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.

Itinerary

What’s included

• All Fees and Taxes
• 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!

Not Included

• Gratuity for your tour guide is not included.
• Alcoholic Beverages (optional during booking)

Additional Information

• 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.

Cancellation Window	Refund Eligibility
24 hours or more before start time	100% refund (Full refund)
Less than 24 hours before start time	Non-refundable (0%)

This experience may be cancelled due to bad weather. This experience may be cancelled if there are not enough travelers.

Important Information

DIETARY RESTRICTIONS

Please let us know about any dietary restrictions or food allergies after booking your tour. Because all food tastings are coordinated with our restaurant partners in advance, we cannot accommodate dietary requests made on the day of the tour.

Please email us at [email protected] with your dietary needs as soon as possible after booking.

Please Note: While we do our best to accommodate many dietary needs, gluten-free and vegan diets cannot be accommodated on this tour.

Thank you for your understanding and cooperation.

OTHER HELPFUL INFORMATION
Tours operate rain or shine, so please dress appropriately for the weather—we have fun in all types of conditions!

If rain is in the forecast, don't forget your umbrella.

Comfortable clothing and walking shoes are recommended, as we'll be outdoors and strolling between restaurants throughout the tour.

Water is provided throughout the tour, and restrooms are available at every tasting location.

Recommended for ages 12 and up. This tour is not suitable for infants or toddlers, and strollers are not permitted.

All guests must have a ticket to participate in the tour.

If you have mobility concerns or require accommodations, please let us know before your tour so we can best prepare for your arrival.

Public tours require a minimum of four guests to operate. If the minimum is not met, you'll have the option to reschedule or receive a full refund.

Age Policy

Adult: 12–100 years