate types. It's also home to America's first large free municipal public library, the first subway system, the first public school and the first public park. To say the city is historic would be an understatement, but this wicked smart college town doesn't linger in the past, either. A well-rounded trip to Boston integrates the classic with the contemporary: Split your time between cherished sites like the  Paul Revere House  and  Faneuil Hall  and modern attractions like the  Museum of Fine Arts . Venture to Beacon Hill and you'll stumble upon the graceful mansions of yore juxtaposed with chic boutiques and innovative hotels. So, yes, come first for the history, but don't miss out on the opportunity to see the unmistakable Beantown flair. 

Despite Boston's rough-and-tumble reputation – garnered thanks to Hollywood appearances in gritty films like "Black Mass," "American Hustle" and "The Town" – but Boston's cool, cosmopolitan personality characterizes its trendy restaurants, urban parks and modern museums. Passionate residents are still rooting for their beloved Red Sox , but they're also venturing to the  Rose Fitzgerald Kennedy Greenway  for a free yoga class or meandering to the offbeat SoWa Open Market for some antique shopping. So, grab a stool and join them at their favorite pub to chow down on oyster shooters and New England clam chowder, or venture to Back Bay to sip a coffee as you stroll along the trendy Newbury Street. You'll need more than a few days to experience the city's wealth of offerings.

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• # 2 in Best Historical Cities to Visit in the USA
• # 7 in Best Weekend Getaways in New England
• # 8 in Best East Coast Vacation Spots

See All 8 Rankings

Best of Boston

Best hotels in boston.

• # 1 in XV Beacon Hotel
• # 2 in Mandarin Oriental, Boston
• # 3 in Boston Harbor Hotel

Best Things to Do in Boston

• # 1 in Freedom Trail
• # 2 in Faneuil Hall Marketplace and Quincy Market
• # 3 in Boston Public Garden

Popular Tours

Martha's Vineyard Daytrip from Boston with Round-Trip Ferry & Island Tour Option

(2518 reviews)

from $ 119.00

Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River

(8857 reviews)

from $ 57.65

Boston Hop-On Hop-Off Trolley Tour with 14 Stops

(4622 reviews)

from $ 52.45

Boston Travel Tips

Best months to visit.

The best time to visit Boston is from June to October. Mild autumn weather makes touring around on foot a joy. And even though summer brings in swarms of tourists and expensive  hotel  rates, the sidewalk cafes, baseball games and outdoor concerts make it worth a trip. Winter is chilly, so pack a warm coat and a pair of boots if you decide to see Beantown sprinkled (or immersed) with snow. Another incentive for wintertime: you might catch a great deal on a hotel. If winter is too cold for you but summer and fall's hotel rates fall outside your budget, try visiting at the start of the spring season.

Weather in Boston

Data sourced from the National Climatic Data Center

What You Need to Know

No cars allowed Sure, tourists are allowed to drive cars around Boston, but why would you want to? Traffic and narrow roads, along with pricey parking, make driving here a nightmare. Take the "T" (Boston's subway) or rely on your own two feet.

Begin at Boston Common The nearly 3-mile-long  Freedom Trail  is a must-do for first-time visitors. To make the most of your tour, start at  Boston Common , the country's oldest public park and a convenient starting point for exploring the city's notable historical attractions.

You're in Red Sox territory If you're a die-hard Yankees fan, we'd keep it quiet… just saying.

Get a local's perspective It can feel a bit daunting to try and hit all of Boston's top attractions on a short visit. For a crash course in Boston history, food and culture, consider signing up for a tour. We've selected the best tours  in the city.

How to Save Money in Boston

Arrive in winter  Pack the parka and visit in the cooler months. Hotel rates offer the steepest discounts between December and February.

Go to museums when rates are reduced or free  The Museum of Fine Arts offers reduced admission after 3 p.m. every Wednesday (you'll pay $5 per person instead of $25 per person), and the  Isabella Stewart Gardner Museum  gives complimentary entry year-round to visitors named Isabella. Other sights may feature discounted rates on select days of the week, so look for museum deals and plan your visits accordingly.

Invest in a CityPASS or Go Boston Card  Purchasing a  Boston CityPASS  or  Go Boston Card  will save you big bucks on some of the city's top attractions. A CityPASS, which costs $64 for adults and $54 for kids, will save you between $41 and $57 per person, while Go Boston Cards (which are available for one to seven days) start at $76 for adults and $51 for children and include unlimited access around 40 attractions.

Culture & Customs

One of the most distinct parts of Boston is what is sometimes referred to as "Boston English," a dialect heard in countless movies and TV shows. The "r" sound is often dropped from words, so "car" becomes "cah" and "Harvard" becomes "Hah-vahd."

Boston is also a well-known sports city; it's the home of the Boston Red Sox (it would be best to avoid wearing any Yankees paraphernalia here), the New England Patriots, the Boston Bruins and the Boston Celtics. While you're in the city, be sure to indulge in this culture by catching a game or taking a tour of  Fenway Park . And if you're a college sports fan visiting in February, check out the Beanpot, an annual hockey tournament held at the TD Garden between Boston University, Boston College, Harvard University and Northeastern University.

Beantown also takes pride in its intellectual and academic roots. Around 100 colleges and universities call the Greater Boston area home, including some of the country's most prestigious. After the American Revolution, the city's leaders were determined to make Boston the world's new cradle of civilization. They invested money and brought in scholars to create a city of educated citizens that studied at Harvard University, Boston University, Boston College, Emerson College, Tufts University and the Massachusetts Institute of Technology , to name a few. Today, this impressive collection of schools also keeps the area young and forward-thinking, as Boston has one of the largest student populations in the country.

What to Eat

Bostonian cuisine has undergone a gastronomical revolution in recent years, with a steady stream of new chefs putting their own spin on tried-and-true city classics like baked beans, fresh seafood and clam "chowdah" along with many innovative chefs moving in different directions entirely. A fun sampling of cuisines can be found at Time Out Market , where several of the city’s top chefs have spots.

Make sure to check out the North End for delicious Italian dishes and pastries like cannolis and rum cakes. Though most locals are loyal to either Mike's Pastry or Modern Pastry on Hanover Street, both offer top-notch sweets. Large international student bodies at universities like Harvard and MIT mean you'll enjoy everything from French to Moroccan fare in Cambridge . For an authentic tapas meal, make your way to the artsy South End neighborhood. Diners can savor Spanish-inspired bites like croquettes, ceviche and chorizo and potato empanadas at  Toro , one of the area's most popular tapas eateries. Another South End favorite is The Butcher Shop , where meat-centric entrees steal the spotlight. Or, for a taste of some of Boston's most inventive sushi entrees, venture to O Ya , where you can experience a 20-course chef’s tasting menu.

Should you crave more traditional New England fare, dine at historic Warren Tavern , where you can find local favorites like clam chowder, fish and chips and shepherd’s pie.  Another beloved establishment is Union Oyster House near Haymarket, where – you guessed it – freshly-shucked oysters have hooked patrons since the restaurant opened its doors in 1826. For a fun and tasty overview of the Boston dining scene, consider taking a food tour .

Though it's unlikely that you'll encounter any major crime as a Boston visitor, it's still wise to stay aware of your surroundings, especially if you decide to branch away from tourist areas. Like you would in other large cities, keep track of your belongings and stick to well-lit and crowded streets, particularly at night. And be sure to steer clear of vacant subway cars in the evening and avoid visiting urban parks after dark. It's also a good idea to carry extra cash and the number of a reliable cab company, or download a ride-hailing app on your smartphone, if you plan to enjoy a fun night out on the town. Stay especially alert in areas like Dorchester, Roxbury and Mattapan, where reports of crime are not uncommon. All of these neighborhoods are situated south of Boston proper.

Getting Around Boston

The best way to get around in Boston is by walking. And when your itinerary takes you out of the city center, the second-best mode is the efficient "T" subway system, which includes subways, trains and trolleys along five separate lines. You can easily take the Blue Line from Boston Logan International Airport (BOS) to downtown Boston. Cabs are another option: Boston isn't a huge taxi town, but you can find them at several cabstands throughout the city and lining up outside of major hotels . Ride-hailing apps, such as Uber and Lyft, are also popular options. However, we do not suggest renting a car and driving yourself: Narrow, one-way roads and expensive parking make driving an avoidable hassle.

To see some of Boston's iconic brownstones, head to wealthy neighborhoods like Beacon Hill and Back Bay.

Explore More of Boston

Things To Do

Best hotels.

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• Destinations
• Massachusetts

Boston Travel Guide

Boston is not only one of America's oldest cities, it's also one of the most walkable, and we'd even go as far as saying it's one of the easiest to explore. From the Italian roots of the North End to Boston's quintessential brick facades and New England charm, the city has historical and cultural fascination around every corner. First-time visitors wondering what to do in Boston will be thrilled to find that there is an activity to please every kind of traveler—Red Sox games for the sports fans, oysters shucked fresh at the Boston's best restaurants for the foodies, Freedom Trail walking tours for the history buffs, and public green spaces for relaxing in the summertime.

Boston is an intimate city, but its cultural breadth makes it feel like a much larger hub. You can feast on some of the country's best dim sum in Chinatown, then walk 15 minutes and be at a brewery by the water. You can go spend an afternoon at a world-renowned art museum and wind up at a Sox game that night, or start your day strolling the Harvard University campus and end the day taking in a concert at the legendary House of Blues.

Eastern Standard Time (Daylight Savings Time, seasonal. Dates vary)

Best Time to Go

The best time to visit Boston is from May to November. The late spring and summer months bring beautiful weather (temperatures reach nearly 70 by May and hover in the low 80s by July). Fall in Boston is picturesque, with Harvard University, MIT, and Boston University's campuses trimmed in foliage and temperatures slipping into the low 70s in September and low 60s in October.

Visiting in the late spring means catching the Bruins and Celtics close to the playoffs, but you'll want to avoid the graduation weeks in May if at all possible. The summer is lovely in Boston—it's not too hot, and while tourists flock to the city in June, July, and August, the student population clears out. Fall is by no means the off-season, with tourists continuing to arrive and students moving in, but visiting in September and October affords you some of the very best Boston weather. We'd recommend avoiding Boston travel from November to April, as these are the coldest, grayest months.

Things to Know

Boston Common is the oldest public park in the United States dating back to 1634.

Boston was the first U.S. city to build a subway line, the Tremont Street Subway built in 1897.

Another Boston first was Revere Beach, the first public beach in the country.

Boston baked beans, New England clam chowder, Boston cream pie, lobster rolls, and Fenway Franks are some of the foods associated with the city.

Boston's Beacon Hill neighborhood is one of the city's oldest communities, named for the beacon that once warned locals about invasions. Today it's a protected historic district, and its classic homes can be admired on a self-guided walking tour .

The National Park Service manages several of Boston's popular tourist sites.

How to Get Around

Trains: Public transportation in Boston runs through Massachusetts Bay Transportation Authority (MBTA), which offers two types of trains: the metro and the commuter rail. There are 13 commuter rail lines, all of which will take you out to various suburbs of the city. There is also a comprehensive metro—which Bostonians call "the T"—that runs throughout Boston and can easily bring you to most major attractions and neighborhoods in the city. The T has four lines—the red line, blue line, orange line, and green line—and is generally very easy to navigate. Find the subway map here .

You can purchase a CharlieCard , a reusable card to use on MBTA trains and buses.

Buses: The MBTA offers a vast number of city buses , all numbered and servicing different areas of the city. They also have Silver Line buses that go to Logan Airport from South Station.

