The 15 Best Walking Tours in Boston

Boston: Freedom Trail History Small Group Walking Tour - Starting at Boston Common and the Foundation Monument

★★★★★★★★★★5.0 · 6,450 reviews · 2 hours 30 minutes (approx.) · from $35Our pick

Walk Boston’s full Freedom Trail with a historian guide, from Boston Common to Copp’s Hill, in a small group of no more than 16.

“Our tour was supposed to start at 11:00 am but was delayed. Apparently the original tour guide didn’t make it to work that day. However, it was worth the delay because the replacement guide was the bomb! She knew sooo much history and details, our 2.5 hour tour was over before we knew it. Such a great experience and definitely a recommended tour.”

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Harvard University Campus Guided Walking Tour

2.Harvard University Campus Guided Walking Tour

★★★★★★★★★★4.5 · 3,632 reviews · 1 hour 10 minutes (approx.) · from $23

See Harvard with a current student, from Harvard Square and Yard to the John Harvard Statue and Memorial Hall, in 70 minutes.

“It was really informative and a great touch to be shown around by a current student with real life experience of campus”

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Boston Freedom Trail Walking Tour with Costumed Guide

3.Boston Freedom Trail Walking Tour with Costumed Guide

★★★★★★★★★★4.5 · 2,531 reviews · 1 hour 45 minutes (approx.) · from $26

Walk Boston’s Freedom Trail with a costumed guide, from the State House and Granary Burying Ground to Faneuil Hall and the North End.

“This was our first time in Boston, and we were looking for a great way to absorb and explore all the history it has to offer. Despite windy conditions, and colder temps, our tour guide, Katherine, was amazing and tied history, with some comedy, throughout our entire experience. It was great! Would recommend to anyone interested in learning more about Boston’s history, while exploring the freedom trail.”

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The Full Revolutionary Story Epic Small Group Boston Walking Tour

4.The Full Revolutionary Story Epic Small Group Boston Walking Tour

★★★★★★★★★★5.0 · 2,356 reviews · 3 hours to 3 hours 30 minutes (approx.) · from $55

Follow Boston’s Revolution in chronological order on a three-hour small-group walk with expert storytelling, historic sites, harbor views, and North End food tips.

“Very informative and entertaining. Gives a great high-level overview with interesting decisions and insights. Wear your walking shoes!”

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Boston’s Freedom Trail: A Revolutionary Walking Tour

5.Boston’s Freedom Trail: A Revolutionary Walking Tour

★★★★★★★★★★4.9 · 1,748 reviews · from $31

Walk Boston’s full Freedom Trail with a lively guide, from the Boston Massacre Site to USS Constitution, historic churches, graves, and Bunker Hill.

“Matthew, the guide did a very good job. I am glad I took that tour.”

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Boston: Freedom Trail History Small Group Walking Tour

6.Freedom Trail History Small Group Walking Tour

★★★★★★★★★★4.9 · 1,590 reviews · 2h 30m · from $35

Follow Boston’s Freedom Trail with a small group, sharp storytelling, famous burial grounds, and views toward the USS Constitution and Bunker Hill.

“Guide was amazing kile It was really interesting and informative”

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Boston’s Freedom Trail: A Revolutionary Walking Tour

7.Boston’s Freedom Trail: A Revolutionary Walking Tour

★★★★★★★★★★5.0 · 1,343 reviews · 2 hours 30 minutes (approx.) · from $31

Walk all 16 official Freedom Trail sites in 2.5 hours, from Boston Common to Copp’s Hill, with vivid stories of revolution, reform, and daily life.

“Kenny was the best guide, a true history-lover and storyteller, who kept our huge group entertained. Even the history buffs in our group learned something new today.”

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

8.Boston’s North End Food Tour: Italian Flavors & Heritage Walk

★★★★★★★★★★5.0 · 1,322 reviews · 2 hours (approx.) · from $70

Taste Boston’s North End through bread, salumi, pizza, pastry, coffee, and Old North Church history on a small-group walk.

