Boston: North End to Freedom Trail Food and History Tour

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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.


  • 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
  • Personalized attention on small-group tour for just 12 people


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 English-speaking guide 3 food stops (with a variety of food samples such as fresh bread, pizza, meats, and cheese) 1 food and drink stop (Hot Italian beverage and Pastry) Entry fee to the historic Old North Church (or equivalent alternative) A surprise local treat

Important Information

  • This tour is carbon neutral, operated by a B Corp certified company committed to using travel as a force for good.
  • For your Urban Adventure, you will be in a small group of a maximum of 12 people.
  • Experience happens rain, shine, or snow unless such weather constitutes a dangerous situation.
  • Suitable for all ages and fitness levels, but please note that this tour covers 2 km (1.3 miles) of walking.
  • The State House is open on weekdays only. The tour group will find alternate sites to visit on weekends.
  • Vegetarians and those with other dietary restrictions can be accommodated. Please notify the company in advance if you have any dietary requests. • In the morning when you are in the famous North End, all of the food stops are 100% owned and run by locals. • You also stop at a couple of world-famous churches which are as much a part of Boston (and America's) history as you can get. Both the Old North Church and King's Chapel are non-profit organizations.

Easy cancellation

Cancel up to 24 hours in advance for a full refund


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