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Get a taste for Boston’s best pizza and beer on a guided, 3-hour pub crawl around the city. Boston taverns are legendary. In fact, our founding fathers planned the American Revolution in one of them, and it’s still open today. Step inside this historic pub and grab a cold one (or two) along with some of Boston’s best pizza. During the tour, you’ll explore some of the city’s oldest neighborhoods, like Beacon Hill, the Blackstone Block, the North End and Charlestown.


  • A 3-hour walking tour of Boston’s taverns, pizzerias and historic neighborhoods
  • Taste what makes Boston pizza unique with three slices of pizza
  • Walk in the footsteps of America’s most famous revolutionaries
  • Embark on a scenic ferry ride across Boston Harbor
  • Cover 375-plus years of history in 3 hours with an informative guide

What You Can Expect

Boston Pizza and Taverns Tour

Taste the Best Pizza in Boston

Delight in Boston’s best pizza and beer on this historic 3-hour walking tour around the city. After meeting the guide, begin this Boston pub crawl in the North End, the oldest neighborhood in the city. A slice of pizza at this end of town equals a slice of history. In fact, the infamous Great Brink’s Robbery happened here, the largest heist in the history of the United States at the time, back in 1950.

The fun has only begun. Head to Charlestown to see the sites, including the Bunker Hill Monument, the USS Constitution and a tavern that dates back to 1785. Have another helping of pizza here before taking a quick ferry ride to the historic Long Wharf pier. Check out Old North Church, where the famous “One if by land, and two if by sea” signal is said to have been sent, and the Old State House, the oldest public building still standing in Boston. Get an amazing view of Boston Harbor and the city skyline from Fan Pier.

It’s a short walk back to the North End for a final piece of pizza and a trip to the Blackstone Block, the oldest commercial district in Boston. The tour ends at either Bell in Hand, the longest continuously operating tavern in the United States, or the Green Dragon, a basement tavern known as the Headquarters of the Revolution. Have a cold one to commemorate the moment and toast the day.

Customer Reviews

Amanda K

5 star rating: Highly Recommended September 2016

Jimbo was fantastic and he was funny and in wonderful sports even though it was just slightly raining. Our group was small so it provided a better experience. Not only did we taste good pizza but we learned some amazing history about Boston. Hi Jimbo's mom :- !!!

Susan B

5 star rating: Highly Recommended August 2016

This was a great trip - but be prepared for a LOT of walking!!!


5 star rating: Highly Recommended July 2016

We really enjoyed this tour. The pizza was fab and Jimbo was a great guide; informative without being dry. The walk in the early evening was really pleasant and we felt as though we packed a lot into a short time.


5 star rating: Highly Recommended May 2016

Great day with good group. Plenty to eat and drink and useful info to fill in the walks . Tour guide was very relaxed and we ran over time which just added to the fun


5 star rating: Highly Recommended February 2016

Great group and great tour. Hostess Nicole was very informative and also very relaxed as we ran long. Plenty to eat and a variety of Taverns to visit and buy drinks. Right amount of walking between stops and even a sunset ferry trip - which was not supposed to be at Sunset: One of those magic days you don't really want to end. Surprising amount of historical information provided as well . Best tour of its type I have done

Tim H

5 star rating: Highly Recommended July 2015

Great tour, Martin was a great tour guide with a lot of great history and stories about the North End, Charlestown and Old Ironside. The Pizza was great we are from Chicago and so we know Pizza pretty well and the Taverns historical and fun to visit. This tour is a must see when you are visiting Boston. Great tour for all ages. Very Highly Recommended!

Julie-Ann H

5 star rating: Highly Recommended July 2015

I really enjoyed this tour. The guide sorry I forgot his name was very enthusiastic and you could tell he loved Boston. The pizza was great and you even got to eat outside. I was a solo traveller and there was also a family and we all had a great time. I would recommend this tour as great value for money and so enjoyable

Cheryl A

4 star rating: Recommended June 2016

Our guide was very friendly and informative. We ate three cheese pizzas. I would rather have had something besides just cheese pizza. We did a lot of walking and visited several taverns. Our guide also gave us good information on other restaurants to go to. I would recommend this tour and our tour guide to other people who visit Boston.

Rod L

4 star rating: Recommended December 2015

We had a great time! Learned a little history about Boston had some great pizza and enjoyed the skyline of Boston while on the ferry.

Joel S

4 star rating: Recommended October 2015

What a great way to combine a history lesson with slices of Little Italy pizza! Martin was a very enthusiastic and knowledgeable tour guide. We felt like we saw quite a bit of the Old North End and Charlestown areas, walking quite a bit of the Freedom Trail and all the sights there. Each slice of pizza was very tasty, however, two of the three slices were plain cheese pizza... for the price of the tour, I would expect more toppings on the pizza.

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