A Taste of the Freedom Trail: Iconic Boston Food & History Tour

Experience Boston's iconic Freedom Trail through its most legendary dishes. Savor generous tastings of New England classics, including creamy clam chowder, a classic lobster roll, slow-cooked Boston baked beans, and the city's famous Boston Cream Pie at the very hotel where it was first created in the 1850s. Follow your local guide through Boston's historic streets, uncovering the fascinating stories behind each dish—from Native American influences and colonial traditions to the flavors that continue to define Boston's culinary heritage. Unlike many food tours, most of our tastings are enjoyed while comfortably seated inside the restaurants with individually plated portions, giving you time to relax, savor each stop, and soak in the atmosphere. With small groups, leisurely walking, and insider recommendations, you'll experience Boston like a local and discover its most famous landmarks tell a richer story when experienced through the food that has defined the city for generations.

1. 1

   Beantown Pub

   30 min

   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.

2. 2

   The Freedom Trail

   30 min

   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.

3. 3

   Boston Sign

   10 min

   *PHOTO OPP!* In the heart of Government Center, Boston announces itself in bold letters — a bright reminder of where history and modern energy meet. This is the perfect spot for a fund commemorative photo that literally spells out exactly where you are!

4. 4

   Faneuil Hall Marketplace

   30 min

   A lively hub along the Freedom Trail, Faneuil Hall Marketplace blends history and modern-day charm with its cobblestone walkways, street performers, and a wide variety of local food vendors and shops. Once a meeting place for America’s early revolutionaries, Faneuil Hall Marketplace is now a bustling gathering spot filled with local flavor!

5. 5

   Bell In Hand Tavern

   30 min

   Just steps from Faneuil Hall, this legendary spot has been serving Bostonians since the 1700s — making it the oldest continuously operating tavern in the country. A Boston classic dating back to 1795, Bell in Hand has been welcoming locals and visitors alike for over two centuries — proof that good stories and cold drinks never go out of style. We'll visit for a coastal New England seafood Classic, and you are welcome to raise a glass of cold local brew if you'd like! You'll also learn a bit of secret whimsy about the paintings adorning the walls.

6. 6

   Haymarket

   Pass by

   A Boston tradition since the early 1800s, Haymarket is a bustling open-air market where local vendors sell fresh produce, seafood, and more at unbeatable prices every weekend.

7. 7

   Boston Public Market

   Pass by

   Boston Public Market is an all-indoor, year-round marketplace showcasing the city’s best local vendors, from fresh produce and seafood to artisanal goods and regional specialties.

8. 8

   Government Center

   10 min

   Government Center blends old and new Boston, from sleek city buildings to one glittering nod to the city’s tea-loving past. At the edge of this lively crossroads of Boston’s civic life hides a gleaming surprise that tips its hat to one of the city’s most famous traditions - keep your eyes open for a shining landmark that’s poured its charm over Boston for more than a century.

9. 9

   Stop 9

   30 min

   Step inside the storied Omni Parker House, where Boston’s rich history meets timeless flavor. Founded in 1855, the historic Omni Parker House is home to Parker’s Restaurant, birthplace of the iconic Boston Cream Pie and Parker House Rolls—two delicious contributions to Boston’s culinary legacy.

10. 10

    Granary Burying Ground

    Pass by

    Located along the Freedom Trail, the Granary Burying Ground is one of Boston’s oldest cemeteries and the final resting place of many Revolutionary heroes, including Paul Revere, Samuel Adams, and John Hancock.

• Wheelchair accessible
• Public transportation options are available nearby
• Suitable for all physical fitness levels

For a full refund, cancel at least 24 hours before the scheduled departure time.