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, 963 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, 871 reviews

Explore Freedom Trail sites

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

4.8 out of 5 average rating, 55 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, 867 reviews

Mobsters, mayhem and murder in Boston

Stroll around Boston, learning about Whitey Bulger, the Boston mob, murders and more!

4.91 out of 5 average rating, 193 reviews

Providence history: sugar, cotton, slavery

Explore College Hill’s rich and at times disturbing history with a journalist..

4.97 out of 5 average rating, 245 reviews

The Freedom Trail for Families

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

5 out of 5 average rating, 3 reviews

Private Pedicab Tour of Boston History and Culture

See the best of Boston from the back of a rolling couch, guided by a licensed local pedicab driver. All tours are private and customizable. Need a different time? Please send me a message.

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.

5 out of 5 average rating, 4 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.

Latest Activities

Explore new local experiences, activities for everyone.

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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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Pedicab around Newport with a local for 90 mins

Cruise Bellevue Avenue, Ocean Drive and colonial neighborhoods with a longtime resident and former Newport Mansions employee who shares history, stories and fun information along the way.

New place to stay

Pedicab around Newport with a local for 1 hour

Roll down Bellevue Avenue, learn about the Gilded Age mansions and weave through charming colonial streets with a longtime resident and former Newport Mansions staff member for approx. 60 minutes

5 out of 5 average rating, 2 reviews

Freedom Trail Tour with Cannoli Tasting

Trace key sites from Boston Common to the North End with a storytelling guide, stand at the Old South Meeting House and finish with a fresh cannoli tasting.

New place to stay

Walking Tour of Boston and Harvard in Portuguese

Walk with me and discover 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 subway, with plenty of history, culture, and unique experiences! We have a minimum group size 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.

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.