Top Boston Walking Tours - page 2

Ghosts and Gravestones Boston Nightwalk

Boston: Underground Railroad History Tour of Beacon Hill

(37)

from $33

2 hours 30 minutesFree Cancellation

5.0

(192)

from $35

Beacon Hill Boston Walking Tour: History + Fun Photo Tips

Discover Boston’s rich past and vibrant present on this small-group (or private) walking tour—a relaxed and informative way to get your bearings if visiting the city for the first time. Gain valuable insight from local guide as you explore spots such as Boston Harbor, Faneuil Hall, Beacon Hill, and the Public Garden. As you wander, learn about the city’s Revolutionary roots, architectural gems, and cultural evolution—and get an understanding of what life is like for modern-day residents.

(171)

from $45

Boston's Freedom Trail and Charming Beacon Hill Tour

Price varies by group size

(664)

from $25

Boston Freedom Trail History Pub Crawl Small-Group Tour

2 hours 15 minutesFree Cancellation

Boston Ghosts and Gravestones Trolley Tour

(1,053)

from $60

Combine two attractions Boston has to offer—delicious food and rich history—on this walking tour that starts in the popular North End and continues along the Freedom Trail. Taste fresh bread, pizza, and a classic Italian deli sandwich at local stops in this historic Italian neighborhood. Then, walk the Freedom Trail to learn about the American Revolution, all while enjoying scenic views of Boston Harbor and the Rose Kennedy Greenway. Explore the charming architecture of Beacon Hill and experience the city's blend of old and new.

(2,621)

from $46

Boston's Food and History: North End, Freedom Trail, Beacon Hill

5 hoursFree Cancellation

Boston Ghosts Boos and Brews Haunted Pub Crawl

(1,888)

from $91

Step into the shadows and discover the haunting tales of our city's past.

Discover haunted houses and spooky cemeteries during this guided walking tour in Boston. Explore several landmarks tied to the Revolutionary War during this informative and entertaining city stroll. Hear stories about American Patriots and learn about a formative period in Boston’s history during this ghost-themed tour that includes Boston Common, the Old State House, and King’s Chapel Burial Ground.

4.4

(125)

from $29

Ghosts of Boston Night-Time Walking Tour

Ghosts of Boston Night-Time Walking Tour

When tracing the roots of American independence, the city of Boston is one of the most important epicenters in the country’s history. The Freedom Trail runs through downtown to Charlestown, taking you on a literal walk through the events that inspired and instigated the American Revolution. Join a local guide for a tour of the entire 2.8 mile (4km) trail which includes visits to Bunker Hill and the USS Constitution so you can hear the full historical tale.

4.4

(312)

from $30

Freedom Trail Walking Tour with Bunker Hill and USS Constitution

4 hoursFree Cancellation

5.0

(864)

from $79

Don’t waste time looking for the ideal place to eat as you walk the cobblestone streets of Boston’s North End. Join other passionate foodies to snack your way through the neighborhood’s hidden gems. Your guide directs you to a hidden Italian bakery, an authentic Italian salumeria, and a family-run pastry shop. Visit the Old North Church (or equivalent alternative) and enjoy a rich cappuccino or bold espresso with a pastry.

Boston’s North End Food Tour: Italian Flavors and Heritage Walk

Price varies by group size

(1,635)

from $70

Boston Freedom Trail Self-Guided Tour with Audio Narration & Map

Explore Boston’s Freedom Trail as you wish with this self-guided audio tour. Download the iPhone or Android GPS app and start along the trail when it suits you. As you wander between the sites, dip in and out of their backstories, deep-dive into topics that grab your interest, and stop and resume the audio when you wish. The benefit? You’ll enjoy more flexibility than on a fixed-itinerary tour and have more information at your fingertips than if exploring alone.

Boston Freedom Trail Self-Guided Tour with Audio Narration & Map

3 to 4 hoursFree Cancellation

Explore the best of Boston at your own pace on a hop-on hop-off trolley tour of the city. Choose from a 1- or 2-day pass and see Boston’s top attractions, including the USS Constitution, the original bar from TV show “Cheers,” and the Faneuil Hall Marketplace, to name a few. The pass includes discounted admission to the Boston Tea Party Ships and Museum, to enjoy during or after the tour.

(117)

from $10

Boston Hop-On Hop-Off Trolley Tour with 13 Stops

Boston Hop-On Hop-Off Trolley Tour with 13 Stops

Haunted Boston Ghost Tours

4.3

(5,945)

from $51

Will you telltale of our tour to others?

Relive one of the most important events leading up to the American Revolution and learn about a side of the story most tourists miss on this guided tour of the Boston Tea Party Ships and Museum. Explore authentically restored tea ships with the help of a guide as you get their insights into this pivotal event, and throw some of your own tea into Boston Harbor. It's an ideal experience for American history buffs, tourists, and locals alike.