Taxis: While taxis are not as abundant here as they are in, say, New York City, it's still simple to grab a cab at Logan Airport or at South Station (a central transportation hub where most buses and trains from other cities arrive). You can also, of course, call in advance for a taxi from a local cab company like Boston Cab Dispatch .

Car service: Uber and Lyft are available in Boston, as are black car services like Master Livery .

Best Hotels

Boston harbor hotel.

Address: 70 Rowes Wharf, Boston, MA 02110 Phone: (617) 439-7000 Book Now

The epitome of luxury hospitality in Boston, Boston Harbor Hotel is a five-star property right on the water with 232 rooms and suites. The centrally located hotel is walking distance to South Station, Faneuil Hall, and State Street. Guests will enjoy dining on-site at Rowes Wharf Sea Grille, exercising in the private health club, and languishing in the beautifully designed common areas.

Encore Boston Harbor

Address: 1 Broadway, Boston, MA 02149 Phone: (857) 770-7000 Book Now

Bringing Las Vegas hotel vibes to Boston, Encore Boston Harbor opened in 2019 offering the chic atmosphere promised by Wynn Hotels. In Everett, Massachusetts, it's slightly out of the way, but you can still make it to the heart of downtown Boston in 15 minutes by car. Encore Boston Harbor has a 24-hour casino and exemplary dining at Rare Steakhouse.

Four Seasons Hotel Boston

Courtesy of Four Seasons Hotel Boston

Address: 200 Boylston Street, Boston, MA 02116 Phone: (617) 351-2036 Book Now

Four Seasons Hotel Boston gives travelers a taste of the Back Bay and is near Boston's Freedom Trail and Beacon Hill. The hotel is perfect for long-term stays or families. Four Seasons Hotel Boston has a lovely heated indoor pool and on-site dining with views of the Boston Public Garden at Aujourd'hui Lounge. "You can tell that the staff of Four Seasons Hotel Boston considered every angle of the guest experience," said Liz Cantrell, a T+L senior editor.

The guest rooms were redone in 2019 and the property underwent a renovation of the public spaces in 2023. "The new design is stunning and reflects the Boston Public Garden and pays homage to the historic brownstones around the neighborhood of Back Bay," Cantrell added. "There are shades of green and botanical touches throughout the hotel, but I found the most stunning example to be the impressionist mural — depicting the Public Garden's flora and fauna — behind the reception desk."

XV Beacon Hotel

Address: 15 Beacon Street, Boston, MA 02108 Phone: (617) 670-1500 Book Now

Named for its address of 15 Beacon Street, XV Beacon Hotel is a five-star property with a boutique spirit and a historic facade. The beaux-arts building in the luxe Beacon Hill neighborhood of Boston is home to just 63 rooms, cultivating an intimate, exclusive feel. But even more remarkable is the fact that there are only seven rooms to a floor, which guarantees ample space and privacy in each guest room.

Kimpton Nine Zero Hotel

Address: 90 Tremont Street, Boston, MA 02108 Phone: (617) 772-5800 Book Now

On Boston's iconic Tremont Street, Kimpton Nine Zero is an inviting boutique hotel with complimentary wine happy hours and 190 rooms and suites with chic decor pieces (if you're lucky, you might end up with an Eames chair set by the window). The hotel sits at the intersection of Downtown Crossing, Beacon Hill, and the Financial District, and is a short walk to Faneuil Hall, Boston Common, the waterfront, and TD Garden for those keen on catching a Celtics or Bruins game.

The Liberty, a Luxury Collection Hotel

Address: 215 Charles Street, Boston, MA 02114 Phone: (617) 224-4000 Book Now

On Charles Street, The Liberty has North End charm with exposed brick-lined interiors and high-end Italian fare at Scampo. The hotel was once the Charles Street Jail, and the common spaces really play into that theme. Visit Alibi for cocktails and small plates "set in the old 'drunk tank' of what was Boston's historic Charles Street Jail," and their seafood restaurant called CLINK, also on-site.

The Charles Hotel

Address: 1 Bennett Street,Boston, MA 02138 Phone: (617) 864-1200 Book Now

The Charles Hotel is a Cambridge landmark located right in Harvard Square—situating it next to great coffee houses, music venues, shopping, and some of the most idyllic brick-lined streets in Cambridge. The rooms at The Charles Hotel are furnished with historic pieces from all over New England and some offer views of the Charles River. You'll also find high-end suites to accommodate larger families, including the Dean's Suite, Presidential Suite, and Chancellor's Suite.

The Verb Hotel

Address: 1271 Boylston Street, Boston, MA 02215 Phone: (617) 566-4500 Book Now

A boutique, three-star hotel near Fenway Park known for keeping the spirit of rock music alive, The Verb Hotel features eclectic music-inspired decor and vibrant colors. The vibe in the rooms and common spaces is very retro-chic, and the hotel has an outdoor pool and lively pool deck. You can also dine on-site at The Verb's sushi restaurant, Hojoko.

907 Main Hotel

Address: 907 Main Street, Boston, MA 02139 Phone: (617) 354-9907 Book Now

A boutique hotel in Cambridge, 907 Main Hotel just opened in fall 2020 as a city venture by independent New Hampshire hotel company Hay Creek Hotels. In the buzzing Central Square, 907 is minimalist and cozy with a rooftop bar (the only rooftop bar in Central Square, in fact). And it's close to both Harvard University and MIT.

The Newbury Boston Hotel

Address: 1 Newbury Street, Boston, MA 02116 Phone: (617) 536-5700 Book Now

The Newbury Boston Hotel opens in spring 2021 and will sit at the intersection of Newbury and Arlington streets. Formerly the Taj Boston Hotel, this iconic property at 1 Newbury Street was originally a Ritz-Carlton when it opened in the 1920s. Located in the Back Bay, one of the famously high-end neighborhoods of Boston, The Newbury is walking distance to the Boston Public Garden and a myriad of other Boston attractions.

Best Restaurants

Neptune oyster.

Address: 63 Salem Street #1, Boston, MA 02113 Phone: (617) 742-3474 Website

An iconic North End seafood restaurant, Neptune Oyster serves great lobster rolls and the freshest of fish. But most patrons come for the oysters, as Neptune features eight or nine varieties, as well as for the clams, which are served fried or on the half shell. You'll have to navigate the mad scramble for the coveted seats at the counter, or wait a while for a table in this intimate but lively space, but it's worth it either way.

Oleana Restaurant

Address: 134 Hampshire Street, Cambridge, MA 02139 Phone: (617) 661-0505 Website

Oleana Restaurant is a signature Cambridge restaurant featuring outstanding Turkish and Middle Eastern cuisine, and an imaginative mix of small plates with bold flavors. A popular place that generally requires reservations, you'll be exposed to a creative use of spice blends, delicious leafy vegetables, and a classic cassoulet .

The Boston Sail Loft

Address: 80 Atlantic Avenue, Boston, MA 02110 Phone: (617) 227-7280 Website

When you think of the Seaport District, your first thoughts may stray to tea being dumped in the harbor. But as more and more restaurants are calling this area home, visitors have flocked to the Seaport for a wide range of cuisines. The Boston Sail Loft, winner of multiple Best Clam Chowder in Boston awards, may be no-frills, but it certainly has a lot to offer, including their broiled fresh scrod that's sure to please.

Santarpio's Pizza

Address: 111 Chelsea Street, Boston, MA 02128 Phone: (617) 567-9871 Website

An East Boston landmark for more than 100 years, now with a location in Peabody, too, Santarpio's is in the Pizza Hall of Fame. Four generations of Santarpios have been assembling "upside-down" pizzas—toppings, cheese, and then sauce—on a thin crust that is unequivocally regarded as the best pizza in the city. It's hard to find, in the shadows of Logan Airport, but it's where discussions about great pizza begin and end.

Tatte Bakery & Cafe

Address: Multiple locations Website

It's not often that a bakery starts from one's home and in 14 short years expands to 18 brick-and-mortar bakeries, including two in Washington, D.C.. Nor is it easy for a bakery to be gluten-free, but Tatte's does have a "gluten-friendly" menu that's a big hit. While pastries and desserts are a big draw for patrons, Tatte's does have a dinner menu, an all-day menu, and a weekend brunch.

Christina's Homemade Ice Cream

Address: 1255 Cambridge Street, Cambridge, MA 02139 Phone: (617) 492-7021 Website

Featuring some of the area's finest homemade ice cream, this Cambridge institution has been hand-cranking out its product for almost 30 years. Conveniently located between Harvard and MIT, Christina's is known not only for its innovative and bold flavors, but for the sheer number of flavors that practically forces you to return multiple times. Thankfully, it's open seven days a week.

Address: 1 Huntington Avenue, Boston, MA 02116 Phone: (617) 412-4600 Website

Part of the Columbus Hospitality Group, operating seven restaurants and two hotels in the Boston area, Sorellina brings contemporary Italian-Mediterrranean cuisine to historic Copley Square. The extensive wine list is sure to impress, and their knowledgeable staff complement the "warm-modern design and chic decor" that brings loyal patrons back again and again.

Modern Pastry

Address: 257 Hanover Street, Boston, MA 02113 Phone: (617) 523-3783 Website

In the ongoing cannoli wars in the city's North End, Modern consistently earns top prize. A family-owned business dating back 90+ years, their hand-crafted pastries attract such a following that lines often snake out the door and around the corner. Want something other than a cannoli? Try their carrot cake, ricotta pie, or their delicate pizzelle.

Address: 9 East Street, Boston, MA 02111 Phone: (617) 654-9900 Website

Omakase, a form of Japanese dining where patrons leave themselves entirely in the hands of the chef, is elevated to art form at O Ya. If you don't wish to splurge on omakase, the sushi à la carte is exceptional, and there's a nice range of sakes available to complement the sushi.

Mamma Maria

Address: 3 N Square, Boston, MA 02113 Phone: (617) 523-0077 Website

Mamma Mia is a Boston institution, featuring regional Italian dishes that leverage the local markets, and the bountiful New England produce, meats, and seafood. Romantic, old-world, and authentic are some of the adjectives used to describe this intimate restaurant overlooking North Square, with its cobblestones and historic buildings that transport you back in time.

Address: 21 Bow Street, Somerville, MA 02143 Phone: (617) 616-5319 Website

Union Square in Somerville, just across the Charles River from Boston, is home to this gem of a restaurant, serving luscious Peruvian food. As you immerse yourself in Andean culture, you'll be guided through the staples of Peruvian cuisine, like slow-cooked stews and ceviches. The original "closed-door" in-home restaurant has now expanded to its current space, and integrates Andean music, art, and design for a full sensory experience.

Hei La Moon Restaurant

Address: 88 Beach Street, Boston, MA 02111 Phone: (617) 338-8813 Website

Situated on the outskirts of Chinatown, Hei La Moon has a huge space and a menu to match. It's a great spot for dim sum, available seven days a week, with authentic Chinese food items ranging from shark fin dumplings to fried taro cake.

Alive & Kicking Lobsters

Address: 269 Putnam Avenue, Cambridge, MA 02139 Phone: (617) 876-0451 Website

Lobster rolls, with a twist. Perfectly seasoned lobster meat, salt, pepper, minimal mayo, layered not on a hot dog bun, but two beautifully buttered and toasted pieces of scali bread is what you'll find at Alive & Kicking Lobsters. It's an actual lobster sandwich, that you can take outside and eat, sitting at their picnic tables of this unassuming Cambridge shop. It's definitely worth crossing over the Boston bridges for this tasty treat.

Things to Do

Fenway park.

