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 walking from Boston Harbor through the North End and along the Freedom Trail. You’ll taste bread, pizza, an Italian deli sandwich, coffee, and pastry, then visit landmarks with guides such as Nabil, Lexie, Bob, and Claire. Expect about 8 km on foot.

“Our guide Maddie was the best! Very knowledgeable. The food was spectacular as well as filling!! Enjoyed every minute of this tour!!!”

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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 a surprise dish. Expect local history, plenty of food, and about three hours of easy walking.

“Great food and guide. Directions to location were great until very end. Had a bit of trouble linking up but Kyle called me. Kyle was personable guide.”

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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 1.3 miles from the Greenway Carousel into Boston’s North End, stopping for fresh bread, Italian meats and cheese, pizza, pastry, and coffee. A guide such as Lexie, Nabil, or Bob adds local history, while the group stays small at no more than 12 people.

“Our tour guide was very knowledgeable on the content on the area. Took us to great food spots to sample delicious options. We had a great time. We even got great spots to sample afterwards.”

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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 for about 2.5 hours with guides such as Scottie or Big Al, stopping for three full-size pizza slices and a Modern Pastry cannoli. Along the way, see Paul Revere’s House, Old North Church, Copp’s Hill, Old Ironsides, and views toward Bunker Hill.

“Our tour guide, Big Al, was highly entertaining and the pizza and cannoli were yummy! A great way to spend a couple of hours learning a little history and tasting a variety of Italian deliciousness!”

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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 exploring Boston’s North End with Paula, a longtime local guide. Taste arancini, Sicilian pizza, cured meats, cheese, pasta, cannoli, gelato, espresso, and wine while learning how Boston’s oldest neighborhood became Little Italy.

“This tour was an unexpectedly delightful and informative find. Paula has been leading this tour for 15+ years and she has put her heart into building a unique experience. As she tells it, she has lived and worked in Boston's North End for much of her adult life. The restaurants and shops that she takes you to are the same businesses that she has eaten in and shopped at for years. In addition to sharing her wonderful culinary finds, she augments the tour experience with her art history education and deep interest in local culture, telling stories and describing historical events in engaging detail. We have taken many local food…”

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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 walk through Boston’s North End, stopping at five to seven local eateries for subs, ravioli, pizza, arancini, pastries, and affogato. Expect neighborhood history, mafia stories, strong opinions, and plenty of profanity.

“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!!”

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7.North End & Little Italy Food Tour with Local Dishes

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

Choose a 2-hour or 3-hour walking food tour from Quincy Market through Boston’s North End. Guides such as Sean, Jack, Evan, and Anna-Kathryn combine Freedom Trail stories with chowder, pizza, Italian meats, seafood, cannoli, and a secret dish.

“nothing needs to be improved it was a great tour and our tour guy was full of information and he was great”

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8.Boston Seafood Lovers Food and History Walking Tour

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

Join a small-group Boston food and history walk through the North End, HarborWalk, Long Wharf, and Quincy Market. Guide Dan often leads the 2-hour-45-minute route, pairing chowder, oysters, shrimp, a full-size lobster roll, and cannoli with Boston stories.

“A great way to see historic Boston and experience some really great local cuisine! It’s a bit of a walk, but the stops give you plenty of time to relax along the way!”

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9.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. A local English-speaking guide leads a group of up to 12 through historic churches, State Street, Old City Hall, and the Public Garden, with generous tastings of bread, pizza, Italian sandwiches, meats, cheese, pastries, and a hot Italian drink.

“Lucy is great! She is very knowledgeable and funny.”

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

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

Spend about three and a half hours walking from the Tony DeMarco Statue through Haymarket, Boston Public Market, and the North End. Audrey, a local guide with strong neighborhood ties, leads a small group through tastings of pizza, arancini, cannoli, bread, cheese, sweets, and Union Oyster House chowder. Food is included, drinks are not.

“We really enjoyed our experience with this tour company. We booked our tour on a day they normally don’t operate (the listing was mistakenly left open). Audrey from the company contacted me and apologized and offered to do it on a different day. When I told her that it was the only day we had open on the trip (I booked us a lot of things to do 😂), she told me she would give us the tour anyway! I was not expecting her to do that. I’m so glad we got the experience, Audrey is a hoot! It’s a tour by a true Boston local with such a connection…”

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11.Boston Food of the North End Private Walking Tour

★★★★★★★★★★5.0 · 174 reviews · from $147

Walk from the Greenway Carousel through Boston’s North End with a private guide such as Nabil, Tyler, or Katie. Sample bread, pastry, pizza, meat, cheese, coffee, or tea, hear stories of the neighborhood, visit Old North Church, and finish along the Rose Kennedy Greenway.

“Loved our tour guide Nabil Felt like we were hanging out with friend Great food very informative We would definitely recommend”

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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 about three hours eating your way through Boston Public Market and the North End with a private English-speaking guide. Expect clam chowder, lobster roll, brick-oven pizza, cannoli, lemon slush, and a secret dish, plus stories tied to Hanover Street, North Square, and Boston’s oldest surviving home.

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

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13.Food and History of The Freedom Trail Private Tour

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

Spend about five hours walking from the Greenway to Boston Public Garden, combining Revolutionary-era landmarks with North End food stops. Guides such as Alex, Mark, Molly, and Sully bring local stories to life. Expect a full meal in samples, plenty of walking, and a private group setting.

“We loved the perfect combination of food, history, and culture. This tour exceeded our expectations by far! Mark was an amazing guide!”

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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 walking Boston with a local guide, crossing the harbor by public ferry, and stopping at two historic taverns. You get two drinks, appetizers, and a North End cannoli while visiting Charlestown, Bunker Hill, the Old State House, and Faneuil Hall. Big Al often leads the tour.

“we enjoyed our company and learned a lot of stuff. Our tour guide was enthusiastic and made our experience fun”

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15.North End Boston Food Tour

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

Meet Bobby Agrippino at the Tony DeMarco Statue for a three-hour walk through Boston’s North End. Expect Italian food, family stories, wine and limoncello pairings, small local shops, and a finish near Mike’s Pastry.

“Go hungry! Bobby the owner and tour guide is very personable, fun and knowledgeable. Everyone knows him. He tours you around to the local places and the best food. So much so that we went back to the restaurant three days later! He tells you about all the north end history as a true local who grew up there.”

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