Guided tour

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

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

Likely to sell out
Likely to sell out

From US$ 99 per person

Combine the 2 best known features of Boston, its rich history and amazing food on a city walking tour. Start in the North End before exploring the Freedom Trail to discover what makes Boston special.

About this activity

Free cancellation
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Covid-19 precautions
Special health and safety measures apply. Learn more
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Duration 5 hours
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Live tour guide


  • Stroll past some of the most historic locations in Boston’s oldest neighborhood
  • Taste meats, cheeses, fresh bread, pastries, and pizza in the North End
  • Gain insight into the American Revolution and Boston's history and culture
  • Enjoy a local surprise at a historic, quirky, hidden local tavern
  • Join a carbon neutral tour, organized and led by an eco-certified tour operator
Full description

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. 

  • Walking tour
  • Local guide
  • 3 food stops
  • Food samples
  • 1 drink stop
  • Entrance fee to the historic Old North Church (or equivalent alternative)
  • A surprise local treat
    Covid-19 precautions
    Safety measures in place
    • All areas that customers touch are frequently cleaned
    • You must keep social distance while in vehicles
    • The number of visitors is limited to reduce crowds
    Traveler requirements
    • You are required to bring and wear a mask

    Select participants and date



    Meeting point

    The Aquarium “T” Station (outside, in front of the Long Wharf Entrance – Northeast Corner of State Street and Atlantic Avenue). 222 State Street, Boston, MA 02109

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    Important information

    Know before you go

    • This tour is organized and led by the world's largest travel B-Corp certified company. B Corp Certification measures a company’s social and environmental impacts and responsible tourism practices
    • Entrance to the Massachusetts State House requires a government ID and all guests must pass through metal detectors
    • The State House is open on weekdays only. The tour group will find alternate sites to visit on weekends
    • In the event of a site closure, the company will do their best to replace it with a similar alternative
    • Vegetarians and those with other dietary restrictions can be accomodated
    • Please notify the company in advance if you have any dietary requests
    • For your urban adventure you will be in a small group of a maximum of 12 people
    Customer reviews

    Overall rating

    4.8 /5

    based on 66 reviews

    Review summary

    • Guide
    • Value for money
    • Service
    • Organization

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    Wow! What an amazing experience! Sully (our guide) was very knowledgeable and provided a wonderful tour of the city. Food, history, points of interest, and so much more. This tour is a MUST for anyone wanting to experience Boston in a short time. The food stops were all wonderful, but my favorite was Caffé Vittoria (the first Italian cafe in Boston) where we enjoyed a cappuccino and the BEST cannoli I’ve ever eaten. We enjoyed this stop so much, we went back twice after the tour! Sully provided many recommendations for restaurants, etc. throughout the tour, which we greatly appreciated. Knowing where the locals go to grab a lobster roll or clam chowder is just what we needed to know (Union Oyster House did not disappoint on either account). Tips: wear comfortable clothing, your best walking shoes, dress in layers (you will get warm from all the walking), make sure to wear sunscreen (don’t forget your neck), and be open to taking in the whole experience.

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    May 2, 2022

    I would highly recommend this tour to anyone interested in learning about the history of the freedom trip and the Italian quarter in Boston. Our guide Sully, was incredibly knowledgeable about all things revolutionary. He walked us through the North (Italian) end of Boston which was rich with culture and incredible food. The tastings that we had were amazing. We walked the full extent of the Freedom Trail and learned all about the Founding Father’s, the Boston Tea Party, the Boston Massacre and many other key moments in US history. I must admit that we were a little daunted at the prospect of a 5 hour walking tour, but actually the time flew by. Sully does a Seafood walking tour around Boston and we will be sure to book on this the next time we’re in the city.

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    April 22, 2022

    We took the 5 hour food tour. It was interesting and the guide, Bob was good. He kept it light, yet informative. The food was delicious. I was a bit disappointed with a few things. First, the order of the food (although I at everything,) seemed out of order in that the cannolies came before the pizza and sandwich. Also, we had to circle back to our starting point to pick up others who only signed up for the 2 hour walking, no food tour. That explains why all of the food was crammed into the 1st three hours only. Also we pay a good price, so I didn't care for visiting a couple of sights twice to accommodate the 2nd group. We never entered the State House which is on the itinerary. I don't recall seeing the red-brick row houses and we definitely did not make it the Boston Public Garden except to see it from more than a block away.

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    October 26, 2021

    Product ID: 162177