Address: 4 Jersey Street, Boston, MA 02215 Phone: (877) 733-7699 Website

Visiting Fenway Park is a rite-of-passage activity, because one of the best things to do in Boston is drink beer on the third baseline at a Red Sox game. Opening day at Fenway tends to fall in April, and baseball season—if the Sox make the playoffs—will run into October. Whether you're in Boston on a summer day, or you have to bundle up for a game in late September, it's always worth it to catch a Red Sox game at Fenway Park.

The Freedom Trail

Violet Smirnova/Travel + Leisure

Address: 204 Freedom Trail, Boston, MA Website

Walk the 2.5-mile Freedom Trail as a self-guided tour. It starts at Boston Common and passes 16 important Boston landmarks, including Old North Church and Paul Revere's house. The Freedom Trail organization also offers guided tours, homing in on specific subject matters, from Boston breweries to revolutionary women.

Quincy Market

Address: 206 S Market Street, Boston, MA 02109 Website

Historic Quincy Market, which opened in 1826, is a Boston food hall that first-time visitors won't want to miss. Grab a steaming chowder in a bread bowl from Boston Chowder Co., or an ice cream cone at Quincy's Place. You'll also love shopping at the adjacent North Market, where you'll find local retailers, like Boston Pewter Co., and a myriad of souvenir shops.

Isabella Stewart Gardner Museum

Address: 25 Evans Way, Boston, MA 02115 Phone: (617) 566-1401 Website

The Isabella Stewart Gardner Museum is regarded as one of the most beautiful museums in the country, not just because of the art, but thanks to the opulent courtyard garden. The idyllic courtyard blooms year round, featuring hydrangeas in May and June, bellflowers in August and September, and even winter tropical plants in January. Art lovers will also enjoy the contemporary selection juxtaposed with iconic pieces by Rembrandt, and of course, an ever-relevant rotation of new exhibits.

Museum of Fine Arts

Address: 465 Huntington Avenue, Boston, MA 02115 Phone: (617) 267-9300 Website

One of the most recognizable museums in the world, the MFA hosts exceptional traveling exhibitions—including impressionist exhibitions featuring the memorable works of Monet and Cezanne. They also have long-standing collections that delve into contemporary art and a stunning repertoire of global work.

Boston Common

Address: 139 Tremont Street, Boston, MA 02111 Website

Boston Common is the start of the Freedom Trail, but it's also just a beautiful place to sprawl out for the day in the summer or fall. On Boston Common, you'll find Frog Pond, a picturesque pool in the warmer months and a delightful skating rink in the winter. The park dates back to 1634 and is considered America's oldest park.

Boston Public Garden

Address: 4 Charles Street, Boston, MA 02111 Website

Next to Boston Common is Boston Public Garden, another prime place to relax on a Saturday in Boston. The artfully landscaped gardens are home to iconic artwork, like the Make Way for Ducklings statues. The garden's centrally located pond is where you'll find the famous Swan Boats for a quintessentially romantic Boston experience.

Address: 100 Legends Way, Boston, MA 02114 Phone: (617) 624-1000 Website

TD Garden is where the Celtics and the Bruins play, which means you have the chance to catch a basketball or hockey game while staying in the heart of the city. (In fact, a big perk of Boston is that three of their four major sports teams play in Boston proper.) Catch the Bruins from October to April (or even May if they make the playoffs) and the Celtics on a similar timeline.

House of Blues

Address: 15 Lansdowne Street, Boston, MA 02215 Website

Certainly the most iconic music venue in Boston, the House of Blues on Lansdowne Street is where you can find A-list musical talent. You'll want to scour Ticketmaster in advance of your trip to see if there are any good shows when you're visiting.

Boston Sailing Center

Address: 54 Lewis Wharf, Boston, MA 02210 Phone: (617) 227-4198 Website

Sailing in Boston Harbor is a delightful way to see the city in the summertime. If you're a proficient sailor, you can rent a boat at Boston Sailing Center, but you can also go out with an instructor for a private sailing lesson.

Charles River Bike Path

There are ample biking and running trails in Boston, including the Minuteman Bikeway, which runs from Cambridge all the way to Bedford, Massachusetts, and Cambridge's Fresh Pond. But one of the best Boston paths is the 24-mile Charles River Bike Path, which runs along both the Boston and Cambridge sides of the river passing landmarks from Boston's Museum of Science to Watertown Square, just outside the city.

Trillium Brewing Company

Fancy an outdoor craft beer? Trillium Brewing Company has three prime locations in Boston, one in Fenway with indoor and outdoor space, one near the Seaport district which boasts a great restaurant, and a lively seasonal beer garden near the waterfront.

Best Shopping

Newberry street.

Newbury Street is the most luxurious shopping street in Boston whether you're ready to buy one-of-a-kind pieces at high-end boutiques or you're more of a window shopper. Highlights include Bobbles & Lace for women's clothing and Rothy's Newbury Street for the cult-shoe enthusiasts.

SoWa Vintage Market

Address: 450 Harrison Avenue, Boston, MA 02118 Website

The South End is known for SoWa Vintage Market, which is quite a trendy shopping scene. You'll find vintage apparel, furniture, a slew of gorgeous old leather goods, and of course, vinyl records galore.

Address: 98 Charles Street, Boston, MA 02114 Phone: (617) 722-9200 Website

For those who love a luxurious independent boutique in a charming neighborhood, look no further than Good on Charles Street. You'll find elevated New England home goods, jewelry, and accessories, not to mention a well-curated selection of vintage.

Faneuil Hall Marketplace

Address: 4 S Market Street, Boston, MA 02109 Website

The Faneuil Hall Marketplace is a shopping epicenter of Boston, situated right in front of Quincy Market and adjacent to North Market and South Market. Faneuil Hall Marketplace is where you'll find everything from souvenir shops to New England home goods to favorite, fashion-forward chain stores. Think of Quincy Market, North Market, South Market, and Faneuil Hall as one expansive shopping area, where you'll find great food, plenty of shopping, and a hefty dose of American history.

The Shops at Prudential Center

Address: 800 Boylston Street, Boston, MA 02199 Phone: (617) 236-3100 Website

Have you ever wondered what's actually in the Prudential Center? Well, there's quite a lot going on at the Pru, but many see it as a shopping capital of Boston. With more than 75 stores, including essentials like Saks Fifth Avenue and Canada Goose, and a number of restaurants, it's a lovely place to spend an afternoon on a cold day.

Brattle Book Shop

Address: 9 West Street, Boston, MA 02111 Phone: (617) 542-0210 Website

One of Boston's famous independent book stores is Brattle Book Shop, right off Tremont Street near Boston Common. First opened in 1825, it's "one of America's oldest and largest antiquarian book shops."

Boston Public Market

Address: 100 Hanover Street, Boston, MA 02113 Website

Boston Public Market, near the Haymarket metro station and Quincy Market, is a popular indoor food market open year-round. It feels like a gourmet indoor farmer's market, where you'll find artisanal, locally sourced goods and delicious prepared foods.

Formaggio Kitchen

Address: 268 Shawmut Avenue, Boston, MA 02118 Phone: (617) 350-6996 Website

For the passionate foodie, Formaggio's Kitchen is a culinary institution with a truly revelatory cheese selection. They started out in Cambridge (where they have two locations), and have now expanded to a Boston location in the South End on Shawmut Avenue—and have even set up a shop in New York City.

Copley Place

Address: 100 Huntington Avenue, Boston, MA 02116 Phone: (617) 262-6600 Website

Copley Place, in the Back Bay, is a prime shopping area for legacy brands. The enclosed shopping center has more than 50 high-end boutiques, including coveted names like Louis Vuitton and Burberry.

December Thieves

Address: 51 Charles Street, Boston, MA 02114 Phone: (857) 239-9149 Website

Venture to the chic enclave of Beacon Hill—which some might think of as a more intimate version of the Back Bay—and you'll find December Thieves, which offers a "curious and cultivated" selection of clothing, accessories, and home goods. The Beacon Hill boutique fuses luxury comfort, high-fashion, and academia.

Neighborhoods to Know

Back Bay: Often regarded as the ritziest neighborhood in Boston, Back Bay is home to Newbury Street, Copley Square, and the Prudential Center. Come for the classic Boston attractions, stay for the luxury, brick-facade row houses.

Cambridge: Cambridge sits directly across from Boston, with the Charles River separating the two. Cambridge is, of course, home to Harvard University and MIT. Think of it this way: Boston is to Manhattan as Cambridge is to Brooklyn. Known for more than just the ivy leagues, visitors will love poking around Harvard Square during the day, grabbing a cup of coffee from the Peet's featured in Good Will Hunting and picking out a book at The Coop, and checking out the lively scene in Central Square at night.

South End: Tucked just beyond Back Bay and Fenway/Kenmore, the South End is known for its Victorian-style row houses. It's a low-key neighborhood with residential charm, but still offers local shopping and trendy eateries.

North End: The North End is right by the water, across from East Boston, and a short walk from Faneuil Hall and Quincy Market. It's the hub of Italian culture in Boston—often called Boston's Little Italy—and is one of the oldest neighborhoods in Boston, home to landmarks like Old North Church and Paul Revere's house.

Seaport: Southeast of downtown, nestled by the Boston waterfront is the chic yet laid-back Seaport neighborhood. The Seaport is a charming area to simply walk along the water and fantasize about living in the high-rises overlooking the harbor.

Fenway/Kenmore: In terms of hanging out in the Room Where It Happens, Fenway/Kenmore tends to be the heart of the action, especially during baseball season. Fenway/Kenmore is home to Fenway Park, the House of Blues, pub-lined Landsdowne Street, and a slew of great restaurants. It's also where you'll find the famous Boston Latin Academy, and is adjacent to the Back Bay and close to the Isabella Stewart Gardner Museum and the Museum of Fine Arts.

Winter : Expect up to nine days of rain or snow in the winter months, and temperatures dipping into the low 30s. Generally, December to February is cold and snowy—with quite a bit of slush. Spring : You'll still get about eight days of rain per month in the spring, but temperatures will start to rise by April to the mid 50s, and by May can get up to the high 60s. Summer : If you like a warm breeze on summer evenings, you'll love Boston in June, July, and August, when temperatures are in the high 70s and low 80s. Summer is extremely pleasant (and mild compared to the Southeast), though it does get a bit humid. Fall : September temperatures can still be in the 70s during the day, but by October, you can feel dips into the 40s at night. Nonetheless, fall brings mild temperatures and lovely foliage.

The following are average Fahrenheit lows and highs by month. Average annual precipitation 21.14 inches.

January 23 - 37 February 24 - 38 March 31 - 45 April 41 - 56 May 50 - 66 June 59 - 76 July 66 - 82 August 65 - 80 September 58 - 73 October 47 - 62 November 38 - 52 December 29 - 42

Apps to Download

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How to Become a Travel Agent in Massachusetts

Get information on Travel Agent Training programs by entering your zip code and request enrollment information.

Have you considered becoming a travel agent?

People still use travel agents all the time to plan their next resort vacation or cruise.

It is an exciting career that presents new and interesting challenges and experiences on a daily basis.

If you have a passion for travel and helping others, you should look into becoming a travel agent in Massachusetts.

The following is everything you need to know to get started.

Article Table of Contents

• 1.1 Planning
• 1.2 Booking
• 1.3 Customer Service
• 2 Licensing Requirements to Become a Travel Agent in Massachusetts
• 3 Travel Agent Programs
• 4.1 Regional Salary in Massachusetts
• 5.1 Do I have to work for a travel agency?
• 5.2 Do I get paid by clients?
• 5.3 What test do I need to take to be certified?

