BOSTON · MASSACHUSETTS
Boston’s best days out.
The 15 most popular walking 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“Easy walk, entertaining and educational! I would highly recommend to anyone visiting Boston! No brainer!”
Student-led Harvard Square to Harvard Yard walk for $22, with real campus stories and major stops like Memorial Hall and Widener Library.
“We decided to book the 3 pm tour because the Harvard info session from 2-3 pm didn’t include a campus tour. We are only in town for a few days and I wanted us to still be able to get a guided campus tour. Our tour guide, Cameron, is a junior at Harvard. He was…”
Harvard University campus walking tour led by students. See Harvard Square, Yard, Memorial Hall, and more in about 70 minutes for $23.
“Brisk walking tour around Harvard campus led by one of the students. Perhaps rhe geoup size is slightly too big.”
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.
“The guide playing the party of Benjamin Edes was excellent! Lots of history with some humour added in”
A small-group Boston walking tour that tells the American Revolution in order, with smart detours, classic landmarks, and harbor-ending views.
“Tyler was great! He was so knowledgeable and you can tell he really enjoys teaching history. He was very engaging with our group despite the cold weather.”
A guided Freedom Trail walk covering all 16 official sites in 2.5 hours, from Faneuil Hall to the USS Constitution and Bunker Hill.
“Great tour around Boston and the Freedom Trail. Alissa was our tour guide. She was great fun and kept everyone interested throughout the 2.5 hours!”
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.
“Great and informative tour with lots of fun and interesting facts! The love of Boston is so real and evident.”
Boston’s North End Food Tour blends Italian tastings, Old North Church history, and a small-group walk for real neighborhood flavor.
“It was very informative and fun! Lexie was awesome! Very knowledgeable and has a great sense of humor! I’ve had the best cappuccino!”
A costumed guide walks you through Boston’s core colonial sites on the Freedom Trail, with famous names, real streets, and great value.
“The guide we had, Elizabeth, was so welcoming and informative. Great job of making the stories flow and tie into each other. It’s pretty crowded by other groups at every stop but she was easy to hear and understand the entire time. Great way to get a good introduction to the history and city streets.”
Follow the Freedom Trail on a Boston pizza tour through the North End, with 3 full-size slices and a Modern Pastry cannoli finish.
“Walk was nice, not too long; was through interesting neighborhood and historic sites. Tour guide was fun and informative. Fun trying different types of pizzas.”
Walk Boston’s donut trail with tastings at classic shops, apple cider stops, and North End history on a guided 2-hour route.
“This was a fantastic tour and Stephanie was a very friendly, enthusiastic guide. She always made sure the pace worked for our large-ish group and was patient with the crowds and noise we ran into in the more public areas of the tour. Oh, and the donuts were delicious!”
Small-group Freedom Trail walk from Boston Common to the North End, covering all 16 sites with lively Revolutionary stories for $39.
“It was a great tour and Josh was very knowledgeable and pleasant!”
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.
“Allison was terrific and so much fun. She was knowledgeable and has a funny sense of humor. We were able to see so much of the city and historical sites. It is 2 hours but didn’t feel long. We had a great time!”
MIT-to-Harvard walking tour with standout architecture, Smoot Bridge markings, Harvard Yard legends, and classic student stories. Subway fare included.
“Overall tour was very well planned and our guide maria gave very intricate details about both the universities. Guide helped us with stroller and stuff as we had our 3 yr old with us.”
Every neighbourhood in the city, and every road out into New England.
