The 15 Best Food Tours in Boston

1.Boston Food & History: Pizza, North End & Freedom Trail

★★★★★★★★★★5.0 · 1,772 reviews · 5 hours (approx.) · from $90Our pick

Spend about five hours on foot with a small group of up to 12, starting at Boston Harbor and the North End. You’ll taste bread, pizza, an Italian deli sandwich, coffee, and a pastry before following the Freedom Trail to Beacon Hill and Boston Public Garden. Guides such as Lexie, Bob, Claire, and Nabil bring local stories to the route.

“The food tour of the tour was awesome! We enjoyed the Freedom Trail but as it got really hot we could have stopped at Beacon Hill and been happy. I would recommend if it is a warm day providing a water bottle for each guest would be highly appreciated!”

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2.Boston North End Food Tour of 6+ Tastings, Cannoli, Lobster Roll

★★★★★★★★★★5.0 · 1,404 reviews · 3 hours 30 minutes (approx.) · from $119

Walk Boston’s North End with a guide such as Chloe, Sean, Evan, or Kyle, stopping for clam chowder, lobster roll, brick-oven pizza, cannoli, lemon slush, and more. The small group is capped at 12, and the route mixes food with stories about Hanover Street, North Square, local history, and Boston’s Italian roots.

“Evan did his best to show us a good time. I have been on numerous food tours and, for the price, this tour was not worth the cost.”

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3.Boston’s North End Food Tour: Italian Flavors & Heritage Walk

★★★★★★★★★★5.0 · 1,322 reviews · 2 hours (approx.) · from $70

Walk about 2 km from the Greenway Carousel into Boston’s North End, stopping for warm bakery bread, salumeria sandwiches, brick-oven pizza, pastry, and espresso or cappuccino. Your guide also covers Paul Revere and takes you into Old North Church. Groups cap at 12, with vegetarian, vegan, and gluten-free options available by request.

“Don't bother to eat before you go on this tour. You'll be well fed! Our guide, Elon, shared historical facts and anecdotes along the way, so it was more than just a food tour. Our group had eleven in it and you could always hear him and know what was going on. The tour lasted 2.5 hours and that was just right.”

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4.Boston Pizza Lovers Food and History Walking Food Tour

★★★★★★★★★★4.5 · 1,082 reviews · 2 hours 50 minutes (approx.) · from $69

Walk Boston’s North End with a local guide such as Scotty or Big Al, tasting three full-size pizza slices while visiting Paul Revere House, Old North Church, Copp’s Hill, Old Ironsides, and Bunker Hill viewpoints. The 2.5-hour tour ends with a cannoli from Modern Pastry. Expect cobblestones, history, a small group, and plenty of food.

“We had an amazing time on the Pizza Tour with Scotty! He was not only incredibly informative. Sharing fun facts and history in such an engaging way, but also absolutely hilarious, which made the whole experience even more enjoyable. The food itself was outstanding. Every stop had delicious pizza that was worth savoring. Highly recommend this tour if you want to laugh, learn, and eat some of the best pizza around!”

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5.Boston’s North End Food and History Walking Tour

★★★★★★★★★★5.0 · 459 reviews · 3 hours (approx.)

Spend about three hours walking Boston’s North End with Paula, a longtime local guide. Taste regional Italian specialties, shop for olive oil and cheese, visit a bakery and café, and sit down for a two-course lunch with wine. The small group is capped at 10, and you return to the starting point.

“So much interesting history in the North End, and the little hidden spots for delicious Italian treats!! Paula is a long time resident of the North End and it is very apparent that she loves it!! She, herself, is a treasure!!”

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6.Boston’s Politically Incorrect North End Food Tour

★★★★★★★★★★5.0 · 453 reviews · 3 hours (approx.) · from $98

Anthony, also known as Flash, leads a three-hour walking food tour through Boston’s North End. Expect Italian subs, ravioli, pizza, arancini, pastries, affogato, local history, an alleged mob house, and colorful stories from a guide who grew up in the neighborhood. The humor is blunt and often profane.

“Such a fun tour- great stories, great food and lots of it! Would highly recommend. It is best for adults only.”

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7.Cocktails & Cannoli: Boston’s North End Dessert Tour

★★★★★★★★★★5.0 · 309 reviews · 2 hours (approx.)

Walk about 1.5 miles through Boston’s North End with a local guide such as Pat, Sarah, Deuce, or Gabriella. Taste four desserts and three cocktails, compare rival cannoli, visit Paul Revere’s House and Old North Church, and finish back at 191 Hanover Street. Gluten-free options and mocktails may be available with advance notice.

“Tons of fun with tasty drinks and cannoli's. Lots of history and lots of laughs. Deuce (Pat #2) was our guide and he was awesome.”