Travel Agent Duties in Massachusetts

As a travel agent, your services for your clients are comprehensive, meaning you will help them with every phase of their vacation from start to finish.

This starts the second they walk in your door or call you to start planning their trip.

Here are some of the daily duties you will have for your clients as a travel agent in Massachusetts.

When you first meet with customers, you will have a consultation with them to decide what kind of vacation is best for them.

There are a few things to consider here.

First, you have to consider what kind of vacation they want.

Do not book them on a cruise if they want to stay in one place and relax, for example.

The second thing to consider is what their budget is for the trip.

If you can stay under their budget, they are more likely to work with you in the future.

For some clients, the budget is the most important thing.

Others may have a budget that is more of a gray area.

You also want to consider how many people are going on the trip.

Do not book a romantic vacation for someone who is clearly traveling with their family.

Your next step is to actually book all the transportation, lodging, meals, and entertainment for your guests.

In some cases, you can do all this pretty quickly by booking them at an all-inclusive resort.

Other times, you may have to design a vacation for them a la carte.

Customer Service

Because you have a relationship with the hotels, rental companies, and airlines, your clients will contact you if they have any issues.

You can then use your communication skills and industry knowledge to help them navigate any issues they might be having.

Your job does not just end once you book everything.

Licensing Requirements to Become a Travel Agent in Massachusetts

There is no specific state license required to work as a travel agent in Massachusetts.

If you want to maximize your potential, you can get certified, though.

A certification proves that you have passed the Travel Agent Proficiency exam with at least a 70%.

This is a great way to gain industry knowledge if you do not have any experience.

Travel Agent Programs

The following are some travel agent programs you can take advantage of if you are interested in becoming certified:

• The Travel Institute – This is one of the most popular online schools for travel-based careers. There is an online travel agent program that you can do completely at your own pace. The comprehensive coursework will teach you everything you need to know to get a perfect score on the test. The total price for the program with tuition and materials is $440.
• The Travel Academy – The travel academy has a 300-hour program designed to give you a full understanding of the travel industry. The travel agent program has total tuition of $8,999 but there are scholarships and other tuition assistance programs available.
• Penn Foster – The online school, Penn Foster, offers a travel agent program for those that wish to learn online. The total price of the program is $799 and you can take classes whenever you want. The coursework is geared towards the TAP exam.

Average Salary of Travel Agents in Massachusetts

The average salary for a travel agent in the state of Massachusetts is $38,347 to $49,014.

The salary ranges because you are likely to get paid more as you gain experience and build a solid customer base.

The salary can also range depending on whether you work for an agency or as an independent contractor.

Regional Salary in Massachusetts

Frequently asked questions, do i have to work for a travel agency.

You have the option to either work for a travel agency or be self-employed as a certified travel agent.

It is a good idea to work for an agency when starting out though.

This will help you gain valuable experience more quickly than if you started out on your own.

Do I get paid by clients?

Instead of getting paid by the clients, you are paid by the resorts and cruise lines you book with.

This is ideal as a salesperson because it makes you more trustworthy to the customers.

What test do I need to take to be certified?

To get the certification, you will need to pass the Travel Agent Proficiency exam with a score of at least 70%.

Most travel agent programs are designed for you to get a perfect score on the exam when you are done.

Read the full guide: How to Become a Travel Agent

Travel Agent License by State

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14 Reasons Why You Should Visit Boston

Boston has it all, from history to world-class educational institutions and successful sports teams. But if that’s not enough to convince you that Boston is worth visiting, read on for 14 wicked awesome reasons to make sure Beantown is your next bucket list destination.

History here, there, and everywhere.

Boston is one of the most historic cities in the United States. Known as the “Cradle of Modern America,” the birthplace of the American Revolution can still be felt at every cobblestone corner. The Freedom Trail is an excellent way to see 16 historical sites placed all across the city. The location of the Boston Tea Party , the USS Constitution , the Old State House , and the Paul Revere House are just some of the places you’ll visit on this two- to three-hour self-guided or guided tour . History isn’t just a footnote; it’s a way of life. So follow the red brick road and take a step back in time.

Chow down on chowder

Boston is often cited as America’s seafood capital and rightly so, considering it’s right next to the Atlantic Ocean. Don’t leave without trying the New England clam chowder , a Boston classic. Known for its thick, white, creamy base and delicate clam meat, this hearty soup is a local favorite (often referred to as “chowdah”) that is also loved nationwide. Come to the heart of New England at nearly any seafood or local restaurant in Boston for the most authentic, harbor-side version.

Skyline of old-world architecture and cobblestone streets

Boston is smaller than a lot of major cities, so the beauty of its skyline is really better appreciated up close and in fine detail. Rather than solely gazing upward, the quaintness is most complete from top to bottom and big to small: seeing cobblestone roads beneath rows of trees against rows of brownstones against modern structures. The juxtapositions of old and new are quite striking and visitors are taken aback at the eclectic mix of gothic churches in front of glass skyscrapers. Boston’s maze of winding streets (that almost make no sense on a map) can either be delightful or dizzying depending on your goals, but they’re certainly unique in the US and picturesque. For a stunning 360-degree view of it all, head to the top of the Prudential Tower. There you can choose from either the Skywalk Observatory (accompanied by personal audio tours so you know what you’re looking at) or the Top of the Hub restaurant (accompanied by delicious food, crafted cocktails, and the occasional live music) to take in it. If you love architecture, check out our self-guided architecture walking tour of Boston .

Boston Marathon finish line

Every year in April, tens of thousands of runners finish the oldest annual marathon in the world, along with numerous wheelchair and hand-cycle racers crossing the bright yellow and blue finish line. The first Boston Marathon was run in 1897 and the best time was just under three hours. These days, winners usually finish a full hour faster, usually somewhere just over two hours. The first woman to ever officially run a marathon was also in Boston. Kathrine Switzer had to fight to be part of the race — almost literally since male officials attempted to grab her and stop her during the run, but her fellow running mates protected her. Runners pound over history on the pavement beneath them, while hundreds of spectators have a giant citywide party along the sidelines. But perhaps what has solidified this event in the hearts of Bostonians is its significance outside of the sporting realm. When bombs went off on April 15, 2013, the city came together like nothing else to support the victims , recover from the tragedy, and continue moving forward with even more profound determination – and so the phrase “Boston Strong” was born.

Fenway Park: Oldest baseball arena in USA

Fenway Park, known as America’s Most Beloved Park, is the oldest ballpark in the US . It has been the home of the Boston Red Sox since 1912. It’s an experience to watch a baseball game here, incomplete without a Fenway Frank and a beer in your hands. Spectators come to see the towering Green Monster, sing along to the famous Neil Diamond’s ‘ Sweet Caroline ’ during the eighth inning of the game, and squint their eyes for long fly balls lost in the Triangle. If there aren’t any games during your trip, visitors can also schedule a tour of the park during downtimes to see and hear all about the history. The Fenway neighborhood surrounding the ballpark is packed full of bars and restaurants and has been growing with new developments, so there’s always something to do during a visit to the area.

The Charles River

Grab a kayak, canoe, paddle board, or rented sailboat and situate yourself on the Charles River for a breathtaking view at any time of day – and especially during sunset. With adorable boathouses dotted along the sides and pedestrian docks situated for casual lounging around, the scene is a picturesque activity in itself. But whether you’re paddling through the river or admiring the view from dry land, this is not something to miss when you’re in Boston. The sights can also be viewed from either the Esplanade or one of the many bridges that cross the water. Whether choosing the Longfellow, Harvard, or Boston University bridge, all of the bridges are easily walkable and provide some of the best views of water, sky, and skylines of both Boston and neighboring Cambridge. The river is a popular destination for collegiate rowing teams practicing at the crack of dawn and hosts the annual Head of the Charles Regatta , where hundreds of spectators crowd along the sidelines to cheer on the race and festivities. If you happen to be in Boston in July, the river is home to one of the most spectacular Independence Day fireworks displays that dazzle in the sky above the water, mirrored on the reflective surface below. Check out our guide to the top things to do in Boston .

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Museums suited for all interests

With over 60 museums varying in sizes all across Boston, there is probably an institution fit everyone’s tastes, from history buffs to the politically inclined to sports fanatics. Some of the more well-known institutions include the Museum of Fine Arts (MFA) and the Museum of Science . The MFA is the fifth largest museum in the US with an extensive collection and therefore is one of the most respected in the region. The Institute of Contemporary Art (ICA) is a perfect choice for more modern works housed in a beautiful glass edifice looking out at the harbor. Additionally, the Isabella Stewart Gardner Museum is located in a mansion with gorgeous gardens and is worth a visit for the architecture and horticulture alone, in addition to fantastic works of art. The Gardner Museum also offers discounted tickets if you’re wearing Red Sox memorabilia and free entry if it’s your birthday or free entry for a lifetime if your name is Isabella – just make sure you have your ID to prove it. If you love visiting museums, read our list of the best museums in Boston .

Overwhelming parks and public gardens

Did you know that Boston is home to America’s first public park? The park is now known as the Boston Common , a large grassy area in the center of the city with ball fields and the Frog Pond, which is a skating rink in the winter and a spray pool for children in the summer. It’s directly next to the Boston Public Garden, which is full of flowers, winding paths, and swan boat rides on the peaceful lake. The fleet of dual-pontoon swan boats have been in operation since 1877 and have since become a cultural icon of the city, making for the perfect warm-weather activity. And while in the garden, watch out for the ducklings! Nope, not the duck boat tours that are hard to miss but rather a string of adorable copper duckling statues located in a corner of the park. Bostonians will dress up these little ducklings for the changing of seasons or any important day. Keep a watchful eye or you’ll miss them during your walk.

Even more green spaces and outdoor venues

And the green doesn’t end there – Boston has over seven miles of connected parks throughout the city. From the Commons and Public Garden, the green then continues in a stretch of leafy foliage down Commonwealth Avenue and connects a series of parks throughout Boston. Collectively known as the Emerald Necklace, this chain of green spaces includes the Back Bay Fens, the Riverway, Olmstead Park, Jamaica Pond, the Arnold Arboretum, and Franklin Park. Combined with the Esplanade (that runs along the sides of the Charles River) and the Rose Kennedy Greenway (that goes from Chinatown to the harbor), that’s a lot a green space woven throughout the entire city. There you’ll find yoga classes and running clubs, plots of farm-like community gardens, free outdoor movies on the lawns, and music concerts or events at the Hatch Shell . Altogether, these spaces provide the perfect backdrop for strolling, picnicking, and generally balancing out the urban bustle.

Athens of America

Boston is a collegiate mecca, with over 50 colleges and universities in the city and greater metropolitan area, including the world-renowned Harvard University and the Massachusetts Institute of Technology . At least a quarter of a million college students from around the world make this city America’s youngest major metropolis. According to the Boston Globe, students make up 20% of the city’s population. Many of the universities offer tours , so don’t be shy about checking out the campuses. And thanks to these world-class institutions, Boston has the greatest concentration of living Nobel laureates.

Ride a WWII vehicle over land and water

How often do you get the chance to be on a vehicle that drives from the city streets straight onto a body of water? The Boston Duck Tours have become an icon in Boston – you can’t walk downtown without seeing at least one. The tours are conducted on half-automobile, half-boat machines replicated from WWII that operate on both land and sea. Unlike typical tour bus rides, it’s quite an experience to view a city from the streets below and then subsequently from the surrounding water. Departing from either the New England Aquarium , the Prudential Center, or the Museum of Science, the 80-minute tours take you to over 30 crucial sites around the city and explain their background and significance. Boston seems to have quite an affinity for ducks; besides decking out the vehicles with images of the same water birds seen all around the public gardens, the so-called conDUCKtour drivers will quack over the intercom for children during their guided narration if requested.

