Top Boston Walking Tours - page 5

Dumplings to Dim Sum: Food and History Tour of Boston's Chinatown

Explore Boston in a way that interests you on a private walking tour that can be customized to your preferences. You'll follow a flexible itinerary tailored to include attractions that you want to see, such as Boston Common, Freedom Trail, or Copley Square. If you don't have specific interests, you can leave the itinerary up to your guide. Either way, this is a chance to enjoy Boston's history and charm with a guide all to yourself.

(18)

from $135

Private Customized Walking Tour of Boston

Private Customized Walking Tour of Boston

2 hours to 2 hours 30 minutesFree Cancellation

(11)

from $595

Per group

Enjoy a private pickup and ride to historic Salem with your guide. Walk the streets where hysteria once ruled, and learn about the Puritan past that shaped daily life in early New England. Uncover the tragic history of the witch trials during a visit to the moving Witch Trials Memorial. Discover Salem's prosperity during the "Old China Trade," when ships sailed to Asia and returned with exotic goods like silk and porcelain, making it one of the wealthiest towns in the early United States and home to the country's first millionaire. See how this era shaped the city beyond the witch trials with a visit to the Salem Maritime National Historic Site. You'll have 1.5 hours of free time to grab lunch and browse for souvenirs, from classic mementos to mystical finds like tarot decks and potion ingredients. Afterward, we'll continue exploring Salem's landmarks before your private ride returns you to Boston.

Salem Full Day Private Tour from Boston

8 hoursFree Cancellation

(5)

from $419

Are you looking for a way to see all 16 Freedom Trail sites without joining a tour group? Explore at your own pace with this self-guided walking tour. • Find out about Samuel Adams, the one man on whom you could maybe blame the entire American Revolution and other key Freedom Trail players • Hear from producer Daniel Berger-Jones, a local educator and tour guide • Do it all in 120 minutes or linger at stops along the way with complete control over when you start and finish • Get unlimited use before your booking date and after it • Use the virtual tour option at home Once you’ve booked, you’ll receive a ticket with instructions and a unique code listed under “Before You Go”. Then simply install the Voice Map app and enter your code. The app displays directions to the starting point, and when you’re in the right place, pop in your headphones, and just tap start. Voice Map has automatic GPS playback, with turn-by-turn directions. It also works offline.

Boston's Freedom Trail: A Self-Guided Tour of All 16 Sites

Boston's Freedom Trail: A Self-Guided Tour of All 16 Sites

2 hours to 2 hours 40 minutes

Tour of the Freedom Trail: Faneuil Hall to Boston Common

(14)

from $15

1 hour 30 minutesFree Cancellation

4.5

(46)

from $25

Boston Walk Through History Private & All-Inclusive Tour

3 to 6 hoursFree Cancellation

4.6

(11)

from $339

Explore the ultimate highlights of one of America’s greatest cities with our comprehensive tour, blending history, culture, and heritage into one unforgettable experience. Delve into the origins of America, uncover riveting stories of rebellion, war, and the nation’s independence. This tour is your gateway to discovering the rich tapestry of America’s past and present. Discover Boston's top attractions, including the iconic Boston Common and the famous “Cheers” bar in the picturesque Beacon Hill. Walk the Freedom Trail, exploring historical landmarks like the site of the Boston Massacre, a crucial moment in American history, and visit notable spots within Boston Common, including the graves of Paul Revere and Samuel Adams. Enjoy engaging and informative stories about key events such as the Boston Tea Party and Boston Massacre, and explore must-see locations like the Old State House, Faneuil Hall, and Quincy Market.

Boston Historical Freedom Trail and Cheers Landmark Tour

Private Day Trip to Lexington and Concord from Boston

4.3

(6)

from $49

6 hours 30 minutesFree Cancellation

(31)

from $423

The Ghosts of Boston's Past Haunted Self-guided Tour

30 to 45 minutesFree Cancellation

3.5

(4)

from $5

Private 1.5-Hour Freedom Trail Walking Tour with Costumed Guide

Explore several stops along Boston’s Freedom Trail—and learn insider stories about the sights, which you wouldn’t encounter on your own—on this private walking tour. With just your guide for company, have more flexibility than regular group tours, and feel free to move at your own pace. As you go, learn all about Boston’s Revolutionary War history, and visit top sights such as Bunker Hill.

