Boston · WALKING TOURS
90 tours
Boston rewards shoe leather more than any other American city. These 15 walking tours cover the trail, the hills, the North End and the campuses across the river, with distances, prices, and a note on which routes stay flat.
Walk Salem’s cobblestones with a historian, from 17th-century witch trial truth to lantern-lit stops and iconic exterior landmarks.
“Tour guide was great and very knowledgeable. She was very interactive and enthusiastic. Very happy I booked”
Boston Freedom Trail small-group walk focused on 1760-1775, with a historian guide, 16 landmarks, and an easy 2.5-hour pace.
“Excellent walking tour, primarily due to the tour guide, Miles, being a wealth of knowledge about each stop and clearly having a passion for Boston and the city's history. Thanks Miles for really making our trip to Boston a very memorable and enjoyable one! We traveled with a 14 yr old daughter and 11 yr old son, who both learned alot and both were able to handle the cold and walking well.”
Student-led Harvard Yard walk from Harvard Square to Memorial Hall and Widener Library. 70 minutes of campus stories for $22.
“We thoroughly enjoyed this tour and our guide was called Clyde. He was full of interesting facts and knowledge and more than happy to answer any questions. Having the tour led by student also gave an insight into what life looks like for them being accepted into and studying in the university. We thoroughly recommend this tour.”
Student-led walk of Harvard Square and Harvard Yard with insider stories, free Harvard Square map, and a finish at Harvard Shop.
“Tour start is easy to find, located right by a subway station entrance. I had the pleasure of being guided around by Dylan, great sense of humour and knew a lot about the history of Harvard. Would highly recommend”
Walk Boston’s Freedom Trail for 1.2 miles with a costumed guide, hitting key sites from the State House to Faneuil Hall for $26.
“The walk was longer than advertised and worth it. Took time so that everyone could walk along at ease. Various ages attended. Our guide was extremely informative, interesting, friendly & fun.”
Follow Boston's Revolution in story order, see Freedom Trail plus off-path sites, and end with tea by the harbor on a small-group walk.
“This is the perfect tour for you if you love ike history and don't mind walking (a lot!). We really enjoyed Chris' (our tour guide) thorough and interactive presentation! Highly recommend!”
1.5-hour Salem walk mixing 1692 history with voodoo, vampire lore, and ghost photo checks, led by real historians and investigators.
“Mike was so engaging and very knowledgeable. He was attentive to the group needs and willing to answer any questions. This tour was a perfect way to end our day trip to Salem in October.”
A licensed Salem walking tour with 12+ witch trial stops, award-winning guides, and history plus pop-culture in about 2 hours.
“Highly recommend. We had a great time. The tour guide was very knowledgeable and incredibly entertaining!”
Walk the Freedom Trail in 2.5 hours with a live guide, seeing all 16 official sites from Boston Common to USS Constitution.
“Kenneth was knowledgeable, personable and funny. It was a large group and he guided it well. We have lived in Boston for many years and did a staycation over school break. We learned a lot of new fun facts about the history of this area. Thanks!”
Satanic Salem Walking Tour in Salem. 90 minutes of witch-trials history, dark humor, and a playful dog, ending near Derby Square.
“Best tour we’ve been on! It was informative and fun. I learned a few new things that I didn’t know. Also I love Satan… the dog.”
Small-group Freedom Trail walk from Boston Common to the North End, covering all 16 landmarks with Revolution stories for $35.
“Mark was an excellent guide! He really knew his history and was able to give extra bits of information he knew! Even though it was freezing (came in late Feb), it was totally worth it!”
A 2-hour Salem night walk focused on murder, mystery, and ghost lore, with outdoor stops and top-notch storytelling for ages 13+.
“Stories were detailed and fascinating. Our guide loved the history of Salem and got us so excited to know more especially with all the additional photos she had to support her stories.”
2.5-hour Freedom Trail walk covering all 16 sites, led by lively guides, ending at Copp's Hill with USS Constitution views.
“Excellent tour. Jim was very knowledgeable and spoke very clearly, was informative and amusing. Tour kept up a good pace and we covered a lot of ground in the 2.5 hrs. Thanks.”
Snack your way through Boston’s North End on a guided Italian food and history walk with bakery bread, deli sandwich, pizza, coffee, and Old North Church.
“Bob made a very rainy day pleasurable. He was entertaining and well versed in everything we had hoped to experience. Every food tasting was a perfect representation of Little Italy.”
Salem Witch Walk is a 1-hour witch-led walking tour with a magic circle, three spells, a cemetery stop, and a Crow Haven Corner discount.
“Our tour with Aaron the Witch was awesome! He was quirky, fun, authentic and intelligent. He was easy to approach and talk to. We did spells together and I still feel I am in the circle of protection. Good things have been happening. When a challenging event happened, he handled it with grace and couth. We had such a great time, would do it again, and would recommend,!”