Island Hopping

The now clean Boston Harbor has 34 islands for visitors and locals to venture and escape the city. You can get out to Georges Island or Spectacle Island by taking a ferry from Long Wharf. From these bits of land, you can explore other islands nearby as well. If you have a boat of your own or want to rent one during your trip, then your options are limitless.

World-class arts organizations

Boston is home to one of the best symphony orchestras in the country and one of the world’s best ballet companies. The Boston Symphony Orchestra and the Boston Ballet attract talent from around the world and regularly put on internationally-acclaimed productions and festivals. The ballet team masterfully executes a range of performances, from classics like the Nutcracker and Swan Lake to contemporary dance that pushes boundaries and leaves viewers pondering the power of the abstract. They put on shows regularly, so it’s always worth taking a peak and considering spending an evening in the city’s majestic theater district. The symphony orchestra provides another option to experience a profound night out in Boston. Additionally, every year the Boston Pops score the background to the 4th of July fireworks display from the Hatch Shell to create a truly momentous event for anyone lying on a blanket near the river. So there’s even more reason to come during one of Boston’s prettiest months.

The changing seasons

No city shows the beauty and adapts to the changing seasons better than Boston. This New England metropolis survives the worst of the bitterly cold winters thanks to the best snow-removal system that puts other East Coast cities to shame. But the beauty of Boston shines during the fall and spring months. While most people in the northeast must travel further north in the autumn to peep at leaves , Boston has the luxury of having its own fiery array of red and orange leaves right in the city itself. The spring here is equally explosive, and you’ll swear you’ve never seen so many blossoms at once or giant magnolias whose scent carries on the breeze down the streets through the entire city. With both seasons, there is nothing quite like it.

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Boston, the so-called “Athens of America,” serves as the social, financial, educational, historical, culinary and sports capital of New England. It’s no surprise, then, that the city goes by such a lofty nickname: “the Hub,” shortened from “the Hub of the Universe” and coined by Oliver Wendell Holmes, who recognized the city’s cultural importance.

Early settlers started moving to the Boston area in the mid-1600s and their legacies are still alive in the old townhouses of nearby Charlestown and the narrow, winding streets of the city's European-looking North End neighborhood.

Current citizens, though, leave the past to tourists and instead obsess over the Boston Red Sox and the New England Patriots, two championship teams known as much for their die-hard fans as for their athletic prowess.

But no matter where you travel in Boston, you're assured an easy commute. This is the nation's preeminent walking city, owing to the compact layout and easy-to-understand subway system.

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Home » North America » Boston

BOSTON Itinerary • MUST READ! (2024)

Boston is the capital of, and largest city, in the state of Massachusetts. Boston was founded all the way back in 1633 making it one of the oldest cities in the United States, and it played a very crucial role in the American Revolution. You can learn all about its fascinating and important history during your weekend in Boston.

Planning a trip to Boston has never been this easy! The thriving port city has a myriad of exciting activities to take part in, as well as a multitude of sightseeing attractions.

If you’re up for the hustle and bustle of city living, with the peace and tranquility that comes with staying by the seashore, then a Boston visit is on the cards!

Here’s everything you need to know, to create your very own Boston itinerary!

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Best Time To Visit Boston

Where to stay in boston, boston itinerary, day 1 itinerary in boston, day 2 itinerary in boston, day 3 and beyond, staying safe in boston, day trips from boston, faq on boston itinerary.

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If you’re wondering when to visit Boston , the answer is: there’s no time like the present! But there are certain weather patterns at different times of year that might suit your schedule best.

The most popular time to travel to Boston is between June and October. The weather is warm and there are plenty of outdoor festivals, football games and other exciting entertainment options to take part in!

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From November to February Boston gets very cold, but if you can stomach it you’ll have plenty to celebrate! You’ll get the chance to enjoy reduced prices of accommodation, tours, and activities around the city, which is a major plus if you’re on a budget! Just remember to pack warm clothes as you’re sure to need them this time of year.

Between March and May is Boston’s springtime. The weather starts to warm (ever so slightly), but you can still enjoy discounted rates and peace and quiet at the many Boston attractions. If you’re a little wary of the weather, just take a few Boston walking tours as they’re sure to get your heart pumping in no time!

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Looking for accommodation can be a tough job, so we’re going to make your life a little easier by telling you about the best place to stay in Boston !

South Boston is a great place to stay, especially if you’re a first time visitor to this wonderful city. The neighborhood hugs the bay and is home to the scenic waterfront! The waterfront is a stretch of land about 1-mile long, where Bostonians walk their dogs or go for romantic strolls in the evening.

In recent years, the neighborhood has experienced an influx of young professionals, so expect the days to be quiet and the evenings to be abuzz with activity and youthful cheer!

Jamaica Plain is a very diverse neighborhood, where everyone who aspires to be different tends to stay. You’ll find hipsters of every variety staying in this old and quaint neighborhood! Jamaica Plain is home to Jamaica pond, which is a large urban park, perfect for those looking to get out of the hotel for a jog or even a leisurely stroll.

Davis Square could be considered one of the most happening neighborhoods in town. The neighborhood is home to a lively mix of students, young professionals, and old-timers who still like to party! You’ll find a multitude of restaurants and cafes, bustling with a community of thriving individuals.

Need to know to where the best hostels in Boston are? Here are our top accommodation picks for your Boston trip itinerary!

Best Hostel in Boston – HI Boston

HI Boston offers an incredible communal setting that leaves you feeling refreshed to start touring Boston every morning! After indulging in a free breakfast at the hostel, be sure to play pool and engage with your fellow travelers. With a great central location, there’s no better hostel to add to your Boston itinerary!

Best Airbnb in Boston – Studio in Prime Location

Spack dab in the heart of Back bay is this astonishing home that offers one of the most comfortable stays in the city. It’s definitely one of the best Airbnbs in Boston . Located on the lively street of Newberry, you have access to the most premier shopping in the city and the award-winning restaurants you’ve only seen on tv. Speaking of food, the kitchen is small but does have everything you need to cook a quick meal, but being in the popping neighborhood, you will most likely be enjoying all the cafes he neighborhood has to offer anyways.

Best Budget Hotel in Boston – YOTEL Boston

This wonderful hotel is located in Boston waterfront and offers a rooftop terrace with panoramic views of the city! Guests can indulge themselves at the on-site restaurant that serves absolutely delectable dishes. Make sure you make use of the on-site fitness center and take a visit to the many nearby Boston attractions!

Best Luxury Hotel in Boston – The Eliot Suite Hotel

This historic hotel is located in Bostons’ iconic Back Bay area. The Eliot Suite Hotel is elegant and offers many perks, such as the on-site sashimi bar! Guests can also enjoy free access to the sports club and business center that provides a constant flow of entertainment for visitors to the hotel.

There are a hell of a lot of things to do in Boston . In order execute your Boston itinerary, you’re going to need to know how to get around!

When traveling through a few neighborhoods, taking the commuter rail is a great option! It travels around the outskirts of the suburbs, giving you access to a few different areas. It’s also a fairly cheap option, and possibly the best way to tour Boston.

Taking the bus is a very common way to get around the city. It’s perfect for intercity travel and is always decently priced. There are also extensive late-night routes for those still out and about in the early hours.

BlueBikes is a bicycle sharing system with over 100 stations and over 1000 bicycles throughout the city. If you’re looking for an easy way to get around while staying active, this may be the way to go. You can purchase a 24-hour card that gives you access to bikes all around the city for a day.

Of course, taking a taxi around the city is always an option, although traffic does tend to be an issue in rush hour, so be careful of the times you choose to take this form of transport. Taxis are also more expensive than other forms of transport, so we wouldn’t recommend it if you’re on a budget.

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Boston Public Garden | Boston Pond | Isabella Stewart Gardner Museum | Trinity Church | Little Italy

If you’re only spending one day in Boston, it’s important to hit some of the most popular tourist attractions in Boston . You’ll spend the day strolling through the Boston Gardens and taking a ride in the famous swan boats, before checking out an art museum, Trinity Church and finally exploring Little Italy!

Day 1 / Stop 1 – Stroll Through the Boston Public Garden

• Why it’s awesome: A large garden located in the heart of Boston, which is also the perfect place for a morning stroll.
• Cost: Free!
• Food nearby: The Friendly Toast Restaurant is a local favorite for those looking for early morning breakfast! After a stroll in the gardens you’re sure to have worked up an appetite, so be sure to try their delicious French toast or their incredible gluten-free pancakes!

Boston Public Garden is the oldest public garden in America, giving it a very old-timey feel. A Victorian bridge crosses the pond, and intricate statues are scattered around the lawns.

There is a series of paths that wind their way through the lawns, providing visitors with a wonderful view of the English-style garden. There is a formal garden area that was planted by the city in an attempt to make the garden even more appealing than it already is. The flowers planted blossom throughout the year to create a beautiful show.

The pond that acts as the centerpiece for the public gardens is home to a great number of ducks in the warmer seasons, as well as a few swans. There are even swan boats that have become a very popular tourist attraction in Boston during the summer.

While going for your morning stroll in the public gardens, be sure to look out for the Equestrian statue of George Washington, which is a very interesting piece that seems to have gained popularity over the years.

Day 1 / Stop 2 – Ride on the Pond

• Why it’s awesome: There are many ways to enjoy the pond, depending on what time of year you decide to visit Boston.
• Cost: Adults USD $4 and Children USD $2.50
• Food nearby: Saltie Girl is a highly unique restaurant that has become a favorite amongst the locals. They serve incredibly fresh seafood in a diverse range of dishes, and boy do they do it well! The atmosphere is also lovely.

After strolling around the Boston Public Gardens, you’re sure to be in need of a ride around the pond. Since 1877, there have been boats that sail the pond that are adorned with a swan body at the back of the boat.

If you decide to go for a ride, you’ll hop in the boat and be paddled around the pond by a tour guide who sits comfortably in the swan part of the boat. This can be a very peaceful and fun experience for the whole family!

Unfortunately, the boats are only in operation during the summer months. But that doesn’t mean that in winter you miss out on all the fun. The pond is only 3 feet deep, so it freezes over easily in winter and makes for the perfect ice rink.

Be sure to take a skate on the ice if you do happen to be staying in Boston during the colder months.

Day 1 / Stop 3 – Visit the Isabella Stewart Gardner Museum

• Why it’s awesome: The Isabella Stewart Gardner Museum is a woman’s personal collection of artworks that she and her husband collected throughout their lives.
• Cost: USD $15
• Food nearby: Wahlburgers is a famous burger joint starter by Mark Wahlberg and his brothers. They serve deliciously meaty burgers as well as a multitude of other delectable main courses. Be sure to try their spiked milkshakes if you’d like a creamy treat to get your buzz on!

The Isabella Stewart Gardner Museum is housed in the personal home of Isabella Stewart Gardner and shows off her personal collection of incredible artworks.

In the museum, you’ll find artworks from famed artists such as Botticelli, Titian, Fra Angelico, and John Singer Sargent, as well as many others.

When Isabella passed away in 1924, she instructed in her will that her house should be opened to the public as a museum. Unfortunately, in 1990 there was an art theft at the museum and 13 paintings were stolen. Amongst them were artworks from Rembrandt and Vermeer, as well as 11 others that were never recovered.