Private 1.5-Hour Freedom Trail Walking Tour with Costumed Guide

1 hour 30 minutes to 4 hoursFree Cancellation

4.6

(46)

from $450

Per group

Not many tours combine an exploration of art and architecture with chocolate tastings. On this small-group tour, head to Back Bay to explore the district’s diverse 19th and 20th-century architecture. Stop at several different chocolate vendors and bakeries, interspersed with visits to two different art galleries across the neighborhood, including one featuring 56 artists with ceramics, paintings, and mobiles.

Back Bay Chocolate and Art Galleries Tour

Back Bay Chocolate and Art Galleries Tour

Guided Boston City Walking Tour

(34)

from $65

(76)

from $35

Navigate Boston’s historic streets and learn about its reach history with a guide, offering an informative and fun experience. Explore significant spots and see historical photos of the exact places you’re standing on, providing a new perspective of the city. With the driver/guide and headsets, you won’t miss a detail. Get ready for an unforgettable adventure through the streets of this historic city.

1 If By Land Walking Tours

(95)

from $45

Dive into the historic grit and gourmet soul of the "Cradle of Liberty". We’ll bypass the typical tourist traps to explore the city’s oldest corridors, shifting from the maritime majesty of the waterfront to the legendary cobblestone streets of the North End. The journey begins at the iconic Quincy Market, the crown jewel of the city’s 19th-century urban renewal. Standing beneath its massive copper dome, you’ll discover the market's transformation from a wholesale meat center to a world-class gathering spot. As we cross into the North End, the aroma of roasted garlic and fresh bread signals your arrival in Boston’s oldest residential neighborhood. We conclude your adventure at the Boston Public Market, a vibrant indoor hub that celebrates the rugged spirit of New England’s farmers. Surrounded by stalls of fresh Atlantic seafood and artisan crafts, we’ll gather for your Secret Dish, a savory specialty that captures the essence of Massachusetts heritage.

2-Hour Boston North End Food Tour with Authentic Italian Flavors

2-Hour Boston North End Food Tour with Authentic Italian Flavors

Private Day Tour of Salem and Boston

4.8

(19)

from $86

7 hoursFree Cancellation

(27)

from $418

Boston Freedom Trail History Tour with Optional Food Tastings

4.6

(23)

from $39

Boston already has plenty of tours that focus on the American Revolution. So we created one that focuses on inventions, entrepreneurship, and social change — ways Boston changed the world, both before and after the Revolution. We’ll talk about the importance of the schools and colleges created here in the 1600s; one of the first “clinical trials” conducted in North America, which saved countless Bostonians from smallpox; one of the country’s most impressive Black inventors; the connection between an MIT startup and “The Wizard of Oz”; and women who protested and went to jail to gain voting rights. We’ll also talk about one of America’s first millionaires, whose fortune was built on ice cream and cocktails. If you want to understand what makes Boston unique, and you’re interested in STEM, entrepreneurship, or social change movements, this tour is especially for you! Next tours on: July 24 + Aug 21 (available on Viator.) Other tours may be listed on our site - theinnovationtrail.org.

One Hour Walking Tour: Hidden History and Innovation

1 hour to 1 hour 15 minutesFree Cancellation

Take in 16 historic landmarks along Boston’s Freedom Trail on a self-guided tour that offers the flexibility to explore at your own pace. You can access turn-by-turn directions whenever you want, so you can start, pause, and restart the tour on your own schedule. As you follow the Freedom Trail, you’ll hear stories about local history, legendary Americans, and founding fathers and from a Boston insider.

