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, 889 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.