There is also a beautiful garden in the center of the museum, which is a lovely place to sit and relax, as well as taking a photo under the luscious vegetation.

Isabella was a Boston Red Sox fan, so anyone wearing Red Sox paraphernalia when visiting the museum gets a discounted entry fee. Discounts will also be given to anyone named Isabella!

Day 1 / Stop 4 – Visit Trinity Church

• Why it’s awesome: The original Trinity Church was built in 1733 but was burnt down in the famous Great Boston Fire. The current version was built shortly afterward to replicate the original.
• Cost: USD $10
• Food nearby: Eataly Boston is a fantastic collection of indoor restaurants that provides you with a wonderful selection of delicious Italian food. With one communal dining area, visitors can all get their meal from a restaurant that suits their preferences whilst still dining together. Expect a selection of wonderful pasta dishes, seafood delights and a wide selection of delicious comfort food.

Trinity Church is the first Romanesque style building to be built in Boston and makes a real statement in its surrounding area. The church is still operational to this day, as people go to worship every Sunday!

For a small entrance fee, you’ll get the opportunity to tour this Boston landmark and see the incredibly intricate architecture that makes this building so great!

The building is built in the shape of a Greek cross, which was truly unique for its time, and it features murals by the famed artist John La Farge. The stained glass windows were done by various different artists but remain a prominent feature of the beautiful church.

Trinity Church consistently ranks in the top 10 for America’s most significant architecture and is a wonderful sightseeing adventure.

If you’re a fan of statues, ornaments, paintings, and intricate architecture, be sure to add this amazing activity to your Boston itinerary.

Day 1 / Stop 5 – Take a Walk Through Little Italy

• Why it’s awesome: Little Italy is the oldest inhabited area in Boston and has the same feel as a quaint cobbled street in Italy.
• Cost: Free to explore!
• Food nearby: La Famiglia Giorgio’s Restaurant is a family-friendly restaurant that serves delectable Roman cuisine in healthy portions! If you’re looking for a wonderful mix of Italian seafood dishes and other hearty meals, then this is the perfect restaurant for you to visit during your time in little Italy. Be sure to add this wonderful restaurant to your Boston itinerary! If you have more time, you could even take a food tour of Little Italy in Boston !

Taking a stroll through the cobbled streets of Little Italy is one of the most amazing Boston points of interest. Many of the buildings in this area were built during the late 1600s and early 1700s, so they’re lots of fun to look at and to explore.

In the early 20th century, the area experienced an influx of Italian immigrants and remains the most popular place for Italians to frequent in the city.

The neighborhood has maintained its Italian character over the years and is now home to a variety of Italian restaurants, bakeries, and vendors.

On the last weekend of August every year, the area hosts The Feast of All Feasts , where you can experience vendors lining the streets selling wonderful smelling and tasting delights. If you’re not in the area during this time, there are still plenty of tasty treats for you in the surrounding restaurants and from vendors in the area.

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Bunker Hill Monument | USS Constitution Museum | Museum of African American History | Greenway Carousel | Boston Common

If you’re spending 2 days in Boston , you’re going to need more activities. You’ll climb a monument, visit two museums, ride a very unique carousel and end the day in Boston Common.

Let’s dig into day 2 of your 2 day itinerary in Boston!

Day 2 / Stop 1 – Climb Bunker Hill Monument

• Why it’s awesome: Bunker Hill was where the first battle between colonial and British forces took place in America.
• Cost: Free to visit!
• Food nearby: Monument Restaurant and Tavern serves delicious and unique brunch meals that will fill the hole in your stomach created by the invigorating climb to the top of Bunker Hill Monument. Enjoy a variety of comfort food options in a cozy setting that allows you to sit back and relax while indulging in your meal.

The Bunker Hill Monument was built in remembrance of the first bloody battle between colonists and the Britsh forces and stands an impressive 67 meters tall. After picking up a free climbing pass at the bass of the monument, you’ll be able to climb right to the top, which provides spectacular views of the beautiful city!

At the base of the monument, you’ll see a metal statue of Colonel William Prescott, who was the leader of the rebel forces. He was the one who gave the famed instructions “Don’t fire until you see the whites of their eyes”.

Although the British won that battle, it was a significant one that proved how much damage the rebels could inflict on them.

Climbing the monument is an activity you simply must add to your Boston itinerary as you’ll get the chance to enjoy panoramic views of the city below. Be sure to take your camera along for this activity as the sight is incredible!

Day 2 /  Stop 2 – Visit the USS Constitution Museum

• Why it’s awesome: The USS Constitution is the oldest commissioned naval vessel in the world that is still afloat.
• Cost: USD $10 – USD $15
• Food nearby: Brewer’s Fork is a cozy and rustic restaurant that serves delicious wood-fired cuisine. The pizzas are fantastic and the other dishes are very comforting! It’s the perfect place to stop off for lunch before heading to the next activity on your Boston itinerary!

The USS Constitution was commissioned by President Washington and set sail to the high seas in 1797. The ship is best known for defeating five British warships in the war of 1812. The ship now sits in the naval yard, and contains a whole host of wartime and maritime memorabilia, and serves the public as a museum.

Visitors are allowed to board the ship and explore the decks as well as take photos onboard.

The wooden-hulled ship is known lovingly by Bostonians as Old Ironside and matches the old-timey feel of Boston city as a whole.

If you care for a stroll around the navy harbor, it’s always an educational experience and is one of the best places to visit in Boston . You can take a guided tour of the harbor, or venture out on your own. Either way, you’ll have a learning experience second to none.

Day 2 / Stop 3 – Explore the Museum of African American History

• Why it’s awesome: The Museum of African American History is an informative museum that gives you the opportunity to learn about slavery and segregation in Boston.
• Food nearby: The Paramount serves American style comfort food in a cafe style diner that has a wonderful atmosphere. Tuck into a pancake stack, fluffy french toast or a juicy burger that will tantalize your taste buds.

The building in which the Museum of African American History is housed was built in 1835 as Abiel Smith School and was the very first public school in Boston for African American children.

It was used for this purpose for twenty years until in 1855, when African American children were integrated into all public schools.

The museum not only shows what the school was like when it was in operation but also what life was like as an African American individual during the 1800’s.

If you’re interested in the history of oppression in the city, then this museum is a must-see on your Boston itinerary.

The museum is part of the Black History Tour that is run in Boston, so if you’re planning on taking the tour, then give this activity a skip on the 2nd day of your Boston itinerary.

Day 2 / Stop 4 – Ride the Greenway Carousel

• Why it’s awesome: The Carousel is located in the Tiffany & Co Foundation Grove and is a fairly new addition to the grove.
• Food nearby: Fogo de Chao Brazilian Steakhouse is an upscale restaurant that serves a wonderful variety of delicious Brazilian cuisine. They specialize in meat dishes but also have a fantastic selection of vegetarian meals. If you haven’t tasted Brazilian cuisine, this is the perfect place to try it for the first time, so be sure to add this tasty experience to your Brazilian itinerary.

The Greenway Carousel is an activity that’s not only for kids but for adults too! The carousel contains a variety of different animals that you can ride, all of which are native to Boston. This makes the experience all the more unique and educational.

You can find lobsters, harbor seals, owls, grasshoppers, bunny rabbits, and eagles, as well as a whole hoard of other animals.

The carousel was designed with adults and children with physical disabilities in mind. So you’ll find it’s very easily accessible and has many features that make it a more inclusive experience.

Unfortunately, the carousel only operates on Fridays and Saturdays, so it’s great for a weekend in Boston , but you can visit on any day just to see what it looks like. Each animal on the carousel is a work of art, and worth going to see whether it’s on or not.

Be sure to take your camera along for this activity.

Day 2 / Stop 5 – Stroll the Boston Common

• Why it’s awesome : The Boston Common is the oldest park in America as it’s been in use since 1634.
• Food nearby: Pho Basil serves a mix of authentic Thai and Vietnamese cuisines. They serve a multitude of Vegetarian, Vegan, meat and fish dishes, so there really is something for everyone’s taste buds and dietary requirements. The meals are served in a generous portion which you’ll be very grateful for after a day of exploring and adventuring.

This 50-acre park is one of the most popular Boston landmarks as it’s visited by locals and tourists daily. We recommend visiting the Boston Common in the early evening when locals are on their way home from work, and often stop for chat or a vendor meal in the park.

The Boston Common was once a cow pasture, and then a British camp, before becoming an execution ground. Luckily for us, the area is a lot calmer now and has been used as a public park for almost 400 years.

The area is often used for public speeches, gatherings, protests, and concerts. Some of the most notable speakers to give a speech at the park were Martin Luther King Jr and Pope John Paul II.

This park is one of the stop-offs in the Freedom Trail, so you’ll see plenty of tour guides dressed in revolutionary period clothing.

HI Boston offers an incredible communal setting that leaves you feeling refreshed to start touring Boston every morning!

• Free Breakfast
• Reception (limited hours)

Freedom Trail | Black Heritage Trail | Boston Harborwalk | Harvard Yard | Mapparium

If you’re spending 3 days in Boston, you’re going to need a few more activities! Here’s what to do in Boston if you’re staying for a few more days!

Walk the Freedom Trail

• 5-mile walk
• 16 historically significant sites

The Freedom Trail is a wonderful activity to take part in during your time in Boston. Although there are many guided tours that take you along the Freedom Trail, it’s easy enough to take the tour on your own.

A series of bronze markers are embedded in the sidewalk, which point you in the right direction and allow you to follow them all 2.5 miles!

Along the way, you’ll get to stop-off at 16 historically significant sites, where you can learn a little more about the cities past before continuing along the route. The great part about taking a self-guided tour is that you decide where you’d like to spend the most time. You can also take a break to enjoy lunch at a restaurant or street-food vendor of your choice.

Most of the stops along the route are free to visit, which makes this great value for money as you’ll only have to pay admissions at 3 of the 16 sites (Paul Revere House, the Old South Meeting House, and the Old State House). If you’re on a tight budget, you can give these places a skip.

If you’re a history lover, then this activity simply must be added to your Boston itinerary!

Black Heritage Trail

• Boston walking tour
• 5 mile walk
• Beacon Hill neighborhood

The Black Heritage trail leads you down a 1.5 mile trail where you’ll get the chance to visit some of the most significant places in Boston relating African American history. The Beacon Hill neighborhood was home to Boston’s black population before the civil war.

After the civil war, the African American people staying in Beacon Hill were integrated into the rest of the city with all the other Bostonians.

Along the trail, you’ll visit the 54th Massachusetts Regiment Memorial which is situated in the Boston Common. You’ll also visit the African Meeting House, which was a secret meeting place for African American individuals before the civil war.

You’ll then visit the Lewis and Harriet Hayden House which is the home of the famed abolitionists. There you’ll learn about the plight of African Americans who were fighting for their rights. You’ll visit a few more sights, including the first public school for African American children.

There are tours that can lead you along the trail. These take place a few times a day and may offer extra insights into the past, however it is easy enough to take yourself on the trail if you’d like to save some cash!

Take the Boston Harborwalk

• 47 miles long
• Stunning views
• Activities along the way

The Boston harborwalk is something you have to do while you’re in the wonderful city! Although the walk is rather long and you probably won’t be able to walk all the way (especially in one day), you could hire a bicycle, or just complete part of the walk on foot.

It’s a wonderful way to end off the day, walking along the seaside while the sun sets. There are also plenty of activities to take part in along the way if you’d like to make a day of it.

While you enjoy stunning views of the city and the sea, be sure to stop at the USS Constitution, the Boston Tea Party Museum, the New England Aquarium, and the Institute of Contemporary Art.

