Boston Food & History: Pizza, North End & Freedom Trail
Overview
Available languages
5 hours
Mobile ticket
Uncover Boston’s best-kept secrets on a walking tour that blends history, culture, and flavor. Wander through the iconic North End, tasting fresh bread, pastries, pizza, and a classic Italian deli sandwich. Visit a legendary church, stroll the Freedom Trail, and soak in stunning views from Boston Harbor to charming Beacon Hill. With a local guide leading the way, experience the Boston you’ve always dreamed of—authentic, delicious, and unforgettable.
Additional Info
Wheelchair accessible
Public transportation options are available nearby
Transportation options are wheelchair accessible
Suitable for all physical fitness levels
Can this tour accommodate dietary requirements? Absolutely. We can cater for vegetarian, vegan, and gluten-free options. Please notify us at least 24 hours before the tour start time if you have any dietary requests. While we do our best to accommodate these needs, substitutions may not be identical to the original menu items.
Is this tour environmentally friendly? Unlike many Boston tours that use buses or other vehicles, this experience is entirely on foot—making it a more sustainable choice.
How does this tour support the local community? In the North End, all food stops are 100% owned and operated by locals, ensuring your visit directly benefits the community. Any inclusions and additional purchases you make help support local businesses.
Do we visit any historic sites? You’ll stop at the world-famous Old North Church, a non-profit organization dedicated to preserving American history and educating visitors. Your entrance fee helps maintain the church and its educational programs.
Can the route or inclusions change? We reserve the right to adjust the route and places visited. Food inclusions may vary depending on availability on the day.
Is the tour suitable for all fitness levels? Yes, but please note the tour involves approximately 8 km (5 miles) of walking.
Is this tour child-friendly? Yes! Children under the age of 6 can join this tour free of charge.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What To Expect
Greenway Carousel
Your North End to the Freedom Trail combines our North End Food Tour and our History and Highlights Tour to make up a brilliant half day tour that will give you a comprehensive introduction to our fair city. Your experience begins at the lifeblood of Boston, the Boston Harbor. Walk through a scenic waterfront park, with views of the harbor, East Boston and the historic wharfs lining Atlantic Ave. We’ll make our way to the heart of the North End, with views of some of the most historic sites and properties in the neighborhood, some dating back to the late 1600s and early 1700s.
Rose Fitzgerald Kennedy Greenway
We will pass by the Rose Fitzgerald Kennedy Greenway, a linear park located in several Downtown Boston neighborhoods. It consists of landscaped gardens, promenades, plazas, fountains, art, and specialty lighting systems.
What‘s Included
Indulge in one food and drink stop with a hot Italian beverage and pastry in Boston’s North End
Walk Boston’s famous Freedom Trail and uncover stories of the American Revolution
Enjoy three food stops featuring fresh North End bread, pizza, and an Italian deli sandwich
Visit the historic Old North Church, a Freedom Trail icon (entry when available)
Get tips on what else to see, do and eat during your stay
Savor a local surprise treat handpicked by your guide for an authentic Boston experience
Explore Beacon Hill’s charming red-brick streets and classic Boston architecture
Take in scenic views of Boston Harbor and the Rose Kennedy Greenway
Tips/gratuities for your guide
Additional food and drink
Options
Food & History Tour
Reviews
1,769 reviews
Total reviews and rating from Viator & Tripadvisor
North End Fun!
243devong,,Jan 13, 2026
- Review from Tripadvisor
5.00We did the Food Tour with Nabil and I would recommend this to anyone coming to Boston. It was the perfect amount of time, Nabil was knowledgeable, and the food was fantastic. Not only did we get to have great food, but it was met with humor and fun historical stories. The best part was how Nabil added personal touches and knew the owners of the establishments that we visited. It made us feel like VIP’s.
Great way to experience Beantown. Thank you.
saraB892PV,,Jan 10, 2026
- Review from Tripadvisor
5.00Nabil made the whole experience worth our time. Personally, I enjoyed his honest opinion, interesting historical contents and sense of humor. We lucked out with beautiful weather and the authentic food the historic North End is known for. Thank you.
