Massachusetts
Food & Gourmet Tours

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Our most recommended Massachusetts Food & Gourmet Tours

Boston: Italian Food Tour with Pizza, Meats, Cheese, & Bread

1. Boston: Italian Food Tour with Pizza, Meats, Cheese, & Bread

Your North End experience begins at the lifeblood of Boston, the Boston Harbor. Walk through a scenic waterfront park, with views of the harbor, East Boston and the historic wharfs lining Atlantic Ave. Make your way to the heart of the North End, with views of some of the most historic sites and properties in the neighborhood, some dating back to the late 1600s and early 1700s. Delicious food is never far away in the North End. Your guide will introduce you to a small, hidden Italian bakery serving up fresh bread daily. Break bread with your fellow travelers and let the carbs give you the energy to continue your adventure! A proper Italian salumeria is next, and you’ll have a chance to enjoy Italian meats and cheeses at their finest and freshest.  Next up, take in the energy of the North End’s busiest corridor, Hanover Street. It’s time for a mid-tour break with your guide at a traditional Italian café. Here, you will have a chance to enjoy your choice of a classic cappuccino, espresso, or tea. Let the caffeine kick in as you go back in time into North End history. You’ll hear stories about some of the most influential events that have happened in Boston, including Paul Revere’s midnight ride. Make your way to the Old North Church and step inside the hallowed walls. To this day, North Enders still attend this church, which is famous for its role in the Revolution.  After church, dive deeper into the local side of the North End. A taste of pizza awaits at a neighborhood favorite and the stories are endless. Cap off the North End food experience with samples of the best of the best Italian pastries along the backstreets of this delicious neighborhood. Hopefully, there will be a chance to meet and chat with the area’s top bakers if you catch them at a quiet moment.  After the tour, you’ll surely be ready to make a dinner reservation. Consult with your guide for the best recommendations and you will be set up for an amazing time in Boston.

Downtown Boston Harbor Weekend Cruise with Brunch

2. Downtown Boston Harbor Weekend Cruise with Brunch

Weekends are a time for relaxing and getting your days started the right way. Join a Mimosa and Bloody Mary Cruise aboard the elegant Northern Lights to jump start your relaxation mode. While aboard, choose from a variety of mimosas and bloody Mary's. Enjoy the gourmet brunch buffet and select a cozy seat aboard the Northern Lights as you cruise around Boston Harbor to capture panoramic views of Boston. This is the perfect event for groups looking to entertain guests from out of town. You can see the sites without giving up a relaxing weekend. Small bridal parties can be accommodated and next day wedding parties. The Brunch Cruise offers the perfect event for individuals or a group looking to celebrate and relax. Also, see historic sites along the harbor such as: the harbor islands (Castle Island, Deer Island, Spectacle Island, Long Island, Lovells Island, Georges Island) Independence Fort, Bunker Hill Monument, USS Cassin Young, USS Constitution, Old North Church, Boston’s Seaport District with historic Fishing Markets and Boston’s incredible skyline.  The brunch menu includes pastries, granola, yoghurt, smoked salmon, bagels, fruit, scrambled eggs, potato hash, bacon, ham, salad, and dessert.

Boston Underground Donut Tour

3. Boston Underground Donut Tour

Celebrate the donut in all its glory while discovering downtown Boston on this underground tour. Take in historic sites, drink coffee and apple cider, and sample some of the finest donuts Boston has to offer. Begin your tour in the Financial District at Kane’s Donuts where you’ll sample several of their daily flavors. Take a stroll along the waterfront to Boston’s Public Market to try some delicious donuts and apple cider. Learn about the market's history and check out some of its other vendors. Next, walk through Little Italy, one of the city's oldest neighborhoods and home to the Old North Church. Make a stop at one of the oldest bakeries in the neighborhood and enjoy a uniquely Boston treat. Finish your tour back at the Public Market and the delicious Union Square Donuts.

Boston North End Pizza Tour

4. Boston North End Pizza Tour

Pizza is without a doubt America's favorite food. In all, there are over 61,000 restaurants serving pizza in the US, and Massachusetts alone boasts around 1,500 pizzerias. Enjoy a slice from Boston's oldest pizzeria that has a brick oven dating back to 1883, or a slice from a North End pizzeria voted Boston's Best Slice multiple times! Other stops may include a pizzeria named in the Top 25 Best in America, or from an eatery named one of the Top 10 Best Italian Restaurants in the World. Each tour features 3 different slices, all from top-rated Boston pizzerias. You’ll enjoy 2.5 hours of food, fun and history, and finish with a cannoli from a famous North End bakery.

Boston: North End, Freedom Trail Food & History Walking Tour

5. Boston: North End, Freedom Trail Food & History Walking Tour

Learn about Boston's own Little Italy district of North End and its rich culinary scene. Also, learn about the significant role the city played during the American Revolution on a fascinating guided walking tour of Boston.  Make your way through to the heart of the North End, home to some of the city’s oldest buildings and renowned for its variety of food offerings. Try some fresh bread and Italian meats and cheeses at a hidden bakery. You will also indulge in some sweet local pastries. On the Freedom Trail, explore the Rose Kennedy Greenway, State Street, and the historic Custom House Tower. Then, head over to Old City Hall, which was the birthplace of public education in America. Don’t forget to get a picture of the bronzed Donkey outside the entrance Your tour will finish at the Boston Public Garden. Enjoy the rest of your day relaxing in the park and its beautiful surroundings. 

