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Discover Boston’s rich history and iconic flavors on the A Taste of the Freedom Trail: Iconic Boston Food & History Tour. Over three hours, you'll stroll along the historic Freedom Trail, sampling some of the city's most beloved dishes like creamy clam chowder, a classic lobster roll, Boston baked beans, and the legendary Boston Cream Pie—first created right here in the 1850s.
Your local guide will share fascinating stories behind each dish, connecting Boston’s culinary traditions to its Native American roots, colonial past, and modern-day vibrancy. Most tastings are enjoyed comfortably seated inside renowned eateries, giving you plenty of time to relax, soak in the atmosphere, and truly savor each bite.
With small groups and insider tips, this tour offers a genuine taste of Boston—both its food and its history. It’s a perfect way to experience the city like a local, exploring landmarks and stories that have shaped Boston’s identity for generations.
The tour lasts approximately 3 hours, giving you plenty of time to enjoy the food and sights.
Your ticket covers all fees and taxes, a guided 3-hour walk along the Freedom Trail, stories and insider tips about Boston, and generous tastings at four local eateries—more than enough for a hearty lunch. You can also upgrade to include two local craft beers or a handcrafted cocktail.
Yes. The tour is designed for adults aged 12 to 100, is wheelchair accessible, and suitable for all fitness levels.
Non-alcoholic beverages are included. Alcoholic drinks are optional and can be added during booking, such as local beers or cocktails.
You can cancel for a full refund if you do so at least 24 hours before the tour. Cancellations made within 24 hours or due to bad weather or low enrollment may be canceled with a full refund or rescheduling options.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Check availability to see start times.
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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.
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.
*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 fun commemorative photo that literally spells out exactly where you are!
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, it’s now a bustling gathering spot filled with local flavor!
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 welcomed locals and visitors for over two centuries. We’ll enjoy a coastal New England seafood classic here, and you’re invited to raise a glass of local brew. Plus, learn a few fun secrets about the paintings on the walls.
A Boston tradition since the early 1800s, Haymarket is a lively open-air market where vendors sell fresh produce, seafood, and more at unbeatable prices every weekend.
Boston Public Market is an indoor, year-round marketplace showcasing the city’s best local vendors, from fresh produce and seafood to artisanal goods and regional specialties.
Government Center combines old and new Boston, from sleek city buildings to a shining tribute to the city’s tea-loving past. Keep an eye out for a historic landmark that’s been a fixture for over a century, adding a touch of charm to this lively civic hub.
Step inside the storied Omni Parker House, founded in 1855. It’s home to Parker’s Restaurant, birthplace of the Boston Cream Pie and Parker House Rolls—two of Boston’s most famous culinary contributions.
Along the Freedom Trail, the Granary Burying Ground is one of Boston’s oldest cemeteries. It’s the final resting place of revolutionary heroes like Paul Revere, Samuel Adams, and John Hancock.
Meet at the starting point
Please plan to meet your guide right outside the Beantown Pub.
Open in Google MapsFor a full refund, cancel at least 24 hours before the scheduled departure time.
Your booking is confirmed immediately after checkout.
From $135.45 per person