Boston Freedom Trail History Tour with Optional Food Tastings
Description
Walk Boston’s Freedom Trail with a local guide who brings the city’s history — and its food scene — to life. This tour pairs landmark sites with optional tastings of classic bites like clam chowder, baked beans, and cannoli. You’ll visit highlights like the Boston Public Market, Faneuil Hall, the Paul Revere House, and Old North Church. On Fridays and Saturdays, you’ll even see the 300-year-old Haymarket tradition in action. Along the way, stroll historic streets, hear lesser-known local stories, and take in views of the Rose Kennedy Greenway and the Holocaust Memorial park. Your guide will suggest delicious dishes at each stop. Try what you like — or just enjoy the atmosphere. Sampling everything will run about $30.
Tour Options
Itinerary
Explore New England's finest produce and artisanal foods. If you choose, you can even sample some of the best dishes here, including clam chowder and baked beans, both staples of the Colonial diet.
Dive into the bustling atmosphere of a 300-year-old market, famed for its fresh produce at unbeatable prices. The market is only open Fridays and Saturdays.
Walk along one of Boston’s oldest streets as you learn about its history. Then pause for reflection at the poignant Holocaust Memorial with its symbolic glass towers.
Experience the lively ambiance and diverse culinary offerings at this pivotal revolutionary landmark, known as the "Cradle of Liberty."
View this stunning Georgian-style architecture that has transformed from a historical economic powerhouse to modern day tourist hub (from the outside).
Stroll through this revitalized urban park, born from the transformative "Big Dig" project, reconnecting historic Boston neighborhoods.
Sample Italian paninis at this hidden gem deli beloved by locals. The deli meats are cut to order with fresh bread and cheeses to give your sandwich the best taste.
Step back in time as you walk through Paul Revere Mall and past his historic home. Here, your guide will share the legend of his midnight ride.
Discover this iconic church's pivotal role in the American Revolution and admire its architectural charm from the outside.
Indulge in freshly filled cannolis at this century-old bakery, a true taste of Italian-American tradition.
Highlights
What's included
Traveller Ratings
Important Information
- Wheelchair accessible
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Public transportation options are available nearby
- Transportation options are wheelchair accessible
- All areas and surfaces are wheelchair accessible
- Suitable for all physical fitness levels
- Your ticket includes the guided walking tour portion of this experience, but food isn't included. Purchasing the recommended items at each stop is optional and would cost around $30.
- Some venues may not be open on all tour dates. When that happens, our expert guides will ensure a great alternative is included in its place.
Reviews(23)
Very fun. Nice small group. Enjoyed market and stories about Boston. Guy knowledgeable about all. Good tour
Our tour was an incredible experience, combining familiar touch points of America history with new stories and historical figures we’d never heard about. Paul did an incredible job, and the pizza and cannolis were increase as well!!
This is such a great review to receive, thank you! We’re really glad you enjoyed that mix of well-known American history alongside the lesser-known stories; that’s exactly what we aim for in making the experience feel fresh even for people who know the city a bit already. And we’re especially happy the pizza and cannoli delivered too… hard to go wrong with that combo HAHA!!
Got to see and experience the sites of the North End of Boston! Loved the food and conversation. Paul was a great guide with a great knowledge of history and of the North End.
Thank you so much for your review - happy to hear you enjoyed the food!!
⭐️⭐️⭐️⭐️⭐️ I had an excellent Freedom Trail tour last Thursday with our guide, Charlie Shea. His knowledge of Boston’s history was impressive, but what made the experience stand out was his unique perspective and storytelling style. Charlie brought each stop to life with poignant stories about Boston that had a rich, layered history, particularly in the Blackstone Block Historic District. At Carmen Park and Paul Revere Mall, he helped me picture what the city would have felt like centuries ago, and in Paul Revere Square, he shared details I hadn’t heard on other tours. The tour was informative, engaging, and well-paced. If you’re looking for a way to experience the Freedom Trail that goes beyond the standard script, I highly recommend joining a tour with Charlie - he's unforgettable:)
Woah - thank you for this detailed review, really does show you enjoyed the tour!!
It was a beautiful sunny day, our guide Charlie was funny, interesting and very knowledgeable about the area and subject matter. He went above and beyond to give us a very memorable experience
We had a wonderful tour! Charlie went above and beyond! He was fun, knowledgeable and took us to many sites! We enjoyed the mix of humor, history, fun and food!
Many years ago, my husband and I were in Boston and walked the Freedom trail on our own. We chose this tour because we thought learning more about the food would be interesting. The tour started too early to enjoy New England clam chowder at the Boston Public Market, but we did anyway. The walk through the Halocaust memorial park and around the adjacent quaint old buildings should come first. While we realize that purchasing food is optional, the tour design is incompatible with enjoying food. To try and eat a cannoli and walk the fast pace Paul set was impossible. At least we sat for a few minutes while we enhaled our delicious Italian sandwich. No one else in the group bought one, making us feel awkward. Paul is funny, but he doesn't have a good sense of speaking to a group. I had to ask him to stop talking and wait for my husband and others to sit down before he started his lecture at the table in the Public Market. We've been on numerous longer food tours that were more pleasant because our stops were prearranged with the restaurant or shop.
Paul was an excellent guide who suggested delicious food options and exceeded our expectations for this tour. We learned a lot about the history, culture, and food of Boston. I would do it again.
Charlie , our tour guide was amazing. He was very knowledgeable and showed us the best spots. I would recommend this tour and our great guide.
Just wasn’t as I expected it to be but I did enjoy the food tasting and singing bowls ( glass harmonica). But was still enjoyable nonetheless and the weather was a plus.
