Freedom Trail
Culinary & Nightlife

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Our most recommended Freedom Trail Culinary & Nightlife

Boston: North End to the Freedom Trail - Food & History Tour

1. Boston: North End to the Freedom Trail - Food & History Tour

Walk through Boston Harbor Island State Park, admiring East Boston and the historic wharfs lining Atlantic Avenue. Head to North End and visit a local Italian bakery serving fresh bread and an Italian salumeria for meats and cheeses. On Hanover Street, relax at a traditional Italian café during a mid-tour break. Taste the pizza at a neighborhood favorite. Finish with samples of the best Italian pastries. Head to the Rose Kennedy Greenway, State Street and the historic Custom House Tower, then onto the famous Faneuil Hall and Quincy Market. Stop in front of the Old State House (the site of the Boston Massacre) before hitting Old City Hall. Check out the State House. Continue through Beacon Hill to see Boston’s red-brick row houses. Finally, arrive at the beautiful Boston Public Garden.

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Historic Pub Crawl Tour along the Freedom Trail

2. 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 1800's, 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!

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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

The historic pub crawl was one of my favorite activities from my visit to Boston. My cousin (21f) and I (32f) did this tour together, with a small group of other travelers. The tour required proof of vaccination which allowed us to feel comfortable enjoying a few beers with our fellow travelers. The tour itself was SUPER informative with a lot of fun history on the city and nearby landmarks in addition to the pubs we visited and I had way too much fun helping to translate parts of the stories shared by our guide for some friends I made in the group who were from Argentina and spoke limited English.

Scott gave us an amazing and delicious tour of the North End. Our group of four enjoyed it tremendously! We will be back! Highly recommended.

Great tour and history to make us feel like it was educational AND refreshing :)

Our guide Jim was engaging, informative and entertaining w his fun facts.

Scotty was great! Knowledgeable and funny. We had a fantastic time.