Boston Freedom Trail Historical Landmarks Tour

Walk Boston’s Freedom Trail with a local guide who brings the city’s history — and its food scene — to life. This tour pairs landmark sites with optional tastings of classic bites like clam chowder, baked beans, and cannoli.
You’ll visit highlights like the Boston Public Market, Faneuil Hall, the Paul Revere House, and Old North Church. On Fridays and Saturdays, you’ll even see the 300-year-old Haymarket tradition in action.

Along the way, stroll historic streets, hear lesser-known local stories, and take in views of the Rose Kennedy Greenway and the Holocaust Memorial park.

Your guide will suggest delicious dishes at each stop. Try what you like — or just enjoy the atmosphere. Sampling everything will run about $30.

Meeting Point

Boston Public Market

100 Hanover St, Boston, MA 02108, USA

Meet your guide at the Congress Street entrance of the Boston Public Market, where Congress Street intersects with Hanover Street. Your guide will be wearing an orange hat that says ExperienceFirst.

What's included:

• Immersive walking tour
• Food recommendations
• Local stories and history
• Professional tour guide

Not included:

• Gratuities
• Food costs (optional $30 to cover all food recommendations)

What to expect:

Duration: 2 hours

Boston Public Market

100 Hanover St, Boston, 02108-2407, Massachusetts

Explore New England's finest produce and artisanal foods. If you choose, you can even sample some of the best dishes here, including clam chowder and baked beans, both staples of the Colonial diet.

20 minutes

Haymarket

100 Hanover St, , Boston, 02108, Massachusetts

Dive into the bustling atmosphere of a 300-year-old market, famed for its fresh produce at unbeatable prices. The market is only open Fridays and Saturdays.

10 minutes

Blackstone Block Historic District

Blackstone Block Historic District, Boston, MA 02114, USA

Walk along one of Boston’s oldest streets as you learn about its history. Then pause for reflection at the poignant Holocaust Memorial with its symbolic glass towers.

15 minutes

Quincy Market

206 S Market St, Boston, MA 02109, USA

Experience the lively ambiance and diverse culinary offerings at this pivotal revolutionary landmark, known as the "Cradle of Liberty."

10 minutes

Faneuil Hall Marketplace

1 Faneuil Hall Sq, Quincy Market, Boston, 02109-1604, Massachusetts

View this stunning Georgian-style architecture that has transformed from a historical economic powerhouse to modern day tourist hub (from the outside).

Pass by without stopping

Rose Fitzgerald Kennedy Greenway

Atlantic Ave, , Boston, 02111, Massachusetts

Stroll through this revitalized urban park, born from the transformative "Big Dig" project, reconnecting historic Boston neighborhoods.

5 minutes

Salumeria Italiana

151 Richmond St, Boston, MA 02109, USA

Sample Italian paninis at this hidden gem deli beloved by locals. The deli meats are cut to order with fresh bread and cheeses to give your sandwich the best taste.

20 minutes

The Paul Revere House

19 N Square, Boston, MA 02113, USA

Step back in time as you walk through Paul Revere Mall and past his historic home. Here, your guide will share the legend of his midnight ride.

15 minutes

Old North Church & Historic Site

193 Salem St, , Boston, 02113-1123, Massachusetts

Discover this iconic church's pivotal role in the American Revolution and admire its architectural charm from the outside.

5 minutes

Parziale's Bakery

80 Prince St, Boston, MA 02113, USA

Indulge in freshly filled cannolis at this century-old bakery, a true taste of Italian-American tradition.

10 minutes