(176)

from $25

Boston Tea Party Ships and Museum Admission

Boston Tea Party Ships and Museum Admission

1 hourFree Cancellation

4.7

(2,908)

from $36

2-Hour Beacon Hill True Crime Expert Guided Tour

2 Hour Historic Pub Crawl in Boston

(243)

from $35

Discover some of Boston's most notable historic landmarks—and pair your sightseeing with a pizza crawl—on this time-saving, two-in-one walking tour. With just a guide and small group for company, stroll through the city’s oldest neighborhoods, including Little Italy on the North End. Walk along the Freedom Trail to sights including Paul Revere House and the USS Constitution, and head to local pizzerias for three full-size slices along the way.

4.8

(69)

from $35

Boston Pizza Lovers Food and History Walking Food Tour

Boston Pizza Lovers Food and History Walking Food Tour

2 hours 50 minutesFree Cancellation

4.7

(1,116)

from $59

Downtown Freedom Trail, Beacon Hill & Back Bay Walking Tour

Travel back in time, to the early years of the United States of America, during this guided walking tour of Boston’s Freedom Trail and beyond. Relive the events of the American Revolution as you pass Faneuil Hall, see the Old and New State Houses, and visit the setting of the infamous Boston Massacre. Then head downtown past Boston Common and the modern John Hancock Tower, finishing in Copley Square.

Downtown Freedom Trail, Beacon Hill & Back Bay Walking Tour

Let a costumed colonial dressed expert Guide show you Samuel Adams Boston, Sam Adams was a key figure in many of Boston's key Revolutionary events The Boston Massacre, The Boston Tea Party and more... At The Tour of The Freedom Trail, our Mission is to provide family-friendly experiences that guide guests as they discover Boston's history on walking tours to the historic locations along Boston's Freedom Trail. Join us on a 1 hour and 45 minute walking tour and learn about the inspiring history of Boston on The Tour of The Freedom Trail. Traverse through the graveyards and sites of the Boston's history including the Tea Party and The Boston Massacre with a costumed historical interpreter.

4.6

(479)

from $45

1 hour 30 minutes to 1 hour 55 minutesFree Cancellation

Freedom Trail Experience

5.0

(9)

from $35

Boston South End Food Tour: Local Flavors & Neighborhood History

Discover the South End in a fun and memorable way with this Sweet and Savory Food Tour. Make your way through this iconic Boston neighborhood, stopping for treats like French-Cambodian appetizers to a charming cheese market and locally famous sweets. As you walk, admire the architecture and learn about the area’s rich cultural history. Your guide will share insider knowledge and point out hidden gems along the way.

Boston South End Food Tour: Local Flavors & Neighborhood History

3 hoursFree Cancellation

Discover the vibrant colors of autumn on a Fall Foliage Day Trip from Boston through Southern Vermont and Western Massachusetts. Your journey begins in Western Massachusetts with scenic stops at the French King Bridge, Mineral Road Bridge, and historic Cabot Camp—each offering sweeping views of brilliant foliage along the Connecticut River. From there, we’ll head north into Southern Vermont, where the season’s beauty unfolds at the charming Creamery Covered Bridge and the Hogback Mountain General Store and Scenic Overlook. Along the way, enjoy a relaxing lunch and time to take in the crisp mountain air. On the return trip to Boston, we’ll visit the Yankee Candle Flagship Store, where you can explore its signature scents and seasonal displays—an aromatic highlight to end the day. Don’t miss this unforgettable autumn escape from Boston, filled with breathtaking views, charming stops, and the very best of New England’s fall foliage.

(76)

from $135

Connecticut River from the French King Bridge

Fall Foliage Scenic Day Trip to Vermont and Western MA with Stops

12 hoursFree Cancellation

4.7

(10)

from $149

Walking Tour of Boston's Freedom Trail

Explore Newport in a single day without planning or driving from Boston. This small-group tour includes pre-booked mansion admissions, guided transport with hotel pickup, and free time in the historic waterfront district to help you use your time efficiently. Visit iconic mansions, enjoy a scenic coastal walk, and discover additional historic landmarks along the way. With logistics handled in advance, you can focus on architecture, scenery, and independent exploring.

(90)

from $30

Special Offer

Newport Small-Group Day Tour: The Breakers & Marble House

Newport Small-Group Day Tour: The Breakers & Marble House

8 to 10 hoursFree Cancellation

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Top Attractions in Boston

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What are people saying about Boston

Boston’s Politically Incorrect North End Food Tour

Loretta_K, Sep 2026

Virgin Ears May Want to Reconsider

Really enjoyed this walking food tour. Anthony was funny, had great stories and made sure we were fed well. Don’t let the title turn you away. Nothing more than a few “F” bombs. So if you have virgin ears or are offended by that word, probably best you stay home.

Boston: Freedom Trail History Small Group Walking Tour

Claire_S, Sep 2026

Best tour in Boston!

Absolutely the best tour experience in Boston! I normally don’t write reviews, but I had to say something about this tour because it was that good! From start to finish, this company was outstanding. Our history guide, Ted, was incredible! So knowledgeable and passionate about Boston’s history. He brought the stories to life. Ted truly made the experience unforgettable. We couldn’t have asked for a better experience. Definitely the best tour company in Boston!