Boston's North End: Secret Food Tour

6. Boston's North End: Secret Food Tour

Explore the vibrant culinary scene of Boston’s North End, as you walk along a trail dating from the American Revolution. By the time the tour ends, you'll have a full stomach and almost 400 years of history behind you. Make seven stops to taste local favorites on this 3 to 3.5-hour guided small-group food tour. Explore the birthplace of the American Revolution, savoring each bite along the way. Fill your tummy with appetizing dishes, locally roasted nuts, a unique Italian sandwich, pizza, cannoli, and a secret dish.

Boston: Historic Taverns Tour

7. Boston: Historic Taverns Tour

This informative 3.5-hour walking tour visits some of New England’s most historic landmarks, as well as two of Boston's most historic taverns. The tour begins in Boston's oldest neighborhood, the North End. Board a public ferry for a round-trip ride to the Charlestown Navy Yard. Here, you'll see the USS Constitution aka "Old Ironsides", and Bunker Hill Monument. Walk through the Blackstone Block, and discover the true location of the "Boston Stone". See the Old State House, Faneuil Hall, and Quincy Market. The tour includes two tavern visits and one drink at each stop plus snacks.

Boston: Guided Walking Tour with Seafood Tasting

8. Boston: Guided Walking Tour with Seafood Tasting

Join your guide as you discover Boston's oldest neighborhoods. Learn about the city's colonial and revolutionary history and enjoy some delicious seafood dishes along the way. Your tour begins in Boston's North End neighborhood. Explore the maze of narrows streets and see some of the city's oldest buildings, including the Paul Revere House and Old North Square. Continue your tour as you head to Boston's Harborwalk and Long Wharf to admire the scenic views from the city's oldest commercial port. Learn about the history of Faneuil Hall and the Old State House before you head to Quincy Market. As you tour Boston, stop at three different restaurants for a sit-down tasting of local favorites. End your foodie adventure on a sweet note with dessert from a famous North End bakery.

Classic Bites of Boston Tour & Optional Beer Tasting

9. Classic Bites of Boston Tour & Optional Beer Tasting

Boston’s downtown is packed with revolutionary history, but along the Freedom Trail, you’ll also find some of the best examples of the iconic dishes Boston has to offer. Over the course of this 3-hour urban adventure, take a one-of-a-kind stroll through Downtown Boston. Taste classic dishes including Boston Baked Beans and Brown Bread, Clam Chowder, a fresh Lobster Roll and Boston Cream Pie. Plus, you’ll hear about the history of these foods and their rise to popularity in Boston. While this is not your typical Freedom Trail tour, you will visit sites of food-related historical significance along the way. End this tour feeling both full and fulfilled, after experiencing a great introduction to Boston through the lens of local foods. Upgrade your tour to the option which includes a beer tasting. Pair the iconic Boston foods with a local craft beer tasting at 2 of Boston's most historic taverns.

Boston: South End Sweet and Savory Local Food Tour

10. Boston: South End Sweet and Savory Local Food Tour

Experience this one-of-a-kind foodie adventure through South End and get a taste for one of the city’s vibrant neighborhoods. Visit 6 local eateries to sample tastings of their most popular dishes. Enjoy mouth-watering specialty dishes and learn about the establishments themselves, and the people who bring them to life. Hear stories about the owners and chefs, and the history behind each of the restaurants, markets, and bakeries visited. As you stroll from one tasting to the next, visit sites of historic, architectural, and cultural interest. Learn about the South End, from its early development to the beloved Boston neighborhood it is today. This walking neighborhood food experience will leave you both full and fulfilled, with plenty of food for a satisfying lunch. Explore the South End on a fun-filled afternoon, in the company of a knowledgeable local guide.

Frequently asked questions about Massachusetts Food & Gourmet Tours

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What people are saying about Massachusetts

Overall rating

4.6 / 5

based on 72 reviews

Martin was amazing. We had a good group of 6 and it was so much fun and interesting. Very memorable experience hitting the two historic pubs and enjoying drinks and apps. Pace was perfect and it just felt like traveling the city with a group of good friends; enjoying the sights and sounds. We forgot about taking the ferry over to Charlestown. So glad we did as that helped us plan the rest of our stay.

Martin was super informative and fun. He had relationships with everyone at our destinations. We covered a lot of ground, but stopping at the taverns for food and drink made it relaxing. It was the perfect amount of history, sightseeing and drinking. It was great for our family with kids 21 & 24. Definitely recommend!

Scottie was an excellent tour guide! He was very funny and super knowledgeable. Learned a lot of really interesting history about Boston and the North End. Oh and the pizza was to die for! Excellent experience, would definitely recommend!

Great tour. We landed this morning and just finished the 5 hour tour. Great sampling of food and history.

Sully was great, it felt like a friend with lots of insight showing us around.