Wonderful Tour on a cold day in Boston!
johnsL5203HH,,Jan 5, 2026
- Review from Tripadvisor
5.00If you are looking for a very charming, walkable, scenic, and historical view of Boston, I would recommend this North End and Freedom Trail tour. The tour started by walking through the Italian restaurants North End of the city. Remember it is an eating tour first thing in the morning! The extremely knowledgeable, funny, and personable guide Nabil, took us to five excellent bakeries, coffee shops and restaurants for some excellent "tastes" (which are big and worth the money) while also giving an excellent historical background of each place and the area. After being completely stuffed we went on a very enjoyable walk of Freedom Trail and the Beacon Hill neighborhood. Great guide, great walk and great food on a day that probably had a wind chill under 20 degrees. Nabil was very aware of the weather as he took us in buildings to get warm. Highly recommend this tour and guide.
Boston North End Food Tour
Explore635100,,Jan 4, 2026
- Review from Tripadvisor
5.00Olivia is super knowledgeable, and she makes the food tour both educational and fun at the same time. She's a great guide.
Boston food tour with Nabil
Helena H,,Dec 31, 2025
- Review from Viator
5.00Nabil was an excellent guide. Very knowledgeable, easy to talk with and ask questions, and considerate of the severe weather conditions we were facing (very cold with high winds). The food was great! The history learned was fantastic. Definitely recommend to anyone traveling to or around Boston.
Great tour, food and guide!
revhosch,,Dec 30, 2025
- Review from Tripadvisor
5.00This tour was absolutely fantastic. Nabil our guide was very knowledgeable and enjoyed what he does. The history of Boston is very interesting. I found the city to be very clean and felt safe for a metropolitan city. I highly recommend this tour to anyone.
Wonderful and authentic experience of Boston
321ximenan,,Dec 29, 2025
- Review from Tripadvisor
5.00The best guide such a warm and smart person. I had so much fun! Excelente for families and groups of friends. The length of the visit was 4 hours and it felt very complete.
The Best Foodie and Historical tour in Boston
frankiecD2221KU,,Dec 27, 2025
- Review from Tripadvisor
5.00This tour is amazing. Olivia is our tour-guide. Overall, She is super friendly, fun and very knowledgeable, which makes me having a wonderful and unforgettable day in Boston. The first part is the foodie tour, which we have chances to understand the North-end Italian community and the local food. All stops are delicious and representative. Olivia manages the time and the related food arrangement well, so we have sufficient time to try the food and understand the context in each stop. The best part is that we can interact and exchange thoughts after trying the food, given that we come from different parts of US and around the world. Olivia also provides useful recommendations on different restaurants for us to try in our own time. Part of the restaurants and shops we go are super hidden-jams, which I never expected! The second part is the freedom trail. Olivia introduces each stop with simple, fun and insightful stories, which are fitted and customised into our diversify backgrounds, so we can all understand the importance and story behind easily and quickly. You always have chances to ask questions. The best part is that Olivia always provides the fun facts in each stop and shares what she (as a Boston local) think & proud of, so this makes each stop colourful, reflecting, and memorable. Olivia makes the whole trail tour super interesting. It never gets bored and you will definitely laugh & treasure a lot from Olivia’s. Given that it is the cold winter, the coffee stop is also very helpful. Everything is well-planned and organised perfectly by Intrepid and Olivia. I am so thankful and glad that Olivia to be our tour guide. I definitely recommend all to join the tour with Intrepid andOlivia to experience the delicious, historic and dynamic parts of the Boston.
Boston’s little Italy Food Tour
catherinef108,,Dec 27, 2025
- Review from Tripadvisor
5.00Olivia was a wonderful guide for us. We learned a lot. The food experience was very nice too. We were a small group on a day in winter after a snow the night before. It was all good.
This tour was...
Darian H,,Dec 18, 2025
- Review from Viator
5.00This tour was exceptional. The guide was extremely knowledgeable. The food and drinks were excellent!
From US$100.96
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Operated by Intrepid Urban Adventures - USA