BOSTON · MASSACHUSETTS
Boston’s best days out.
The 15 most popular walking & history tours in Boston. The ones worth building a day around, with prices, run times and who runs them.
A 2.5-hour small-group Freedom Trail walk with a historian guide, covering all 16 sites and the Revolution era 1760–1775.
Most Popular“Cyrus was an excellent guide and even though it was freezing cold he managed to make the tour enjoyable and interesting. 100% recommended.”
Student-led Harvard Square to Harvard Yard walk for $22, with real campus stories and major stops like Memorial Hall and Widener Library.
“The guide was excellent. Katherine was engaging, informative and interactive. Her insight into the life, culture and traditions at Harvard made the tour thoroughly enjoyable.”
Harvard University campus walking tour led by students. See Harvard Square, Yard, Memorial Hall, and more in about 70 minutes for $23.
“Katherrin was great and gave us so much information about Harvard and its traditions! This is a great way to see the university and also get a little bit of history about the people from Harvard’s past that have influenced the campus. I would highly recommend this tour.!”
Costumed guide leads a 1.2-mile Freedom Trail walk of Revolutionary-era sites from the State House to Faneuil Hall, ending at Paul Revere Mall.
“Good amount of walking but paced, so easy to do. Our tour guide Ben was very entertaining and kept us into the trail. He was very knowledgeable about the history of Boston.”
A small-group Boston walking tour that tells the American Revolution in order, with smart detours, classic landmarks, and harbor-ending views.
“Echoing other reviewer comments- this is one of the best history tours we have ever taken. Mike was passionate about the history of Boston and really brought the story of the Revolutionary War to life. The tour is 3.5 hours, but the time did not drag on and we felt ourselves wanting more at the…”
A guided Freedom Trail walk covering all 16 official sites in 2.5 hours, from Faneuil Hall to the USS Constitution and Bunker Hill.
“This tour is a must when you're in Boston. It made the trip worthwhile. Our guide Matthew was excellent. However, he speaks very fast English and you need to have a very good level of English to understand him if you are not a native speaker. I recommend it!”
A 2.5-hour guided walk on Boston’s Freedom Trail covering all 16 sites, from abolition to the midnight ride, ending with USS Constitution views.
“Our guide Rob Crean knew his history, was entertaining, answered questions and kept us moving. Very professional guide. He took us to about 20 sites (so many this is my guess). Well worth my money”
A costumed guide walks you through Boston’s core colonial sites on the Freedom Trail, with famous names, real streets, and great value.
“I have done the Freedom Trail tour 3 times but Elaina was by far the very best I’ve ever had. She was funny, smart, and made learning so fun and interesting. She was great with my 4 year old and our whole family just enjoyed her energy and presence. Would recommend anyone request her specifically…”
Walk Boston’s donut trail with tastings at classic shops, apple cider stops, and North End history on a guided 2-hour route.
“my coworkers and I had a great time! Lucy was so personable and very knowledgeable/ passionate about donuts!”
Small-group Freedom Trail walk from Boston Common to the North End, covering all 16 sites with lively Revolutionary stories for $39.
“Our guide did an excellent job. He made our experience awesome.”
A 4-hour guided Freedom Trail walk in Boston that covers downtown revolution sites, Bunker Hill, and ends at USS Constitution.
“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!”
Boston History Tour, $39.80: a 2-hour small-group walk through Faneuil Hall, Beacon Hill, Old State House and Public Garden.
“Excellent tour. Our guide was Lexi and she is incredibly knowledgeable, fun, and enthusiastic. Answered all our questions, really went out of her way to make sure we had a good experience. Highly recommend. Bonus was a small group of only 7 of us on a Saturday!”
MIT-to-Harvard walking tour with standout architecture, Smoot Bridge markings, Harvard Yard legends, and classic student stories. Subway fare included.
“Very interesting tour. Our guide, Alexandria, was really friendly and made this tour a very pleasant experience.”
Walk the Freedom Trail into Beacon Hill and Back Bay, then finish at Copley Square near the Boston Marathon line with a guide.
“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!”
A small-group North End walk with history and serious Italian tastings, including lunch with wine pairing and desserts like cannoli.
“Excellent experience! The history lesson well appreciated received on the neighborhood and Italian culture overall was really cool. The food was fantastic! We did not leave with empty stomachs. Stopped at places I would have never of seen or thought of going into. Our tour guide Paula is fabulous. She is a walking history book.…”
Every neighbourhood in the city, and every road out into New England.
