Experience Boston's iconic Freedom Trail through its most legendary dishes. Savor generous tastings of New England classics, including creamy clam chowder, a classic lobster roll, slow-cooked Boston baked beans, and the city's famous Boston Cream Pie at the very hotel where it was first created in the 1850s. Follow your local guide through Boston's historic streets, uncovering the fascinating stories behind each dish—from Native American influences and colonial traditions to the flavors that continue to define Boston's culinary heritage. Unlike many food tours, most of our tastings are enjoyed while comfortably seated inside the restaurants with individually plated portions, giving you time to relax, savor each stop, and soak in the atmosphere. With small groups, leisurely walking, and insider recommendations, you'll experience Boston like a local and discover its most famous landmarks tell a richer story when experienced through the food that has defined the city for generations.
Right in the heart of downtown, Beantown Pub blends casual charm with classic Boston character — and boasts a view of history you can toast to. A beloved spot for locals and visitors alike, Beantown Pub is also the only remaining place in the city where you can find 2 Boston Classics on the menu. This once popular slow-cooked supper dish is also on our menu, and the first tasting on our tour.
Explore Boston’s history one bite at a time! During this experience, travelers will enjoy a deliciously immersive journey through Boston’s culinary past and present. As we follow the historic Freedom Trail, we’ll share fascinating, lesser known food history at multiple sites, as well as stop to savor iconic local dishes at four beloved eateries, each with its own story to tell.
*PHOTO OPP!* In the heart of Government Center, Boston announces itself in bold letters — a bright reminder of where history and modern energy meet. This is the perfect spot for a fund commemorative photo that literally spells out exactly where you are!
A lively hub along the Freedom Trail, Faneuil Hall Marketplace blends history and modern-day charm with its cobblestone walkways, street performers, and a wide variety of local food vendors and shops. Once a meeting place for America’s early revolutionaries, Faneuil Hall Marketplace is now a bustling gathering spot filled with local flavor!
Just steps from Faneuil Hall, this legendary spot has been serving Bostonians since the 1700s — making it the oldest continuously operating tavern in the country. A Boston classic dating back to 1795, Bell in Hand has been welcoming locals and visitors alike for over two centuries — proof that good stories and cold drinks never go out of style. We'll visit for a coastal New England seafood Classic, and you are welcome to raise a glass of cold local brew if you'd like! You'll also learn a bit of secret whimsy about the paintings adorning the walls.
A Boston tradition since the early 1800s, Haymarket is a bustling open-air market where local vendors sell fresh produce, seafood, and more at unbeatable prices every weekend.
Boston Public Market is an all-indoor, year-round marketplace showcasing the city’s best local vendors, from fresh produce and seafood to artisanal goods and regional specialties.
Government Center blends old and new Boston, from sleek city buildings to one glittering nod to the city’s tea-loving past. At the edge of this lively crossroads of Boston’s civic life hides a gleaming surprise that tips its hat to one of the city’s most famous traditions - keep your eyes open for a shining landmark that’s poured its charm over Boston for more than a century.
Step inside the storied Omni Parker House, where Boston’s rich history meets timeless flavor. Founded in 1855, the historic Omni Parker House is home to Parker’s Restaurant, birthplace of the iconic Boston Cream Pie and Parker House Rolls—two delicious contributions to Boston’s culinary legacy.
Located along the Freedom Trail, the Granary Burying Ground is one of Boston’s oldest cemeteries and the final resting place of many Revolutionary heroes, including Paul Revere, Samuel Adams, and John Hancock.
Had a great time Sarah was really knowledgeable and funny!
Sarah is the best! We’re so glad you had a great time with her. She definitely knows her Boston stories — and how to keep everyone laughing along the way! Thanks for joining us and for taking the time to share this!
Wonderful tour! The food was delicious and good serving sizes. Interesting facts and just the right amount of walking vs. sitting in cool restaurants. Great way to spend 3 hours of the day! Would liked to have heard more historical information about the city - but did get great historical information about the food scene. It was a small group and we received a lot of personal attention.
