15 Walking Tours in Boston to Book Before You Fly

1.Freedom Trail History Small Group Walking Tour

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

Review of Boston’s 2.5-hour Freedom Trail walking tour, with all 16 landmarks, expert guides, practical tips, price value, and drawbacks.

“Our travel guide Alejandro was knowledgeable and enthusiastic in his depiction of each historical destination. He was sympathetic to the frigid cold temperatures and we had warm-up breaks, which were appreciated. His overall presentation was educational and informative to even the Boston resident!”

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2.Cambridge: Harvard University Student-Guided Walking Tour

★★★★★★★★★★4.6 · 3,931 reviews · 1h 10m · from $22

Explore Harvard Yard with a current student, hear campus stories, see famous landmarks, and decide if this 70-minute Cambridge tour is worth $22.

“A very good tour with interesting and humourous stories. Thanks to our guide Maria”

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3.Harvard University Campus Guided Walking Tour

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

See Harvard Yard, the John Harvard Statue, and Memorial Hall with a current student guide on this lively 70-minute Cambridge walking tour.

“Apple was an amazing tour guide! Very informative and kind. Made the best of a very cold and windy day on campus.”

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4.Boston Freedom Trail Walking Tour with Costumed Guide

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

Review of Boston’s $26 Freedom Trail walking tour, with a costumed guide, key sights, practical tips, value, and honest drawbacks.

“Longer than expected, went over 2 hr 15 min but full of interesting facts and stories. Weather was chilly in the shade so better to walk more”

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5.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

Review of Boston’s 3.5-hour Revolutionary Story walking tour, with Freedom Trail highlights, expert guides, practical tips, and honest value advice.

“Great experience as a solo traveler, saw and heard a lot of great history. Tour went very well even with the intense winds we had, the guide was very great with making sure we stayed warm throughout the journey.”

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

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

Walk Boston’s 16 Freedom Trail sites with a lively guide, from the Boston Massacre Site to Bunker Hill, for $31 in 2.5 hours.

“Jules was very knowledgeable and passionate about the subject. Had a great tour and would highly recommend”

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7.Freedom Trail History Small Group Walking Tour

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

Walk Boston’s Freedom Trail in a small group, hearing Revolution-era stories and seeing 16 landmarks for $35.

“I think a way to keep track of the freedom trail things we've seen as we go by would've been good. think like a hit list. there's just so much going on it's easy to get lost in the sauce”

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

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

Walk Boston’s full Freedom Trail with lively guides, 16 historic sites, and revolutionary stories for $31 in about two and a half hours.

“The tour guide was very knowledgeable however he could have taken a bit less time in the cemetery as everything else was at a rapid pace, even the younger people where finding it hard to keep up, l have a walking stick and struggled to keep up and missed half of what had been said, that was the same with a few others that were in the same boat.”

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

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

Taste bread, pizza, salumi, pastry, and coffee while walking Boston’s North End with a small group and Old North Church visit.

“Skip breakfast, you'll need the room. Coffee and pastry, followed by bread, pizza, and a sandwich. Great food. Our guide, Nabil, knew so much of interest about Boston's North End.”

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10.Freedom Trail Walking Tour 250

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

Review of Boston’s $26 Freedom Trail walking tour, with costumed guides, key sights, practical tips, value, and honest drawbacks.

“Make sure you get Ben!! He was totally awesome!! We had the best experience! Ben’s stories were so entertaining and we learned so much about the history of Boston”

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11.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, a cannoli, and North End history on a small-group Freedom Trail walking tour.

“This tour was wonderful. I went with my family of 6 and we all loved it. We started at a delicious cannoli place and also stopped at 3 pizza places in the North End and had a slice of pizza at each. Each one was different and delicious. Scotty was the tour guide and he was great. Very entertaining and great stories and information about the North End. This is our favorite section of Boston and we enjoyed the tour and all the food. We were stuffed and happy! Take this tour...you won't regret it!”

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12.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 local history, cider, coffee, and four bakery stops.

“my coworkers and I had a great time! Lucy was so personable and very knowledgeable/ passionate about donuts!”

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13.Official Freedom Trail® Walking Tour

★★★★★★★★★★4.6 · 982 reviews · from $18Best value

Review of Boston’s $18 Freedom Trail tour, with historic sites, cost, guide quality, walking tips, and practical booking advice.

“Our tour guide was so informative and funny. She made it such a great educational but fun experience for our whole family.”

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14.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 from the State House to USS Constitution, with Bunker Hill, expert storytelling, and practical tips.

“Mark was very knowledgeable about the American Revolution in Boston. He was thorough but not boring.”

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

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

Walk Boston’s historic core from Faneuil Hall to the Public Garden with local stories, a small group, and practical city tips.

“Allison did a great job sharing the history of the area. She answered questions from the group and we could tell she loves her job.”

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