AIRBNB EXPERIENCES

Landmarks in Massachusetts

Book unique activities hosted by local experts on Airbnb.

Top-rated landmarks

View our most highly rated experiences, loved by guests.

4.97 out of 5 average rating, 982 reviews

Boston's Grand Tour: The Full Revolutionary Story

A curated, chronological journey that delivers real understanding — not just random sightseeing. Explore the Freedom Trail and trace the full story of America from Boston’s founding to Independence.

4.88 out of 5 average rating, 887 reviews

Explore Freedom Trail sites

Learn stories about Paul Revere, John Hancock, and more.

4.77 out of 5 average rating, 62 reviews

Boston’s Seaport Seafood Walk: Lobster & Stories

Go backstage at Boston’s seafood scene! Explore historic fish piers, savor lobster rolls and chowder, and uncover hidden stories with a local guide on this delicious waterfront adventure.

4.87 out of 5 average rating, 870 reviews

Mobsters, mayhem and murder in Boston

Stroll around Boston, learning about Whitey Bulger, the Boston mob, murders and more! Bonus dad jokes.

4.97 out of 5 average rating, 249 reviews

The Freedom Trail for Families

Boston lit the fuse; it exploded into the USA. 250 yrs ago may as well have been yesterday

4.71 out of 5 average rating, 7 reviews

Walk The Freedom Trail with a Local Tour Guide

Move from Boston Common to the Old State House, King’s Chapel and Granary Burying Ground as a long-time tourism insider connects each landmark’s role in the Revolution.

5 out of 5 average rating, 1 reviews

Trace revolution paths with a guide

Walk Boston Common, the Granary burying ground and Old South Meeting House with an Italian travel agent, and hear how the Boston Massacre and Tea Party unfolded on these streets.

5 out of 5 average rating, 14 reviews

Savor the flavors of Boston’s North End

Explore the city's oldest neighborhood, known for its Italian heritage and top pizzerias.

4.98 out of 5 average rating, 121 reviews

Meet Revolutionary heroes along the Freedom Trail

Walk Boston’s colonial streets, meet Revolutionaries, and visit historic sites.

4.96 out of 5 average rating, 112 reviews

Wander historic South End

Trace the steps of Patriots and Redcoats.

Latest Activities

Explore new local experiences, activities for everyone.

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Explore Freedom Trail with a Walking Audio Tour

Explore Boston’s Freedom Trail with my GPS-triggered audio tour app. Pick any time slot for booking only. Start anytime, walk at your own pace, and enjoy offline access.

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Explore Boston’s history from NYC in a day

Explore historic Harvard University, stroll past MIT, and walk Boston’s iconic Freedom Trail with local insights. Enjoy free time for lunch and panoramic views from the Prudential Center.

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Freedom Trail walking tour in Portuguese

Freedom Trail, a tour that combines walking with lots of history, culture and unique experiences! We have a minimum limit of 4 people for the walking tour to take place!

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Walking Tour of Boston and Harvard in Portuguese

Walk with me and get to know Boston and Harvard. Enjoy a unique group experience exploring the charms of Boston and Harvard! In a relaxed and welcoming atmosphere.

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Boston Walking Tour with Harvard

Explore Downtown Boston and Harvard on a tour that combines walking and the T, with plenty of history, culture and unique experiences! We have a minimum limit of 4 people for the WALKING TOUR to go ahead!

4.2 out of 5 average rating, 5 reviews

Boston Driving Tour with USS Constitution & Cruise

Enjoy a narrated drive through Boston, visiting key sites and attractions.

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