Top Massachusetts Street Food Tours

Sample some of the most delicious bites that Boston’s North End has to offer—and enjoy a personalized, first-hand introduction to the area’s charms and Italian heritage—on this small-group walking tour. Choose between several convenient start times, and be sure to bring your appetite: you’ll follow your guide to a number of local businesses, where you’ll try everything from clam chowder and lobster rolls to pasta and cannoli. At the end, you'll enjoy a delicious Secret Dish, that will be revealed only on the day of the tour.

Enjoy some of the best pizza in Boston on this walking food tour. Stroll through the city’s oldest neighborhoods, including, appropriately, Little Italy on the North End. Walk along the Freedom Trail that leads to 16 historically significant sites, like Paul Revere House, Old North Church, and the USS ‘Constitution,’ to name a few. Visit some of Boston's best pizzerias and enjoy a slice at each. It’s a fun and flavorful way to get to know Boston.

Walking the cobblestone streets of the most popular neighborhood North End is a must, but don’t waste time looking for the ideal place to eat. Join other passionate foodies to snack your way through the neighborhood. Your guide directs you to a hidden, a generations-old bakery, an authentic Italian salumeria, and a family run pastry shop. Visit the Old North Church (or equivalent alternative) and maybe even get a chance to talk with the neighborhood’s best bakers. Pizza, pastries, and other delights round out your experience.

Boston is famous for its donuts and has numerous artisanal donut stores, some hidden away from its tourist areas. Instead of hunting them down independently, let a guide lead you there and introduce you to some top donut varieties, enabling you to try flavors and gain insight into the local donut scene you might otherwise miss. Between tastings, browse a market, eat a delicious bakery treat and explore historical neighborhoods such as North End before one final, scrumptious donut sampling.

From clam chowder and Boston baked beans to lobster roll and Boston cream pie, food is as big a part of Boston’s heritage as universities and tea parties. Dive deep into the city’s food culture on this mouthwatering small-group tour led by a local foodie guide. You’ll sample at least eight tastings, enough to make up a full lunch, as you visit markets, historic restaurants, and family-run favorites.

Sample the culinary classics of Boston during this small-group food tour. Set out on a city stroll with a guide to taste local iconic dishes like chowder and Boston cream pie. Learn about the history of several popular dishes and explore Boston through its classic flavors. See landmarks like Faneuil Hall Marketplace and visit several pubs and taverns during the walking tour.

Explore the cobblestone streets of Boston’s North End and taste your way through the neighborhood with this private food tour. Meet your guide for a half-day tour that includes some of the city’s best Italian food and go off-the-beaten-path to see where locals shop for quality ingredients. Learn about the neighborhood from a local guide while sampling its many flavors.

Calling all foodies! We'd love to take you on a Food Tour neighborhood adventure in Harvard Square!  Join us for a delicious culinary adventure through historical Harvard Square. You'll hear interesting stories about the Square, learn fun facts about the places we visit, and sample the best and most interesting food around -- and a lot of it. Located right outside of Boston in Cambridge on the Red Line MBTA Train Stop, Harvard Square is home to Harvard University and also has a flourishing food scene with some of the best and most unique food in the city.  Each tour is 2 hours and includes 5 stops with plenty of food and less than a mile of walking. We can't wait to take you on a unique, foodie adventure! While we can accommodate gluten or dairy-free options on our other tours, on this tour there are two stops where gluten or dairy-free substitutions are not available unfortunately.

Discover the South End in a fun and memorable way with this Sweet & Savory Food Tour. Make your way through this iconic Boston neighborhood, stopping for treats like Venezuelan appetizers and French-Cambodian cuisine. As you walk, admire the architecture and learn about the area’s rich cultural history. Your guide will share insider knowledge and point out hidden gems along the way.

Taste your way through Union Square, Somerville with this neighborhood food tour. Discover the area that saw the creation of marshmallow fluff and the raising of the first American flag. Walk the streets and stop for delicious tastings at five or six restaurants. Sample a range of local favorites and ethnic delicacies. This tour is suitable for all ages, with alcohol available to guests 21 and over.