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Freedom Trail

Culinary & nightlife

Our most recommended Freedom Trail Culinary & Nightlife

Boston: North End to Freedom Trail Food and History Tour

1. Boston: North End to Freedom Trail Food and History 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: Historic Pub Crawl Tour along the Freedom Trail

2. Boston: Historic Pub Crawl Tour along the Freedom Trail

Wander along the same cobblestone streets as Paul Revere once did, pass through bustling markets where Sam Adams peddled the idea of revolution. Visit historic bars that have been frequented by Bostonians for hundreds of years.  Revisit the story of America's birth and raise a glass as you learn the importance of beer in the founding of America. This historic pub crawl reveals hidden history about the events leading up to the revolutionary war and takes you where it all started: taverns. The four historic taverns visited on the tour are in the Faneuil Hall area and provide a wonderful backdrop as expert guides tell stories about Boston's rebellious past that helped lead to America's independence.  Each tavern dates back at least to the 1800s, several even further which includes America's oldest tavern. At each tavern, your guide will recommend beer as unique as the history of the city. Most of the beers are exclusively served in Boston and several can only be found in the taverns visited on the tour.

Boston North End Pizza Tour

3. 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.

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Other Sightseeing Options in Freedom Trail

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What people are saying about Freedom Trail

Corinne was excellent. Funny, informative, and kept a great energy going. Food was amazing and plentiful and great historical facts as we covered a huge part of the City physically and culturally. Would highly recommend as a great introduction to all Boston has to offer.

What a fun tour! Our guide Julie was fantastic! Her knowledge of American history, Boston - and of course beer was presented in such a fun and entertaining way. What a blast!

Good pizza and the walk along the freedom trail was interesting. I’d do it again when I visit. I wouldn’t recommend it for little kids.

The guide, Julie, was very informative, funny and we had a great time. Met some really nice people too.

Had an enjoyable time and got to learn a little more in-depth of America’s history.