Boston · FOOD & DRINK
36 reviewed
The best food & drink tours in Boston sell out first, especially in summer and leaf season. These 15 are the standouts, with current prices and what sets each one apart, so you can lock a spot before the calendar fills.
Taste North End classics and walk the Freedom Trail’s Revolution sites on a small-group, fully on-foot Boston tour.
“We had a wonderful time on our tour!! We had great food and great company. Caitlin was a great guide. Fun and very knowledgeable!”
Sample North End classics and Italian sweets on a small-group walk with clam chowder, lobster roll, cannoli, pizza and a secret dish.
“My son and I had a great time. Sean not only helped us experience the culinary side of Boston, but it was all served with a side of history. We had a great time!”
Walk Boston’s North End for Italian bites, espresso, and a church stop tied to Paul Revere, all in a small group for about 2 hours.
“Tim was a great guide. Very personable and had a lot of interesting insights! And if course the food was delicious!!”
Boston North End pizza and Freedom Trail walk: 3 pizza slices, Modern Pastry cannoli, and 16-site history for $69.
“This was a terrific tour! Scotty, our tour guide, was knowledgable, funny, and informative, and gave us great ideas for things to do and see after our tour -- and where to find a great steak! The pizza was delicious -- it's amazing to be able to link the food to the Freedom Trail. Would highly recommend this tour!”
Small-group North End walking tour with regional Italian tastings, a two-course lunch with wine, and real neighborhood history in Boston.
“Excellent food choices along with great history of the North end AND information about the food selected for the food tour. Not only that Paula provide sources for us after the tour which lasted longer than the allotted time stated. Learned so much and tasted such delicious foods and drinks, the added history of the area and foods was a definite bonus.”
A 3-hour North End walking food tour with Anthony. 5–7 Italian tastings, mafia stories, and local shops. Full and funny.
“If you are easily offended then this might not be for you but we thoroughly enjoyed it. Laughed a lot, learned a lot and ate way more than we probably should have! The description tells you to come hungry and that is an understatement. We had an Italian sandwich, pizza, ravioli, a desert pastry with sweet cream filling and then to finish it off a delicious affogato! All of these items came from different local restaurants and I would go back to any of them. Flash was our guide and he definitely knows the area and local history since he was raised there. I would do it again!!”
Walk the North End and Freedom Trail with a local guide on a 2 or 3-hour food tour featuring chowder, pizza, and sweets.
“The tour was great! And Kyle was very knowledgable and informative. We enjoyed the city and the food!”
Taste award-winning clam chowder, fresh oysters and shrimp, and a full lobster roll on a small-group walking tour of Boston history.
“Not only good places for food but also very knowledgeable guide and really took his time with our group!”
North End food and Freedom Trail history in a small group walk with bread, pizza, cannoli, churches, and Boston’s best photo stops.
“This tour was the highlight of our first trip to historic Boston. We learned so much about the layout of the city and we got to see so many historic sites in U.S. history. It was a wonderful bonus to stop and enjoy amazing food snacks from local restaurants along the way. Our guide was a great storyteller and knew so many details about the city. I highly recommend this tour.”
Taste your way through Boston’s North End on a small private walk with meal-sized samples and an included Old North Church visit.
“Our guide Nabil was very entertaining and took us to really tasty, out of the ordinary places. We really enjoyed the time spent together, the history lessons, and his humorous way of telling the stories. Thank you and keep it up!”
A 3-hour private Boston North End food crawl with 6+ tastings, cannoli, lobster roll, and classic Italian stops on Hanover Street.
“Elaun was prompt and knowledgeable during our Boston food tour. He provided us with history and facts along the way. We enjoyed all of the food options and would definitely do this again! Elaun was even able to accommodate dietary restrictions. Thank you Elaun for a memorable day in Boston!”
Sample North End eats and follow the Freedom Trail from Faneuil Hall to the Boston Public Garden on a private 5-hour walking tour.
“We loved the perfect combination of food, history, and culture. This tour exceeded our expectations by far! Mark was an amazing guide!”
Taste Little Italy with local guide Bobby Agrippino on a North End Boston Food Tour featuring wine and limoncello pairings and lots of bites.
“Amazing tour with great food and lots of it! Bobby and his stories were well worth the price alone. But you also won’t leave hungry. Everything timed out perfectly- our favorite food tour ever. Definitely recommend!”
A 2-hour Boston North End food tour with pizza, meats, cheese, cappuccino, and pastries, plus church history in a small group of 12.
“Bob did a wonderful job: humor, knowledgeable, clearly enjoys his chance to be with his group. I'd do it again!”
A 2.5-hour Seaport District seafood tasting with a local guide, waterfront views, and lunch-style samples of New England favorites.
“Our tour guide was delightful, respectful, and clearly loves his work! It was a nice way to spend the afternoon learning things we never knew about Boston and eating some of our favorite seafood treats from the city.”
