Experience the best Boston tours

Boston is layered in history. If you want to soak it all up — in a way that’s fun, maybe even a bit spooky — you’re in the right place. Join us for a walking tour of Boston and see the city as you never have before.
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The best way to see Boston

You don’t just want a history lesson.

You want to get to know the city, the people past and present, the stories, the secrets, the places that make Beantown what it is today — and, more often than not, made America what it is, too.

Here’s part of what makes our Boston walking tours different:

  • No other tours get you closer to Boston’s storied history, from America’s oldest public park to Beacon Hill to the Freedom Trail.
  • We’re not afraid of graveyards, ghosts, or witches. Join our haunted Boston tour and you’ll understand.
  • Every guide is an expert Bostonian who can share local tips on the best places to eat, shop, sightsee, and more — just ask!

You don’t just want a history lesson.

You want to get to know the city, the people past and present, the stories, the secrets, the places that make Beantown what it is today — and, more often than not, made America what it is, too.

Here’s part of what makes our Boston walking tours different:

  • No other tours get you closer to Boston’s storied history, from America’s oldest public park to Beacon Hill to the Freedom Trail.
  • We’re not afraid of graveyards, ghosts, or witches. Join our haunted Boston tour and you’ll understand.
  • Every guide is an expert Bostonian who can share local tips on the best places to eat, shop, sightsee, and more — just ask!

Our tours combine convenience and connection. Guides take care of the details so your visit is stress-free, and they help you really get to know the city, beyond just the bucket-list sights. We can guarantee it’s an experience you’ll remember for years to come. See you soon in Boston!

What people are saying about our Boston tours

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Very cool experience which leans on history of Boston. I appreciate connecting it together with real locations and events. Recommend it.
— Alexander
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Our guide, Amber, was super good at telling the stories! She was passionate about the stories she was telling.
— Shyanne
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Ben was such a good tour guide - especially for not being a native Bostonian. He had so much knowledge. He told wonderful stories.
— Julie
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Very interesting tour! Ben told us many interesting stories about Boston that helped us grasp more of the Revolutionary War. We loved it!
— Bruno
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Great tour! Charlie was so awesome! He was funny and great at telling stories. He even went the extra mile to e-mail me after our tour to answer a question I had. We were so impressed!
— Cindy
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Amber was amazing! The locations and stories were so much fun! Went on a few tours in Salem and Boston and this was top notch!
— Shawnie
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Your tour was amazing and very informative. I loved all the history that came with the stories. Thank you so much!
— Candice
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Interesting stories and engaging tour guide! The tour was interesting and Amber was a great guide! She was funny and entertaining. She even kept my 3 year old’s attention! Thanks for a great tour!
— Alex
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A fresh and fun experience! A must do activity. One of the most entertaining experiences of our US trip.
— Keena
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Loved it!! Thanks for the great experience which was very informative and entertaining! Loved the history of it all! Thank you!
— Vince

Frequently asked questions about Boston

What are the must-see landmarks in Boston? 

Because Boston is known for its colonial past, it’s hard to miss its most historic landmarks. Check out Paul Revere’s home, walk the famed Freedom Trail, and grab a snack at Quincy Market, which dates back to 1825.

All seasons offer a reason to see Boston’s outdoor beauty, including Boston Common and Boston Public Garden. Soak up the fresh spring blooms or try some ice skating at Frog Pond depending on when you visit.

Boston has tons of gorgeous museums, with the Museum of Fine Arts being one of the most famous. Don’t miss the chance to visit there and the more eclectic and dreamy Isabella Stewart Gardner Museum.

What are the best attractions in Boston for families?

The city of Boston has a soft spot for families, with many kid-friendly attractions and points of interest. Parents will have a blast learning and sightseeing along with the little ones.

  • The Children’s Museum in Fort Point has been a mainstay to Boston for decades, offering permanent and rotating exhibits for all ages.
  • Other museums, such as the Science Museum and the New England Aquarium, also welcome children and families of all ages to come and explore their exhibits.
  • Visit the Make Way for Ducklings statue in Boston Common to learn about these iconic children’s story characters.
  • Faneuil Hall is a fantastic place for lunch for kids, because everyone can choose their favorite meal at the various stands inside the hall.

What are the best tours in Boston?

As soon as you land in Boston, you can take a Freedom Trail tour. This is the best way to get a lay of the land and immerse yourself in the past, as this city is one of the oldest in the country. It begins right downtown at the lively Boston Public Market.

