WALKING TOURS · WORLDWIDE
The ones worth booking.
The 15 boston walking tours travellers book the most. We walk you through what each one covers on the ground, who guides it and what it costs, so you can pick the right one before you lace up.
2.5-hour small-group Freedom Trail walk focused on 1760–1775, covering all 16 landmarks from Boston Common to Copp’s Hill.
Most Popular“It was enjoyable despite the cold. The tour guide was well prepared and kind. I would have liked to see 1-2 churches from inside as well, it’s not a lot of time, so I have to go back to these places.”
Student-led 70-minute Harvard walk from Harvard Square to Yard, ending at the student-run Harvard Shop with an illustrated map.
“Our tour guide, Natalie is a senior concentrating on neuroscience. I went on this tour with my son, who has been accepted to Harvard's neuroscience program, so this was a perfect match for us! Natalie was very knowledgeable about all of the ins and outs and the traditions for Harvard students and was able to…”
A 1.2-mile Freedom Trail walk with a costumed guide, hitting top sites from the State House to Paul Revere Mall for about 1h45.
“Our costumed guide was informative and fun. Struck the right tone with a large group of thirty folks, ages from 7-80’s. Managed everyone well and held our interest. Enjoyed it very much. We’re thankful for a sunny day in November.”
Small group Boston walking tour telling the American Revolution in order, mixing Freedom Trail stops with modern city sights.
“It was so a great way to explore Boston and get a live history lesson. We learned a lot. Tyler was great! I loved his use of Lego soldier to illustrate the battle of Bunker hill. Want to go again!”
Walk the Freedom Trail with a live guide and see 16 key Revolution sites in 2.5 hours, starting at Boston Common.
“Our tour was led by Kenneth, and he was an excellent guide! Kenneth is very knowledgeable on Boston history, and answered the many questions that I had asked. He was also very friendly and personable, making it very easy to have a conversation with him, be it about history, or about other areas/restaurants/ bars to…”
Small-group Freedom Trail walk in Boston with a local guide, covering all 16 landmarks and Revolution stories from Boston Common to Copp’s Hill.
Boston’s Freedom Trail walking tour hits all 16 official stops in 2.5 hours, with strong storytelling, great pacing, and solid value.
“Noah is a terrific tour guide. He is very knowledgeable and kept the attention of our teenage kids. He was able to make the history come alive.”
A 1.5-mile Boston Freedom Trail walk with a costumed guide. Stories of the Revolution, quick stops, and mostly free sights for $26.
“Elizabeth was awesome. Our friends said they walked the Freedom Trail and we asked who they went with. They said they walked. It on their own. We are so glad that we chose to use a guide. Elizabeth added so much insight and perspective to the tour.”
Small-group Freedom Trail tour through Downtown Boston and the North End, visiting all 16 landmarks with a live guide in 2.5 hours.
“We enjoyed the guide's detailed and extensive knowledge of Boston history. It was clear he has a passion for the subject. We thought his performance was impeccable and have no criticism to offer.”
Walk Boston’s Freedom Trail end to end with Bunker Hill and USS Constitution included, led by a local guide, for a smooth 4-hour history route.
“Fantastic tour to learn some great history about the city. So many stories we didn’t know about. Our guide was super friendly and knowledgeable. Highly recommend!”
A guided walk through MIT and Harvard’s legendary campus architecture, quirky stories, and iconic photo stops, with subway included.
Walk the Freedom Trail plus Beacon Hill and Back Bay in about two hours, led by a local guide. See key landmarks and Copley Square.
“Very informative tour of Boston. He knew so much history of the areas we toured. Doesn't do the entire Freedom Trail. It was very difficult to find the tour guide Need to have a better way to locate them”
Boston’s North End Food and History walking tour packs market tastings, regional Italian bites, and a sit-down lunch with wine in 3 hours.
“Excellent history and food tour with an authentic local who has an authentic connection to the area.”
Ferry to Salem with a small-group guide for witch trials, maritime legends, and pop-culture stops. Museum entry included.
Boston seafood and history walking tour with chowder, raw bar bites, a full lobster roll, and cannoli plus Freedom Trail landmarks.
“Dan, our guide, was very personable and funny. Food was great, especially chowder and lobster rolls.”
Every kind of walk, in every city worth seeing on foot.