(1)

from $30

Boston’s Freedom Trail: A Self-Guided Audio Tour

Boston’s Freedom Trail: A Self-Guided Audio Tour

1 hour 15 minutes to 1 hour 30 minutes

3.9

(18)

from $10

The Untold History of Boston Walking Tour steps off the beaten path and explores the captivating stories that lie just beyond the Freedom Trail. This small group tour by a lifelong local will take you through the city's lesser-known but equally fascinating sites, where remarkable events have shaped Boston's vibrant history. Get ready to immerse yourself in tales of disaster, transformation, resilience, and deception as we visit these intriguing locations.

Boston Untold History Walking Tour

Private Boston Movie Mile Guided Walking Tour

(7)

from $25

1 hour 30 minutes

(12)

from $69

There’s tons of options for things to do in this city, and tons of Tour Guides…while you’re here, come hang out with the most colorful one in town, on the Pizza, Beer, and Paul Revere Tour! I’m Jimbo the Tye Dyed Tour Guide, and I strive to have these tours feel like you’re just hanging out with an old friend, in a new city... grabbing a bite and a beer while checking out some history. Super casual, not overwhelming with dates and facts…just enjoying a couple slices and a beer in a pre-revolutionary Boston. See tiny back alleys ways from the 1700's as we walk down cobblestones the forefathers walked on, on our way to grab two slices of the best pizza you've ever had!! Also, i take a really neat little video of our tour, which i post to my social media pages like instagrem, feel free to find me there and see past videos of people having a wicked good time under: TyeDyedTourGuide!!

The most colorful tourguide in town, The Tye Dyed Tour Guide!!

Pizza Beer and Paul Revere Tour

(13)

from $75

Explore Boston’s lesser-known history on an adults-only true crime walking tour. Led by a local guide, the experience connects real criminal cases to the city’s broader social and historical backdrop, helping you understand how these events influenced Boston’s development. With thoughtful storytelling and curated context, the tour offers a balanced perspective on crime, community, and legacy beyond sensational headlines.

A raw, unfiltered look at the crimes that shaped Boston’s history.

True Crime Tour of Boston

Relive 1776: See Boston's History in Augmented Reality (AR)

4.0

(18)

from $26

Self-Guided Audio Tour of Boston North End

(89)

from $30

50 minutes to 1 hourFree Cancellation

4.7

(3)

from $6

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Top Attractions in Boston

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Attractions

What are people saying about Boston

The Full Revolutionary Story Epic Small-Group Boston Walking Tour

Elizabeth_W, Jul 2026

FIVE STARS simply aren't enough!

Absolutely Outstanding! This was hands down the best historical walking tour I've ever experienced. Our guide was phenomenal—knowledgeable, energetic, engaging, and clearly passionate about Boston's history. For over three hours, he kept our small group completely captivated with stories that brought the American Revolution and the city itself to life. The time flew by, and when it ended, I honestly wished it would continue. What truly impressed me was what happened after the tour officially ended. Knowing my daughter was fascinated by the Great Boston Molasses Flood, he voluntarily walked us several extra blocks to the actual site and spent additional time explaining the event. That wasn't part of the itinerary. It was simply someone who genuinely loves history and wanted to make sure we had the best possible experience. You can tell this isn't just a job for him—it's his passion. His enthusiasm was contagious, and it made every stop memorable. If you're visiting Boston, do yourself a favor and book The Full Revolutionary Story Epic Small-Group Boston Walking Tour. It's worth every penny and was one of the absolute highlights of our trip. Thank you for an unforgettable experience! We will be touring with you again !

Boston: Freedom Trail History Small Group Walking Tour

Victor_M, Jul 2026

5/5 Freedom Tour w/Alex

Alex was a great tour guide and kept us entertained throughout this informative tour. I would recommend this activity as it was extremely informative on the events leading up to the Revolutionary war and what colonial Boston and surrounding cities were like during the time period.

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

Josephine_H, Jul 2026

A Wonderful Experience!