If you consider yourself a sports buff, you can tour the iconic arenas located in Boston, including Fenway Park (for the Red Sox) and TD Garden (home of the Boston Bruins and Boston Celtics). If visiting in certain seasons, you can catch live games too of course!

Don’t miss a chance to have some spooky fun in Boston too on a Boston ghost tour. You’ll get a feel for the city’s grim past, from eerie graveyards and tales of witch burnings to stories about the Boston Massacre and seeing old haunted theaters.

When is the best time to visit Boston?

As a four-season city, your experience visiting Boston will be a little different every time. There is plenty of holiday spirit in the wintertime and outdoor activities, plus cozy restaurants to stay warm. In the spring, flowers bloom throughout the parks and neighborhoods and lots of festivals start to take place. 

Summer can get very hot, but there’s nearby beaches and air-conditioned museums to beat the heat. It’s usually the busiest time to visit the city. Fall colors come alive via trees and gardens as well, and it’s one of the slower seasons to visit.

Where should I stay in Boston?

Boston has beautiful accommodations from along the harbor to nestled inside historic neighborhoods. Each has its own character, offering a wide option of amenities that highlight the city’s culinary scene and waterside charm.

If you are a sports buff, you might want to stay near North Station or over by Fenway Park to be close to the stadium and games. Theater people can stay in the theater district, which is close to Boston Common for sightseeing too.

There’s some beautiful neighborhoods, like Back Bay and the North End, that offer a more boutique stay in Boston.

What are the best annual events in Boston?

Every Memorial Day weekend, the city welcomes Boston Calling, a large outdoor music festival featuring top performing acts of the year. St. Patrick’s Day is also a lively event, especially with the Parade in South Boston aka Southie.

Throughout the year, Little Italy in the North End hosts traditional holidays and feast days for locals and visitors to join in. They include processions, parades, food, and music in the streets.

The holiday season is special in Boston, with lots of yuletide cheer and several outdoor and indoor events. Favorites include the annual Nutcracker ballet, Christmas tree lighting ceremonies, and First Night, the country’s oldest celebration of New Year’s Eve.

What food is unique to Boston?

You can take Boston history on your plate with its unique dishes. Tradition comes alive through the city’s food, especially the catch of the day.

Here are some culinary experiences to savor:

  • Fresh seafood can be found at many local hotspots, but the lobster rolls at Saltie Girl are classic and hyper local. 
  • For a more upscale experience, tuck into a hearty roll at Row 34, or Neptune Oyster in the North End.
  • Speaking of the North End, you can nosh on some homemade pasta at Tony & Elaine’s. 
  • Don’t skip the cannolis at Modern Pastry (or its rival, Mike’s Pastry).
  • Slide into a booth at Pizzeria Regina, a neighborhood mainstay since 1926.
  • You can have a local Sam Adams beer and a side of clam chowder at Boston’s oldest pub, called the Bell in Hand, claiming history back to the late 1700s.

What should I do on my first trip to Boston?

Certainly get your bearings as soon as you arrive in Boston, Unlike Manhattan and other grid-planned cities, Boston has many winding roads and old cobblestone streets to explore (and get wonderfully lost) 

Take a guided walking tour along the Freedom Trail first to embrace Boston’s history. Then stroll through Faneuil Hall and along the harborfront to visit the aquarium. You can grab dinner and drinks in the North End, also known as Little Italy from there.

Save time on other days to visit the many museums, shopping on Newbury Street, touring old churches, or simply sampling dumplings in Chinatown.

How much time should I spend in Boston?

It takes some time to get to know this city, so we recommend you spend a minimum of 4-5 days on your first trip to Boston. That should give you time to explore some of the surrounding coastal towns and neighboring cities too.

You could squeeze it into a long weekend if you want to focus on just one aspect of the city, like its top historic sights or sports. And if you’re coming for an event like St. Patrick’s Day, you might visit for only one day — just know that you’ll want to return to stay longer and get the true flavor of the city.

What are the best transportation options in Boston?

Boston’s main public transport is the MBTA, known colloquially as “the T.” There are four main subway lines and one bus route that goes to the airport. You can take the T to many top areas of Boston or use its extensive bus network as well.

There’s plenty of taxis and ride share programs, and much of downtown is walkable. You can drive in Boston but parking sometimes can be a challenge unless through your hotel.

Where is the best shopping in Boston?

Newbury Street and all its opulence is synonymous with Boston’s best shopping scene. There’s plenty of boutique stores that offer local wares and high end brands as well.

Another fun area to splurge is the Prudential Center in the Back Bay with more than 60 shops and restaurants. After shopping, you can visit the top of the Prudential Center for panoramic views of the city skyline.