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8.Boston: North End & Little Italy Food Tour with Local Dishes

★★★★★★★★★★4.8 · 229 reviews · 2 - 3 hours · from $60Best value

Walk from Quincy Market toward Boston’s North End with an English-speaking guide such as Sean, Gabe, Evan, or Jack. Choose a 2-hour tasting route or a 3-hour version with lobster roll and extra seafood. Expect clam chowder, pizza, Italian specialties, desserts, history, and a secret dish.

“Wonderful variety of foods and lots of history. Would highly recommend.”

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9.Boston Seafood Lovers Food and History Walking Tour

★★★★★★★★★★5.0 · 208 reviews · 2 hours 45 minutes (approx.) · from $159

Join a small group of up to 12 for nearly three hours of Boston history and seafood. Guides such as Dan mix stories about Paul Revere, the harbor, and the Freedom Trail with chowder, oysters, shrimp, a full-size lobster roll, and North End cannoli. Expect about a mile or more of walking, several restaurant stops, and a hearty lunch.

“Our tour guide was absolutely amazing. Dan’s sense of humor and knowledge made for an awesome time. The pace of the tour was perfect, allowing for time to talk and learn. The food was exceptional. Would highly recommend this tour, with Dan of course, since he is the Head of the seafood division.”

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10.North End to Freedom Trail: Boston’s Food & History

★★★★★★★★★★4.8 · 185 reviews · from $99

Spend five hours walking from Boston’s North End along the Freedom Trail, sampling bread, pizza, Italian meats, cheese, pastries, and a hot Italian drink. Your English-speaking guide leads a group of no more than 12 through Old North Church, State Street, Old City Hall, and Boston Public Garden, with local stories and a surprise treat along the way.

“Luci was a fantastic, informative and fun tour guide.”

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11.North End & Boston Market District Tour with Local Guide

★★★★★★★★★★5.0 · 176 reviews · 3 hours 30 minutes (approx.) · from $125

Spend 3.5 hours with a small group of up to 12, following a local guide through Boston’s North End and Market District. Expect pizza, arancini, cannoli, bread, mozzarella, nuts, doughnuts, chowder, and other tastings, plus stories about neighborhood families, food makers, and Boston’s past.

“We highly recommend this tour. New to the North End, we wouldn’t ever have been able to taste and sample all the goodies that we did under Audrey’s expert guidance! By the end, we felt like old friends. 5 stars for sure!”

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12.Boston Private Food Tour of 6+ Tastings, Cannoli, Lobster Roll

★★★★★★★★★★5.0 · 165 reviews · 3 hours (approx.) · from $395

Spend three hours eating your way through Boston’s North End with a private guide such as Kyle, Ampora, or Elaun. You’ll visit Boston Public Market, walk Hanover Street and North Square, and taste chowder, lobster roll, brick-oven pizza, cannoli, lemon slush, and a secret dish. Expect plenty of walking and a premium price.

“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!”

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13.Boston: Food and History of The Freedom Trail Private Tour

★★★★★★★★★★5.0 · 159 reviews · from $269

Spend five hours walking from the Greenway to Boston Public Garden, with a private English-speaking guide, North End food samples, coffee or tea, and stops at major Freedom Trail sights. Guides such as Alex, Mark, Sully, and Molly are praised for lively storytelling and local tips. Come hungry and ready for a long walk.

“We had a great tour thanks to Nabil. We visited quaint spots with great food as we learned from the history of Boston. Nabil did such a great job keeping us engaged in the history and curious facts about famous local residents. Would definitely recommend for families. The walk is long but has multiple stops and breaks.”

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14.Boston Historic Taverns Tour with Tastings and Ferry

★★★★★★★★★★5.0 · 156 reviews · 3 hours 30 minutes (approx.) · from $129

Spend 3.5 hours with a small group walking from Boston’s North End to Charlestown and back. Guide Big Al, also known as Alvin, leads you to five Freedom Trail sites, the USS Constitution area, Warren Tavern, Bell in Hand or Green Dragon, and a famous cannoli stop. Two drinks, tavern snacks, and the ferry ride are included.

“Big Al is passionate about history and Boston. His energy and fun personality created instant comradery in our group. We enjoyed learning about the history & trivia about the area. Stopping for beverages & snacks. He helped with food paring.”

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15.North End Boston Food Tour

★★★★★★★★★★5.0 · 147 reviews · 2 to 3 hours (approx.) · from $98

Spend about three hours walking Boston’s North End with lifelong local Bobby Agrippino. You’ll visit family-run Italian restaurants, delis, bakeries, and tucked-away corners while tasting generous portions of food, wine, and limoncello. Come hungry, list dietary needs when booking, and expect a small-group experience of up to 25 people.

“What an excellent tour!!! Bobby is so knowledgeable and passionate about the North End and thanks to his stories of growing up there we really felt as though we were part of the neighborhood. Everyone seems to know him and he knows them. Each of the food/drink stops were delicious and we left feeling as though we really knew the neighborhood. The tour is a great value and our party of 6 middle to old aged people all loved it!! Don’t hesitate to book this tour, we’d do it again if (when) we come back.”

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