We were lucky to do this tour with Lexie, who was absolutely amazing! A native Bostonian and an actual historian, she shared so many facts and anecdotes, it really made the North End come alive for us! It was a rainy and dreary day, but she still made it comfortable for us. All of the food we sampled was delicious - with extremely generous portions, so come hungry! I would absolutely recommend this excellent experience to anyone visiting Boston. Ask for Lexie!

Boston's 250th Freedom Trail Tour

Matthew_T, Jul 2026

Ben was an awesome tour guide!

Ben was an awesome tour guide. It was a really hot day, so he made sure to keep us in the shade as much as possible, which was great, especially with kids. He was very informative while keeping it very entertaining. Was a great way to spend July 4th. Would definitely recommend.

Boston Duck Boat Sightseeing City Tour with Cruise

Darrel_M, Jul 2026

Fun and Interesting Tour

We were surprised by how much of Boston we got to see on the Duck Boat tour. It was interesting and enjoyable, and it was especially fun for our granddaughter. The guide made the 80-minute trip interactive and injected just the right amount of humor and energy. One negative—The seats in these old amphibious vehicles are not very comfortable, and that is amplified by the lack of shock absorption.

Harvard University Campus Guided Walking Tour

Susan_N, Jul 2026

Fun and interesting tour of Harvard

This was a very interesting tour. My friend chose this tour, and I was expecting a boring campus tour, but it was not. Our guide, Solidea, who is starting her senior year at Harvard in the fall, was so animated and entertaining as she explained the history and culture of Harvard while pointing out the landmarks. She had some funny and interesting stories mixed in with her personal experiences, and she was so lovely in answering our myriad questions about campus life. I really enjoyed this tour very much.

Freedom Trail Walking Tour with Bunker Hill and USS Constitution

Cheryl_B, Jul 2026

Great family day of history and fun

Absolutely fabulous. Mark was fun, informative and great for our family tour. He not only recapped history but also gave us extra not so well known facts. We have a wonderful day and I highly recommend HIS tour to anyone considering one. We saw a lot of tours while we were out and ours was definitely the best!

Boston's Freedom Trail: A Revolutionary Walking Tour

Jacqueline_B, Jul 2026

Out of state family visit

Guide was very knowledgeable. The tour went at a good pace. The only thing that I was disappointed with was that because the tour included the USS Constitution we thought we'd be going over to the ship. We only go to see it from across the water. It was a nice view but not what we were expecting,

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

Maureen_P, Jun 2026

Great combination of seafood and the history of Boston fishing industry

Great information about the seafood industry and the seaport area of Boston. Our guide, Caitlin, has a great personality and lots of energy. The food was terrific, chowder, tacos, lobster roll, sushi and oysters. There was more walking in this tour than many other food tours we have done. But the walking was was at a reasonable pace and broken up between the four stops. Definitely would recommend for anyone who enjoys seafood.

Boston North End Food Tour with Authentic Local Flavors & Dishes

Kathy_D, Jun 2026

Fantastic North End Food Tour

We had a late flight home from Boston on the last day of our vacation, so we decided to do a food tour. We met Chloe at the Boston Public Market, and got a little bit of a late start because we were missing two people. After multiple attempts to contact them, we struck out on the tour, and they caught up to us at our first stop. We made six stops, and had a wonderful variety of delicious local fare, including several delicious Italian treats. Chloe did a great job explaining the relevance of each food item (culturally) and sharing lots of interesting historical facts along the way. We really enjoyed it and would highly recommend this tour.

Boston Ghosts and Gravestones Trolley Tour

Gail_A, Jun 2026

Great time!

My husband, our two pre teens, and I had an amazing time on the Ghosts & Gravestones Trolley Tour in Boston! It was sooooo much fun—just the right amount of creepy without being too scary. Our tour guide, Anthrax, was absolutely fantastic. He was entertaining, knowledgeable, and brought all of the stories to life. We learned so many fascinating tales about Boston’s haunted history and visited some really cool locations along the way. This was a great activity for families with older kids and teens. We were engaged from start to finish and left talking about all the stories we heard. Highly recommend this tour if you’re visiting Boston and looking for a unique, fun, and memorable experience!