End your day of exploring at Castle Island, a piece of Boston that juts out into the ocean and contains many of the best restaurants, cafes and high-end shops in the city.

If walking that distance seems a little intimidating, why not take a boat ride or a cruise along the shoreline to experience the route from a different perspective. If you’re spending more than a week in Boston, be sure to complete the route before you leave as it’s quite an accomplishment! It will leave you with some great memories and magnificent views etched into your memory.

Explore Harvard Yard

• The oldest part of Harvard University
• The central hub of Harvard
• Surrounded by attractions

The Harvard Yard is the central hub of the university, and is a great place to pick up on the atmosphere of this incredibly diverse school. Here you’ll find students playing outdoor games, whether it be a game of frisbee or a quieter game of chess.

In the Harvard Yard, you’ll see the John Harvard Statue to commemorate one of the founders of the university in 1638. The statue is made of bronze and serves as an integral part of the yard.

The Harvard Yard is the oldest part of the university and is surrounded by the Harvard library as well as the Memorial Church. The area opens up into the Harvard square, which consists of restaurants, bars and shops which are continually filled with cheerful students from the university!

You can roam this area of the campus as you please, and explore the different buildings that make up this wonderful university. Guided campus tours are lead by the students of the university at different times throughout the day. However, you can easily take yourself on a self-guided tour of the area!

See the Mapparium

• See the world globe without distortion
• Built in 1935
• Three-story map

The Mapparium can be found in the headquarters of the Christian Science Monitor. It’s a huge glass globe the size of a three-story building. To view the globe, you step inside and view it from the inside.

The Boston Mapparium is the only place in the world where you can see the entire globe without a distorted perspective. If you stand in the middle of the floor, your eyes will be equidistant to every point on the map, allowing you to see the globe for the first time, as it really is.

The globe was built in 1935 and lights up so that you’re able to see each point accurately. The perfect spherical shape of the globe allows this masterpiece to be a whispering gallery too. If you whisper into one side of the globe, another individual will be able to hear you at the opposite end of the globe.

In order to enter, you’ll have to take a guided tour which takes place every 20 minutes. Be sure to check the tour times before venturing out to the awesome Boston attraction.

If you’re a fan of geographical artifacts, this is a wonderful thing to do. Although some of the names of the countries are a little out of date, you’ll still find it to be very geographically accurate!

For the most part, Boston is a fairly safe place. However to pass a safe vacation in Boston you should excercise some precautions. In recent years, theft has become a bit of a problem in recent years so it’s important not to avoid “run down looking” neighbourhoods.

Crime tends to increase at night in quiet areas, so be sure to stick to the more populated areas if you find yourself out and about during the evening.

Smoking in Boston is forbidden in most areas! To ensure you don’t get into trouble with the law, make sure you don’t start lighting up just anywhere. There are actually only a handful of places you’re allowed to smoke, so be sure to check for a sign stating you’re allowed to smoke before lighting that cigarette.

If you’re visiting Boston in winter, it’s important to be prepared. Bring shoes with rubber soles and warm jackets as it can snow at any time during the winter months. You don’t want to get caught in a sleet storm unprepared!

Don’t Forget Your Travel Insurance for Boston

ALWAYS sort out your backpacker insurance before your trip. There’s plenty to choose from in that department, but a good place to start is Safety Wing .

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SafetyWing is cheap, easy, and admin-free: just sign up lickety-split so you can get back to it!

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If you’re spending a little more time in this wonderful city, you should consider taking a few day trips from Boston . Here are a few of our favorite day trips that you should be adding to your Boston itinerary!

Boston Duck Tour

The Duck is a unique amphibious vehicle that allows you to discover Boston from a completely different perspective. A duck is a vehicle that was used during World War II to travel on both land and in the water.

You’ll start off touring the historic streets of Boston before plunging into the Charles River, where you’ll enjoy an 80-minute tour of the city. Along the way you’ll get the chance to learn about the unique heritage of the city that gave birth to freedom in America.

All this while enjoying splendid views of the city from the perspective of the water!

Guided Tour of Fenway Park

Fenway Park is home to the beloved Boston Red Sox Baseball Team. On this guided tour, you’ll learn about the stadium which is now over 100 years old and about it’s famous home team.

You’ll learn about the many unique features of the Fenway Park Stadium and about the careers of some of its very best players. You’ll also browse the stadiums 170,000 artifacts and over 150,000 photographs.

If you’re a sports fanatic, this tour is the perfect one for you while you’re visiting Boston.

The Boston Tea Party Interactive Day-Trip

During this Boston day-trip, you’ll get the opportunity to go back in time, and learn about the Boston Tea Party , which triggered the American Revolution. The Boston Tea Party was a protest against unfair taxes, so you’ll get the chance to throw tea overboard to recreate the actions of the sons of liberty.

Along the way, you’ll see holographic characters that will teach you about the events that triggered the American Revolution. You’ll also explore a replica of 2 of the Tea Party Ships that belonged to the Dutch East India Company.

Boston Guided Trolley Tour

On this trolley tour, you’ll travel past 120 of the best sightseeing highlights in Boston. You’ll travel through Beantown from Little Italy, all the way through to the waterfront. Be sure to take an amble around the waterfront as there are a myriad of awesome restaurants and wonderful shops to explore.

You’ll be able to stop for photos at any point along the route, so be sure to bring your camera along for this adventure!

You’ll follow along the freedom trail, stopping off at many of its main attractions before the tour comes to an end.

Martha’s Vineyard Day Trip and Island Tour

Take this day trip from Boston that gives you the opportunity to travel to Martha’s Vineyard without the hassle of booking land and ocean transport.

On the tour you’ll see the homes of many famous celebrities, a gingerbread house and America’s oldest carousel. All of which are great sightseeing opportunities.

Enjoy magnificent views as you travel through the water to the wonderful island. You’ll visit all 6 towns on the island before hopping back on a ferry and heading back to Boston. The tour is all-inclusive so snacks and lunch will be provided during the day.

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Find out what people want to know when planning their Boston itinerary.

What should you include on a 3 day Boston itinerary?

Make sure to check out these Boston hotspots: – Little Italy – Bunker Hill Monument – Boston Common – Black Heritage Trail

Where should you stay for a weekend in Boston?

Back Bay is a great option if you’re short on time as it offers easy access to top attractions. For nightlife, base yourself downtown.

What can you do in one day in Boston?

Walking the Freedom Trail (or part of it) is a great way to see Boston’s top historical attractions. Head to Little Italy for food, and chill out in the Public Garden.

Are there any good day trips from Boston?

There are plenty of Boston trips to choose from. Hop on a Boston Duck Tour, a guided Trolley Tour, or head out to Martha’s Vineyard for an island tour.

Boston being one of the oldest cities in the United States has so many heritage sights to see and history lessons to learn. Although the city does have a dark past, Boston is also the birthplace of freedom in America.

Boston leaves little for the heart to desire as it provides sea-side views, as well as a vibrant city life that is comparable to that of the hustle and bustle of New York.

Stroll through the waterfront in the morning and spend the evening exploring the thriving nightlife in Boston, before heading back to one of the best places to stay in Boston.

No matter what your vacation preferences are, this holiday is sure to blow your mind and keep you coming back.

So what are you waiting for? Start booking the most exciting tours in Boston for your travels! Can you hear it? The hustle and bustle of Boston’s city life is calling your name!

Buy Us a Coffee !

A couple of you lovely people suggested we set up a tip jar for direct support as an alternative to booking through our links. So we created one!

You can now buy The Broke Backpacker a coffee . If you like and use our content to plan your trips, it’s a much appreciated way to show appreciation 🙂

Mary Beth Skylis

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How To Have A Fun-Filled Weekend In Boston, Massachusetts

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My usual style is solo travel; however, the stars aligned recently for myself and the good friends I met last year on my Latin America Way to San Jose trip with Intrepid Travel. Eric, the Kenyan guy living in London, decided to visit Boston, so Michelle, Tim and I went to meet him.

Typically when I visit a place I have a few focuses in mind: cool solo travel activities, hikes, cycling and offbeat adventures. For this trip, though, I simply wanted to relax and have fun with my friends. And fun we did have, of course mixed in with some prerequisite Boston history and culture.

Copy or tweak the below Boston travel guide for a fun-filled weekend of your own.

Table of Contents

Getting There

Eric stayed with me for a few days before heading to Boston ; but while his love of trains and extra leg room had him booking a ~$100 round trip train ticket, my love of saving money had me booking a MegaBus ticket for $40 round trip. MegaBus is one of my favorite options for drive-able trips, as their prices are incredible and the buses are comfortable (you can even purchase extra leg room seats for $7 or less). Note: while they say they have Wi-Fi I’m yet to see it be reliable.

Getting Around

My friends and I pretty much walked everywhere — so easy to do in Boston. You can also rent bikes from the New Balance Hubway Bike-Share System , very accessible with 140+ Hubway stations in Boston, Cambridge, Brookline and Somerville. The cost is $6 per day, $12 for 72 hours, $20 for a month unlimited and $85 for the year unlimited, though note you’ll need to dock your bike every 30 minutes to avoid penalties. You can dock and then take it right back out.

For a few attractions like Harvard and Fenway Park we used the subway, which cost $2.65 for a one-way pay-as-you-go ticket. Here is more information on the local subway system. You can see below the subway map is pretty easy to read as long as you know your starting point, ending point and the direction you’re heading. Even though I’m good at reading subway maps I still use the CityMapper app , which works in many cities and tells you exactly how to get from Point A to Point B, where to exit a train, how to get around a city by bike and on foot (including how many calories you’ll burn), and provides offline maps.

We researched quite a few hotels, hostels, and AirBNBs, and HI Boston Hostel  (HI Boston) was a clear winner. Our location was on the edge of Chinatown and the Theater District, walkable to all the major sites and nightlife areas. We paid $50 per person, per night for the 4- and 6-bedroom dorms we stayed in, including free Wi-Fi, access to free tours and activities like pub crawls and history walks, and a breakfast featuring toast, jams, cereals, juices, coffees/teas, yogurts, waffles and fruits. There were also numerous common areas for chilling out, playing pool and socializing. Bathrooms were shared but one-person-at-a-time for extra privacy, and each bed had its own light and outlets.

HI Boston has a communal kitchen, so we certainly made use of that (and the Trader Joe’s that was about a 20-minute walk away). We also explored some of Boston’s other budget-friendly bites, like:

Duck Tongue & Chicken Pho In Chinatown

In Chinatown at Joy Luck Hot Pot  I savored a massive Tom Yum soup laced with lobster, beef, duck tongue, pumpkin, broccoli and vermicelli for ~$25. A bit pricier than what I’m used to in NYC where I do a buffet for $18, but still a blast. Note there is no alcohol served here and it’s not BYO.

Oh, and the duck tongue? If you’re picturing simply a tougher meat, as with beef tongue, the duck tongue tasted like hard cartilage poking my insides. If I went back I’d order the exact same thing sans tongue.

Nearby,  Pho Pasteur provided a heaping bowl of chicken pho for $7.50.

Eating Italian In The North End

In the North End you’ll find Boston’s “Little Italy,” where I wish I would have spent more time. There’s an awesome Italian deli called Salumeria Italiana selling quality Italian classics like cured meats, aged cheeses, handmade pastas, olive oils, vinegars and more. A spicy Calabrese-syle Soppressata is just what I needed to immerse myself in my own heritage without leaving the country (my grandma is from just outside Calabria).

