USA · WALKING TOURS IN BOSTON
The 15 best walking tours in Boston you can book right now, with what each costs, how long it runs and who it suits. Number one is top for a reason; start there.
Freedom Trail Boston walking tour for $35.10: 16 Revolutionary-era landmarks in 2.5 hours with a historian guide and mobile ticket.
“Our guide was Cal, and she did a fantastic job of making the Freedom Trail much more alive and interesting.”
$22 student-led Harvard Yard walk from Harvard Square to Memorial Hall and Widener Library, with insider campus stories.
“It was amazingly immersive to take the tour with our guide. Especially because this tour was guided by students, it meant so much more to me.”
Harvard student-led walking tour in Cambridge, covering Harvard Square, Yard, Memorial Hall, art museums exteriors, and the Harvard Shop.
“Great way to wander around campus and get a perspective of actual life as a Harvard student. Our guide Lenny was fun, engaging and made it a great time!”
Freedom Trail walk with a costumed guide, from key Revolutionary-era stops to Paul Revere Mall. About 1h45, English, $26 per person.
“It was very informative about our History and lots of fun at the same time! Our guide was so funny and witty!”
Boston Revolutionary story told in order on a small-group walk, mixing Freedom Trail stops with local streets and a harbor finish.
“Chris, our tour guide, is a trained and certified historian. He delivered his dialogue with authority, enlightened us with little known facts, made the tour engaging, and provided humor. I noticed other nearby tour “entourages” being drawn to our group, fascinated by the discourse. This tour offered things beyond the basic common knowledge of the colonial revolution. I highly recommend this tour to those who wish to add another level to their historical knowledge. It is well worth it.”
See all 16 Freedom Trail stops in about 2.5 hours with a live guide, from Boston Common to Bunker Hill, for $31.
“Our host and guide was awesome she showed us so much - she was knowledgeable and well versed and she gave us amazing tips and recommended awesome places to check out. Thank you!!”
Small-group Freedom Trail walk with vivid Revolution stories, 16 landmark stops, and a North End finish near Old North Church and Copp’s Hill views.
“Very ineresting tour. The guide Alejandro was very prepared and passionate.”
Take a 2.5-hour Boston Freedom Trail walk with a live guide, covering all 16 official sites from abolition to Paul Revere, ending by USS Constitution.
“The tour covered about everything in an easy, though long, walk through the historic parts of downtown Boston. Our guide, Eliot, was great in providing information and interesting facts along the way. She spoke very clearly and was easy to understand, keeping the tour interesting. We learned much more about the beginnings of our country as a democracy that we previously thought we knew. Our hats off to this tour. Highly recommended.”
Walk Boston’s North End for 2 hours of Italian tastings, coffee, and Old North Church history, led by a small-group guide.
“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.”
Boston Freedom Trail Walking Tour with a costumed guide, founding father stories, and key sites on a 1h45, 1.2 mile route for $26.
“When they tell you to call if you have issues, forget it, I had issues and tried calling and got voice mail, that was a lot of help!!”
Boston North End pizza and history walk with 3 full-size slices, Freedom Trail stops, and Modern Pastry cannoli for one $69 meal on foot.
“We did the Pizza & North End tour with our three teenage boys, and it was fantastic. Scotty struck the perfect balance of walking, history, and food, which kept everyone engaged and happy (no small feat with teens!). The pizza stops were delicious, the history was interesting without being overwhelming, and the pace was just right. The pizza stops also gave us a chance to warm up. We highly recommend this tour for families, especially with older kids.”
Walk Boston’s donut trail with guided tastings at iconic and new shops, plus Boston Public Market and apple cider stops.
“I loved this tour - it was the best thing I did in Boston and I even ended up going back to some of the bakeries we'd visited to buy more doughnuts the next day! Jackie was a fantastic guide and I would highly recommend taking the tour.”
Walk the red line of Boston’s Freedom Trail on a 1.5-hour tour with costumed guides, 11 sites, and Revolution-era stories for $18.
“The guide, Jerediah Poope, was very knowledgeable and friendly. The group was quite big and it was not easy to all gather around the guide. We missed some of the jokes. Recommends 100%.”
Small-group Freedom Trail walk through Downtown Boston and North End, hearing Revolution stories and seeing all 16 landmarks in 2.5 hours.
“Thanks to Cyrus for the informative and fun tour! Highly recommend it.”
A 90-minute Freedom Trail walk with costumed guides, 11 historic stops, and stories of Boston’s revolutionary spark.
“Excellent tour. Guide was very informative and also fun. We enjoyed it immensely.”
Every kind of day out, and the best of each.
