15 Best Food & Drink Tours In Boston

Boston, Food, Food & Drink, Food & Tasting Tours, Freedom Trail Tours, Historical Tours, North End Food Tours, Tour Reviews

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

/ June 4, 2026

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

Taste North End bread, pizza, and deli sandwiches, then walk the Freedom Trail from Boston Harbor to the Public Garden.

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

/ June 4, 2026

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

Taste Boston’s North End on a 3.5-hour walk with 6+ bites: clam chowder, lobster roll, cannoli, pizza, lemon slush, and a secret dish.

★ 5.0

“Fun food tour Evan was great Food was super tasty Roasted Nuts Clam chowder Lobster roll Pizza Canoli and Tiramisu All delicious Evan gave us a lot of fun facts and the tour was the proper length”

1,404 reviews3 hours 30 minutes (approx.)From $119.00by Secret Food Tours

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

/ June 4, 2026

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

Boston’s North End Food Tour blends Italian tastings, Old North Church history, and a small-group walk for real neighborhood flavor.

★ 5.0

“We had an interesting history lesson and the food was delicious. Our guide was Lexie. She was so informative and fun. She made the whole tour fun”

1,322 reviews2 hours (approx.)From $70.40by Intrepid Urban Adventures - USA

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Boston, Food, Food & Drink, Food & Tasting Tours, Historical Tours, Tour Reviews, Tours, Walking Tours

Boston Pizza Lovers Food and History Walking Food Tour

/ June 4, 2026

4.Boston Pizza Lovers Food and History Walking Food Tour

Follow the Freedom Trail on a Boston pizza tour through the North End, with 3 full-size slices and a Modern Pastry cannoli finish.

★ 4.5

“Scottie made the tour! He was so knowledgeable and personable. We did it with a 9 year old and a 10month old and were nervous but he was very accommodating and made it a breeze. Highly recommend you experience the north end and the freedom trail this way. The food was delicious and made the…”

1,082 reviews2 hours 50 minutes (approx.)From $69.00by Boston Pizza Tours

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Boston, Food, Food & Drink, Food & Tasting Tours, Historical Tours, North End Food Tours, Tour Reviews, Tours, Walking & History Tours, Walking Tours

Boston’s North End Food and History Walking Tour

/ June 4, 2026

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

A small-group North End walk with history and serious Italian tastings, including lunch with wine pairing and desserts like cannoli.

★ 5.0

“Excellent experience! The history lesson well appreciated received on the neighborhood and Italian culture overall was really cool. The food was fantastic! We did not leave with empty stomachs. Stopped at places I would have never of seen or thought of going into. Our tour guide Paula is fabulous. She is a walking history book.…”

459 reviews3 hours (approx.)by Off The Eaten Path Tours

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Boston, Food, Food & Drink, Food & Tasting Tours, North End Food Tours, Tour Reviews, Tours

Boston’s Politically Incorrect North End Food Tour

/ June 4, 2026

6.Boston’s Politically Incorrect North End Food Tour

A 3-hour North End food walk with Anthony. Expect subs, ravioli, pizza, dessert, history, and tough-to-find mafia stories for $98.

★ 5.0

“Anthony is a hoot! He gives you insight as to what it was like growing up in the North End of Boston. You will not go away hungry, excellent food!!”

453 reviews3 hours (approx.)From $98.00

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Boston, Food, Food & Drink, Food & Tasting Tours, Historical Tours, Tour Reviews, Tours, Walking & History Tours, Walking Tours

Boston Seafood Lovers Food and History Walking Tour

/ June 4, 2026

7.Boston Seafood Lovers Food and History Walking Tour

Boston Seafood Lovers blends award-winning chowder, raw bar bites, and a full lobster roll with Freedom Trail history on a small-group walk.

★ 5.0

“Dan was so great! I really enjoyed his sense of humor and his knowledge of the best restaurants in Boston. I had the best clam chowder of my life!”

208 reviews2 hours 45 minutes (approx.)From $159.00by Boston Pizza Tours

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Boston, Food, Food & Drink, Food & Tasting Tours, North End Food Tours, Tour Reviews, Tours

Boston’s North End: Secret Food Tour

/ June 4, 2026

8.Boston’s North End: Secret Food Tour

3-hour North End food walk with clam chowder, lobster roll, pizza, and cannoli, plus Freedom Trail stories.

★ 4.7

“Loved our guide he was wonderful. The food was great and our guide shared such interesting information not only about the food but also about the history. This was my first food tour and I will definitely do this again. Thank you!”

178 reviewsFrom $123by Essor

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Boston, Food, Food & Drink, Freedom Trail Tours, Historical Tours, North End Food Tours, Tour Reviews

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

/ June 4, 2026

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

Eat your way from the North End to the Freedom Trail on a small-group walk, sampling Italian classics and Revolutionary landmarks.

★ 4.8

“Our guide was great and the tour group was small. We tried some great food at places we wouldn't have gone into or found on our own. His historical knowledge was great too and we loved listening to all his stories. Highly recommend! (I believe our guide's name was Adam).”

175 reviewsFrom $99by Intrepid Urban Adventures

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Boston Food of the North End Private Walking Tour

/ June 4, 2026

10.Boston Food of the North End Private Walking Tour

A private 2-hour North End food walk with a local guide, full-meal samples, coffee, and a visit to Old North Church.

★ 5.0

“I booked this tour with my best friend and our two sons in seventh grade. Maz was an incredible educator and catered the tour to making it fun, interesting and interactive for us. The boys loved being able to share what they learned in history class that was relevant to his stories. It was a…”

174 reviewsFrom $147.00by WeVenture

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Boston, Food, Food & Drink, Food & Tasting Tours, North End Food Tours, Private, Tour Reviews, Tours

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

/ June 4, 2026

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

Private Boston North End food tour with 6+ tastings, lobster roll, cannoli and pizza, plus Public Market stops and history.

★ 5.0

“Kyle was great!! Fun way to team build see parts of Boston and gather fun facts along the tasting! Host was fantastic”

165 reviews3 hours (approx.)From $395.00by Secret Food Tours

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Boston, Food, Food & Drink, Food & Tasting Tours, Freedom Trail Tours, Historical Tours, Private, Tour Reviews, Tours

Boston: Food and History of The Freedom Trail Private Tour

/ June 4, 2026

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

North End food + Freedom Trail history on a 5-hour private walk ending in Boston Public Garden.

★ 5.0

“Bob, an exceptional tour guide, highlighted hidden gems that locals often overlook and led us to off-the-beaten-path spots. His extensive knowledge of history added to the experience. Definitely a must-repeat activity.”

159 reviewsFrom $269.50by WeVenture

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Boston, Food, Food & Drink, Food & Tasting Tours, North End Food Tours, Tour Reviews, Tours

North End Boston Food Tour

/ June 4, 2026

13.North End Boston Food Tour

Taste Boston’s North End with local guide Bobby Agrippino: wine and limoncello pairings, family bites, and real neighborhood stories.

★ 5.0

“Great experience with wonderful tour guide. Bobby was fantastic! The history information was very interesting and the food was fabulous. As the ad says. Come hungry.”

147 reviews2 to 3 hours (approx.)From $98.00by North End Boston Food Tour

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