I also indulged in some pastry at Modern Pastry (instead of the famous Mike’s, as my cousin who lives in Boston wanted me to try something less trendy but still delicious). I had a Boston Cream Pie — invented at the local Omni Parker House — and the largest dessert lobster tail I’ve ever seen.

The main thoroughfare of the East End is Hanover Street — one of the oldest streets in Boston and originally a Native American path providing access to the waterfront. I’d recommend wandering and just seeing which aromas permeating from the many open air cafes and authentic eateries catch your attention.

Local Lobster In The Seaport District

My friends and I wanted some local seafood, and the locals we spoke to all touted Yankee Lobster Company  in Boston’s Seaport District as one of the best for those on a budget . We got whole lobsters with slaw, fries and corn on the cob for $24.99, as well as a lobster roll full of meat ($14.99) and a filling salmon burger ($9.99). This is also where you can get Boston’s famous fried clams .

The restaurant was about a three-minute walk to the fun Harpoon Brewery . Note: we went for the 4pm brewery tour on a Thursday and it was sold out until 6pm, so if you want the tour then book in advance. Alternatively, a Boston Brewery Tour of the city is fun idea.

At Harpoon we enjoyed just trying the many flights and Harpoon IPA-laced pretzels. Get the cinnamon sugar pretzel with maple and peanut butter dipping sauces to go with your beers (then promptly fall into a sugar coma).

Communal tables make it easy to socialize whether you’re with friends or traveling solo , though this would also be a great option if you’re looking for casual Boston date ideas .

Also make sure while in the Seaport District to take a walk along the waterfront. There are lovely photo opportunities here.

History Meets Limitless Local Eatery Options

Faneuil Hall Marketplace  (Quincy Market) — which has been a marketplace and meeting hall since 1743 — was my favorite foodie stop on the trip. I opted for the clam chowder and a baked haddock pie from Boston Chowdah, who won twice at the Boston HarborFest ChowdahFest. I like to taste different things in one sitting making this market — with everything from Clam Chowdah to sushi to fresh salads — a great choice. You’ll also find artisans selling non-food wares, entertaining buskers and, at night, the trees lining the market are lit up with whimsical fairy lights for a nice walk.

Tip: A Boston Sightseeing Tour or a  Full Day City Tour of Boston and Cambridge are two options for exploring the market with a local guide while adding on additional experiences.

A Unique Take On Roast Beef

One dish my cousin recommended that I just didn’t have time to try is braised roast beef tossed in barbecue sauce and served on a potato roll. “The Place” to get this is Kelley’s Roast Beef Co on Revere Beach. It’s on my list for next time.

Walk Through History

The Boston Freedom Trail is certainly something you should do to better understand US history and explore downtown Boston by foot. It’s 2.5 miles with 16 stops, including churches, historic homes and more. Some are free and others, such as the Site of the Boston Massacre and Paul Revere’s House, require admission. It’s easy to follow; there’s literally a brick line denoting the trail running through downtown.

Take In The View

Along the trail you can visit the Bunker Hill Monument , a historic site commemorating the Battle of Bunker Hill that also offers an aerial view of Boston from 221-feet up. You’ll need to get a free ticket — and some fitness — to access the 294 winding steps that take you to the top.

Parks Galore

As I’m a nature lover, I really loved wandering the 50-acre  Boston Common . It’s part of the Freedom Trail and the country’s oldest city park, dating back to 1634. Within its bounds you’ll find softball fields, memorials and monuments, a bandstand, and a Frog Pond where visitors and families can wade in the waters.

From this park you wander straight into the Boston Public Garden, dating back to 1837. Here there are 24 acres of bridges, gardens, trees, hanging moss and a pond with swan boats you can ride for a small fee ($2-$3.50 for a 12-to-15-minute ride).

Connected to this large park is a greenway of beautifully manicured parks cut into pieces by cross streets. This strip brings together Boston Common and Boston Public Garden to form the Emerald Necklace, an apt name due to the shape and color.

As you walk the above-mentioned parks take note of the historic Federal-style row-houses and streets featuring gaslights and brick sidewalks. It’s the type of stroll you don’t need an iPod for entertainment. There are also a number of public works, memorials and monuments as you walk, my favorite of which was the Women’s Memorial . The site showcases relaxed bronze female sculptures writing and thinking, and quotes from important women in history sharing Boston history. These include Abigail Adams (wife of the second US president), Phillis Wheatley (a former slave who became the first published African poet in the US), and Lucy Stone (an abolitionist and suffragist).

Shops Galore In The Back Bay

The parks end about two blocks from a bustling hub of the Back Bay neighborhood called Newbury Street . There’s so much to see here! Along with big brand shops there are tons of little boutiques, a mix of luxury and thrift retail, book shops, cafes, comic venues and artisanal eats in beautiful renovated brownstones. It reminded me of Bleeker Street in the West Village in my home of NYC where there’s a lot to experience in just a few blocks. Some favorite stops:

• I spent about an hour in Trident Booksellers and Cafe , an awesome bookstore with funny cards, unique gifts, mandala coloring books, inspiring quote-laced items, literary-themed temporary tattoos, coffee table books, graphic novels and more — including a cafe.
• In every city I visit I try to eat at an homemade ice cream shop, and Emack & Bolios did not disappoint. The “hippie ice cream store” is now a chain, but was started in Boston in 1975 by a lawyer and self-declared hippie who worked pro bono mainly with the homeless, civil rights activists, Vietnam War protestors and big name bands like Aerosmith and U2. Cool backstory, but the real reason I went in was because their ice cream is all natural and void of fructose and dextrose. Plus, they offered 100-calorie-per-scoop probiotic live culture ice cream. The giant waffle cones dipped in fudge and cereal and the micro brewed sodas helped, too. I had the Black Raspberry Chip live culture ice cream, refreshing on a hot day.

• I’m a hardcore hot head, so the sandwich board at Pavement Coffeehouse touting cayenne ginger ale beckoned me in. Yum! They also do an indulgent Spanish Latte laced with sweetened condensed milk and a monthly comedy night.
• For me eating healthy isn’t about avoiding carbs, gluten or meat; it’s about eating natural. So Wich!t Sandwich was perfect as their thing is salads, soups and sandwiches made with all natural ingredients. Eats also come with homemade fries and condiments. Recommendation: the “Carolina Pork” featuring smoked pulled pork, barbecue sauce and tangy coleslaw on a brioche bun.
• I’m obsessed with anyplace offering free tastings, especially if the free tastings are delicious. Boston Olive Oil Co. features over 60 varieties of olive oil and balsamic, all available to sample in small paper cups and with tiny breads. Along with varietal bottles they infuse products with ingredients like truffle, blood orange, chipotle, cilantro and garlic, and staff are happy to help you pair. I ended up buying Roasted Walnut Oil and Blackberry Ginger Balsamic, which paired insanely well together.

A Somber Experience At The New England Holocaust Memorial

One of the most moving sites I visited in Boston was the New England Holocaust Memorial , located along the Freedom Trail. It’s interactive in that you walk through its six towers representing six major extermination camps, each engraved with the unique ID numbers of those who lost their lives during the Holocaust. There are also messages to help visitors better understand the horrific events that took place. The towers emit smoke from the ground, a particularly emotional effect when you walk through at night.

Get Smart At Prestigious Schools

HI Boston offers free walking tours of Harvard University — one of the USA’s eight Ivy League institutions — though you can easily take the subway to the Harvard Square stop on the Red Line. Along with admiring the beautiful campus buildings there are lots of activities to do here and even a free audio tour of the campus .

Nearby is also the Massachusetts Institute of Technology (MIT), where you can visit the interactive MIT Museum and its many futuristic technology and science exhibitions. Right now they have an interesting exhibit with creation stations helping you understand photography as a tool for communicating science and technology theories.

This area features a number of unique tours, including a Haunted Harvard Square Ghost Tour,  a  Harvard “Hahvahd” Campus Walking Tour and a  Historical Hysterical Tour of Harvard with costumed guides and lesser-known history.

Enjoy Booze & Baseball Culture At Fenway Park

Of course, no trip to Boston would be complete without seeing a Red Sox game at the historic Fenway Park. I’ll admit, I was hesitant to do this as I don’t really enjoy watching sports (unless it’s a soccer match in Colombia where I can salsa dance in my seat); however, my friends really wanted to go. Since the tickets were only $30 each I sucked it up and went — and had a blast. Yes, the wine and stadium hot dogs helped, but in general it’s a fun atmosphere whether you’re a baseball fan or not. Plus, Fenway Park  is an attraction in itself, the oldest ballpark in Major League Baseball and home to the Red Sox since 1912.

Eat + Party On Historic Union Street

Cobbled Union Street provides a nice opportunity for indulging in history, literally. Have some “chowdah,” raw oysters, lobster ravioli and other seafood delights at Union Oyster House , a National Historic Landmark open since 1826 and one of the USA’s oldest restaurants.

I also had a blast seeing live music at the Green Dragon Tavern , established in 1654 and a favorite hangout of Paul Revere and John Hancock. It was also an important site for Pre-Revolutionary War organizing. Note though that the original tavern was in another location, and some doubt its affiliation at all . Either way, it’s a fun spot.

Live The High Life At The Colonnade Hotel’s Roof Top Pool

Called RTP  (Roof Top Pool) this seasonal activity was our one splurge, though the  Colonnade Hotel was kind enough to comp a cabana for my friends and me (thank you!).

The 12th story rooftop pool is typically $45 admission for non-hotel guests, and features a great aerial view of the city. There’s also a pool, fun dance music and refreshing cocktails (I loved the vodka-focused “Cucumber Cooler,” and the “Pina Colada” was a delicious dessert). If you think about the price of admission for most observation decks it’s not a bad deal.

While the cabana prices aren’t cheap — they’re listed below — it’s worth it if you’re with friends and want a taste of Boston’s laid back luxury. We had a blast getting tipsy, watching sports on the cabana flatscreen, and alternating between dips in the pool and laying out in the sun. In fact, I came back from Boston looking like I’d gone to the Caribbean.

Note: The pool is closed to the public on Saturdays and Sundays so renting a cabana is the only way non-hotel guests can get access on the weekends. Rental prices range from $250-$450 plus food and beverage minimum for up to four people.

What would you add to this Boston travel guide?

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About Jessie Festa

Jessie Festa is a New York-based travel content creator who is passionate about empowering her audience to experience new places and live a life of adventure. She is the founder of the solo female travel blog, Jessie on a Journey, and is editor-in-chief of Epicure & Culture , an online conscious tourism magazine. Along with writing, Jessie is a professional photographer and is the owner of NYC Photo Journeys , which offers New York photo tours, photo shoots, and wedding photography. Her work has appeared in publications like USA Today, CNN, Business Insider, Thrillist, and WestJet Magazine.

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mmmm! legroommmm…! Nice write up Ms. Nice to see you guys again.

Great!!! Visited Boston in 1 day (less than a day actually) and I loved their city so much!

Loved your list, I recently visited Boston and loved it. Next time I go I will have to check out some of the stuff on your list that I missed this trip. My visit actually led to be creating a blog and my first post is on this great city, https://thebuckway.com/five-free-things-to-do-in-boston/

Really useful travel guide about and informative content about boston.Thanks for sharing.

This is an awesome guide for anyone looking to explore Boston! I’m so excited to plan my trip and explore all the great things this city has to offer. Thanks for sharing!

Superb guide! I just travelled to Boston, and your advice was quite beneficial. I cherished strolling along the shoreline and taking in the vistas of the Freedom Trail. The restaurant suggestions were also very accurate. I appreciate you making my trip so special.

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