Tour of Historic Fenway Park, America's Most Beloved Ballpark

Danielle_B, Sep 2026

Best Tour of Fenway!

It was an excellent experience! I took my Dad (who is a big Red Sox fan) for his birthday. It was a great tour for Red Sox fans and general baseball fans alike. Our tour guide was very knowledgeable and took time to answer questions. There are a lot of stairs and walking which we knew going into the tour. Our tour guide was courteous and we took breaks at different parts of the park, he checked in on everyone, and would tell us a bit of history about that section of the park. Overall I could not recommend this tour enough. The history of Fenway was fascinating to learn as well as seeing the Red Sox history too. The tour guides made it special and fun.

Boston North End Food Tour with Authentic Local Flavors & Dishes

Matt_R, Sep 2026

Boston Guided Food Tour

I really enjoyed the food tour while visiting Boston. The food was phenomenal, especially the Italian pizza slice, Aracini, Italian ice slush, and the famous cannolis. The tour guide Sean did an amazing job providing the group a lot of great history lessons. I highly recommend.

The Full Revolutionary Story Epic Small-Group Boston Walking Tour

Donna, Sep 2026

Freedom Trail Viewed Another Way

Mike stepped in as our tour guide when a family birth prevented our original guide from joining us, and he did an outstanding job. This was very different from a traditional Freedom Trail tour, which generally follows a set route and focuses on specific locations. Instead, Mike brought the history to life by introducing us to the people who played important roles in the very beginning of the American Revolution. His knowledge of American history and the Revolution was exceptional. Mike introduced us to many revolutionary-era figures we had never heard of and explained their individual contributions and importance to the Revolution. His stories provided a much deeper understanding of the people and events that shaped the early struggle for independence. There was an incredible amount of information packed into the 3.5-hour tour, yet Mike kept it interesting and engaging throughout. His knowledge and enthusiasm made this a memorable experience, and we came away with a much greater appreciation for the people behind the Revolution. We would highly recommend this tour!

Boston Seafood Tour: Behind the Scenes at the Historic Fish Pier

Linda_M, Sep 2026

If you love seafood, this...

If you love seafood, this tour is for you. We learned a lot about the fishing industry and got up close to the boats and inside one of the packing plants. We even saw a flock of seagulls stealing fish from one of the trucks. The tastes of seafood included an amazing chowder, fish tacos, fresh sushi, lobster roll and fresh oyster.

Boston Duck Boat Sightseeing City Tour with Cruise

Bree_F, Sep 2026

Love from Cali

I had so much fun!! I heard a lot of negative things and I’m so unsure why! The tour was very educational and our tour guide was HILARIOUS!! I do wish I got a chance to drive the boat though and also wish it wasn’t assigned seating . I got stuck between two men who want to man spread and took up the whole area near me. Very uncomfortable but i still had fun! If I had known I would have paid for another ticket and had the row to myself and also not show up super early thinking it’s first come first serve

Boston Seafood Lovers Food and History Walking Tour

Sherry_P, Sep 2026

Of course it is always...

Of course it is always the guide that makes or breaks a trip and our guide, Dan, made this an exceptional tour. Dan had a great repore with all the restaurants and this made for a fun and delicious day. The pace of the tour was leisurely which gave us time to get to know the other members of our group and also provided us with opportunities to pick Dans wealth of knowledge about the Boston area and other great restaurants to visit. This could not have been a better experience!

Boston’s North End Food Tour: Italian Flavors and Heritage Walk

Kelly_F, Aug 2026

It was so interesting,...

It was so interesting, informative and delicious!!!! Loved the places we visited and the food/drinks we tasted! Our tour director, Nabil, was so knowledgable but more importantly he was so funny! We also visited a few historical places that were on the walking route. Highly recommend!!!

Boston Freedom Trail Walking Tour with Costumed Guide

Jennifer_M, Jul 2026

Took my teenage son on...

Took my teenage son on this tour as a way to bring his US History class to life while we were in Boston. He is usually pretty whiny about walking and organized tours, and has some attention trouble. He enjoyed this tour enough that he was shocked when it was over, the 90 min flew by!

Boston's 250th Freedom Trail Tour

Kelly_D, Jul 2026

Boston's 250th Freedom Trail Tour

I like the fact that the company has their tour guide represent a person in our colonial history and then, speak about the character's history. Elaina, a.k.a., Mother Goose, was early to greet the tour guests and readily showed enthusiasm for the job and tour. We valued the fact that Elaina was truly a Boston native and enjoyed listening to her personal story as it tied into the tour. The history that she provided at the various stops was not only informative but fascinating. Clearly, her experiences and former jobs in the theater arts lends itself well to being a tour guide that needs to present a lot of historical information and background to the tour guests. I strongly recommend using this tour company for your Freedom Trail Tour. Elaina, thank you for being such a GREAT tour guide!!!