“Our tour guide was very knowledgeable on the content on the area. Took us to great food spots to sample delicious options. We had a great time. We even got great spots to sample afterwards.”

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Freedom Trail Walking Tour 250

9.Freedom Trail Walking Tour 250

★★★★★★★★★★4.5 · 1,118 reviews · 1 hour 45 minutes (approx.) · from $26

Walk Boston’s 1.2-mile Freedom Trail with a costumed guide, hearing lively stories at historic churches, cemeteries, meeting halls, and markets.

“A walking tour you will not regret. Elaine Vrattos Jacobs aka Elizabeth Foster Goose (Mother Goose), is a Boston local who takes you on a fantastic adventure around the Freedom Trail. Highly recommended!”

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Boston Pizza Lovers Food and History Walking Food Tour

10.Boston Pizza Lovers Food and History Walking Food Tour

★★★★★★★★★★4.5 · 1,082 reviews · 2 hours 50 minutes (approx.) · from $69

Taste three Boston pizza slices, cannoli, and North End history on a small-group Freedom Trail walking tour.

“Our tour guide was friendly and informative. Pizza at three different stops. All delicious. By the time our cannoli arrived we were full. We will enjoy them soon.”

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Delicious Donuts of Boston: A Sweet History Walking Tour

11.Delicious Donuts of Boston: A Sweet History Walking Tour

★★★★★★★★★★5.0 · 1,038 reviews · 2 hours (approx.) · from $70

Taste Boston’s best donuts while walking from Kane’s to the North End, with cider, local history, and samples at four beloved shops.

“Very nice tour with Katie. Good variety of donuts. I liked that you only got a quarter of each donut so that you didn’t fill up too fast, but then I think it was a little pricey for what you received. Interesting background stories on a variety of topics.”

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Entire Freedom Trail Walking Tour: Includes Bunker Hill and USS Constitution

12.Entire Freedom Trail Walking Tour: Includes Bunker Hill and USS Constitution

★★★★★★★★★★5.0 · 732 reviews · 4 hours (approx.) · from $79

Walk Boston’s full Freedom Trail with Mark, from the State House to Bunker Hill and USS Constitution, in a detailed four-hour history tour.

“Mark shared a lot of interesting information about key players in the Revolution. He definitely knows his stuff and was interesting. He pointed out some important spots that aren’t included in the official freedom trail. His restaurant recommendation that James Hook & Co has the best lobster rolls was spot on!”

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Boston History Tour: Scenic Walk Through Time & Landmarks

13.Boston History Tour: Scenic Walk Through Time & Landmarks

★★★★★★★★★★5.0 · 627 reviews · 2 hours (approx.) · from $39

Walk Boston from the Greenway to the Public Garden, tracing Revolutionary landmarks, famous graves, grand streets, and local life in two hours.

“This tour was great and a major reason why was our tour guide Conner Bourgoin. He was genuinely excited about giving us all the history details and answering our questions.”

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Cambridge, Massachusetts: MIT and Harvard Walking Tour

14.Cambridge, Massachusetts: MIT and Harvard Walking Tour

★★★★★★★★★★4.7 · 486 reviews · 3h 30m · from $49

Tour MIT and Harvard in 3.5 hours, with architecture, student traditions, famous pranks, Harvard Yard, and subway fare included.

“This tour was great! Jenny is such a fantastic guide!”

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Downtown Freedom Trail, Beacon Hill & Back Bay Walking Tour

15.Downtown Freedom Trail, Beacon Hill & Back Bay Walking Tour

★★★★★★★★★★4.5 · 473 reviews · 2 hours (approx.) · from $65

Walk Boston from Faneuil Hall to Copley Square, hearing colonial stories, seeing Beacon Hill and Back Bay, and learning local quirks.

“Alan (Allen?) was very nice and super informative! He had a little speaker to help him be heard as we traversed Boston and we learned a lot of history from him! Lots of facts, lots of ground covered, and some humor sprinkled in!”

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