A Taste of the Freedom Trail: Boston's Iconic Food & History Tour
Overview
Available languages
3 hours
Mobile ticket
Taste Boston’s history with every bite on this flavorful journey through Downtown Boston.
Savor Boston classics like creamy New England clam chowder that once fueled sailors and city workers, a classic New England lobster roll from the region’s coastal waters, slow-cooked Boston baked beans with colonial roots, and Boston’s most iconic dessert—the decadent Boston cream pie—enjoyed at the very place it was first created in the 1850s.
As you explore historic landmarks along the Freedom Trail, you’ll uncover fascinating food origins that span centuries—from Native American influences and colonial traditions to the beloved local flavors we enjoy today. It’s a fresh (and flavorful!) twist on the city’s most famous walk—experience the Freedom Trail through Boston’s legendary dishes.
Don’t miss this one-of-a-kind “Feed ’Em Trail” adventure—where every stop reveals a delicious piece of Boston’s culinary history.
Additional Info
Wheelchair accessible
Public transportation options are available nearby
Suitable for all physical fitness levels
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What To Expect
Beantown Pub
Right in the heart of downtown, Beantown Pub blends casual charm with classic Boston character — and boasts a view of history you can toast to. A beloved spot for locals and visitors alike, Beantown Pub is also the only remaining place in the city where you can find 2 Boston Classics on the menu. This once popular slow-cooked supper dish is also on our menu, and the first tasting on our tour.
The Freedom Trail
Explore Boston’s history one bite at a time! During this experience, travelers will enjoy a deliciously immersive journey through Boston’s culinary past and present. As we follow the historic Freedom Trail, we’ll share fascinating, lesser known food history at multiple sites, as well as stop to savor iconic local dishes at four beloved eateries, each with its own story to tell.
What‘s Included
No hidden costs!
A 3-hour guided experience along Boston’s iconic Freedom Trail, led by a knowledgeable local guide.
Optional upgrade that includes either two local craft beers or one handcrafted cocktail.
Stories, history, and insider tips about Boston’s food culture and landmarks.
Generous food tastings at 4 beloved local eateries - plenty for a hearty lunch!
Gratuity for your tour guide is not included.
Alcoholic Beverages (optional during booking)
Options
Food Tour Only (No Beer)
No Beer Tastings Included
Food Tour + Drink Package
+ 2 Local Beers OR 1 Cocktail: Upgrade your tour to include 2 Beers OR 1 Cocktail at one of our Tavern stops.
Reviews
33 reviews
Total reviews and rating from Viator & Tripadvisor
The best food tour I’ve ever taken!
Doug W,Apr 22, 2026
- Review from Viator
5.00I’ve taken many food tours, all over the world…this is the best one I’ve ever taken! Judy is an exceptional tour guide & having Jill along was such a nice addition. The food is the absolute star of this tour, tho!!
Best food tour ever!
Terri A,Oct 19, 2025
- Review from Viator
5.00This is a wonderful overview of Boston’s famous foods. Katie was a great guide. She is knowledgeable and fun. This is our very favorite food tour ever! Each spot had a nice space set up for us and a gave us a really nice-sized portion. The final stop was the nicest! This is a must do for foodies and some great history thrown in too. More food than you can eat. Highly recommend!
Highly recommend this tour
Kathryn D,Oct 19, 2025
- Review from Viator
5.00Great tour with fun history, a lot of food and a nice amount of walking around the city. Katie (#102, apparently 2 Katies work for this company) was friendly, knowledgeable and a great guide. She made everyone feel comfortable and provided a lot of fun history facts about the city as well as its food but was not overpowering. The food was great and there was a lot of it. You definitely do not need a meal after this tour and it is coordinated to almost start with an appetizer, the beans and brown bread and end with dessert. The boston cream pie. All of the food was very good and each stop came with history about the food at that location. Katie also mentioned the history of some other restaurants that we didn’t stop at. There is an option to add two beers to your tour ticket and they space it out well. The beers are at stop one and three. There are 4 food stops on this tour. I have done food tours in many cities and this one ranks as one of the best. I will definitely be trying more of their tours.
Highly Recommended
jmoswald17,May 25, 2025
- Review from Viator
5.00Fantastic food, and great history!! Very knowledgeable. We had a wonderful time! Highly recommended.
Great First Time Food Tour
N6617NHstacym,Mar 30, 2025
- Review from Tripadvisor
5.00As a newbie to Boston and Food Tours this was a great experience. All the food was great. Our group was small and intimate. Our guide, Katie, was the best! I would recommend for anyone who wants a taste a Boston.
Fabulous food tour of Boston classics!
SSCPgh,Dec 15, 2024
- Review from Tripadvisor
5.00Katie was our guide for what turned out to be a private tour as my husband and I were the only two people. She was very warm, friendly, knowledgeable, and informative. We had done a Freedom Trail tour prior, yet she had additional information to share and showed us different things along the way which we really appreciated. It was interesting to hear the background behind the Boston classic foods we tried, and they were all delicious! This food tour gave us the opportunity to eat at the places renowned for these foods and the insights Katie had (such as the portraits in the Bell in the Hand Tavern) were things we wouldn’t have learned otherwise. The amount of food and the pacing turned out to be more than enough for a meal. Highly recommend this experience!
Great Food Tour with History of Boston!
807amyd,Dec 13, 2024
- Review from Tripadvisor
5.00We schedule a food tour in every new city we experience to taste local flavors and learn the history of that city. Bites of Boston delivered on both fronts. Katie was an excellent guide and provided visual aids (laminated maps of the city and more), great historical knowledge, and had a warm personality. She explained the history of the food we were having as well as other not-so-well-known-facts of Boston. We learned more from her in three hours than we did from another tour we took while visiting. Here is what we ate on our tour: Baked beans and brown bread, clam chowder, a lobster roll, and Boston cream pie. All of the places we experienced these foods had a unique history of their own. Our favorite was the clam chowder. The lobster roll was stuffed with lobster and came with fries. The beans were heavy on molasses, and the Boston cream pie was okay...not what we thought it was going to be. But it sure was pretty! We highly recommend this tour if you visit Boston. Ask for Katie as your guide!
A great Boston Tour
839deniceg,Nov 27, 2024
- Review from Tripadvisor
5.00It was a great tour!! Our guide Sean did an awesome job; I had the best lobster roll ever and was impressed by the pizza choice. I have done many walking food tours probably over 30 and this was one of the best.
Fun way to see Boston and taste of Boston
Edward M,Sep 20, 2024
- Review from Viator
5.00With Judy as our tour guide, we learned a little about Boston and the freedom trail as we tasted iconic Boston foods. Great choices from baked beans to original Boston Cream pie. The 3 hours went by really fast. We were full and had fun. Definitely would recommend!
Excellent Food Tour
FlysAroundtheWorld,Aug 16, 2024
- Review from Tripadvisor
5.00What a great tour--the food was delicious, especially the lobster roll at Bell In Hand. We had to leave the tour early and Judy brought our Boston cream pies to us at the hotel--thank you, Judy!
From US$135.45
Want a private experience? Upgrade to a private tour
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