We’re delighted you enjoyed the delicious food, generous portions, small-group experience, and balance of walking and relaxing inside our restaurant partners. Our tours are food-focused, so the history we share along the way is thoughtfully woven into the history and culture of the neighborhood, its food scene, and the people and places that have shaped it. We’re so glad you enjoyed that perspective and appreciated the personal attention from your guide. Thanks for spending three delicious hours of your day with us!
Very nice tour that went to historical restaurants on the freedom trail in Boston. Delicious Boston food!
Thank you for your wonderful review! We're so glad you enjoyed exploring Boston's historic Freedom Trail while sampling some of the city's most iconic dishes. It's one of our favorite ways to experience the city's history—one bite at a time. We appreciate you joining us!
Christine was a great guide, friendly, informative. Food choices were great. The best lobster roll I have ever had.
Thank you so much for your kind words! I'm so glad you enjoyed your tour with Christina. She truly loves sharing Boston with our guests. And I couldn't agree more about that lobster roll—we think it's pretty special too! It always makes us smile when guests discover a new favorite. Thanks again for spending part of your time in Boston with us. We hope to welcome you back someday to explore another delicious neighborhood!
Judy was a great guide, very knowledgeable and friendly. Delicious food, especially the chowder!
Thanks for joining us! We're delighted to hear you had a great experience with Judy. Her knowledge and friendly personality make her a fantastic guide, and we'll be sure to pass along your kind words. We're also happy the chowder was a hit—it wouldn't be a proper Boston food tour without it! We hope to welcome you back again soon, Angela!
Great experience. Food along with such history! Our guide,Judy was fantastic! Her knowledge was phenomenal. The food was wonderful! Great choices and perfect stops. Thanks, Judy!
Wow! We couldn't ask for a better compliment than hearing you loved both the history and the food. Judy has a knack for making every stop memorable, and we're so glad you enjoyed your experience with her. Thank you for spending part of your Boston visit with us!
Judy is an amazing guide. She was entertaining and informative. The food was delicious. The Boston creme pie was the best I’ve ever eaten.
Thank you for your wonderful review! We're so glad you enjoyed your time on the Freedom Trail food tour with Judy. Both she - and the Boston Cream Pie - are fan favorites! Thank you for joining us and for taking the time to share your experience. We hope to welcome you back for another Bites of Boston tour on your next visit to the city.
Great assortment of Boston/New England food staples. Christina was an excellent tour guide. Would definitely recommend.
Thank you so much for your kind review! We’re so glad you enjoyed the assortment of classic Boston and New England tastings. Christina will be thrilled to hear your feedback — she loves sharing the city’s food history and local favorites with guests. We truly appreciate the recommendation and hope to welcome you back on another tour in the future!
I’ve taken many food tours, all over the world…this is the best one I’ve ever taken! Judy is an exceptional tour guide & having Jill along was such a nice addition. The food is the absolute star of this tour, tho!!
Thank you so much for this amazing review—it really means a lot, especially coming from someone who’s taken food tours all over the world! Judy & Jill had such a great time with you too — we heard you were just as much fun to host as the tour was for you! We also loved getting to feature you in a little “fueling a marathon runner” moment after you crushed the Boston Marathon the day before—seriously impressive - and thank you for being such a great sport about it! And yes…the food really is the star of the show - you can't beat the best versions of the iconic Boston classics! We’re so grateful you joined us and hope we get to host you again on another visit to Boston.
This is a wonderful overview of Boston’s famous foods. Katie was a great guide. She is knowledgeable and fun. This is our very favorite food tour ever! Each spot had a nice space set up for us and a gave us a really nice-sized portion. The final stop was the nicest! This is a must do for foodies and some great history thrown in too. More food than you can eat. Highly recommend!
Hi Terri! Thank you so much for joining us and for sharing such a wonderful review! We’re thrilled to hear that you enjoyed exploring Boston’s famous foods with us, and that Katie made the experience both fun and informative. We love showcasing the city’s culinary gems and sharing a bit of Boston’s history along the way. It means so much to hear that this was your favorite food tour ever—what an honor! We’re so glad you enjoyed the generous tastings and memorable stops (especially that final one!). We truly appreciate your recommendation and hope to see you on another Bites of Boston Food Tour soon!
