AIRBNB EXPERIENCES

Cultural tour activities in Massachusetts

Book unique activities hosted by local experts on Airbnb.

Top-rated cultural tours

View our most highly rated experiences, loved by guests.

4.97 out of 5 average rating, 980 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, 885 reviews

Explore Freedom Trail sites

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

4.98 out of 5 average rating, 1927 reviews

Walk your way through Boston's history

Walk through the historic neighborhoods of Boston, learning about their past and present.

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.

4.94 out of 5 average rating, 377 reviews

Ghosts: Boston Beyond the Grave

Resurrect the souls of the dead. See how beliefs of an afterlife shaped 400 yrs of Boston.

4.94 out of 5 average rating, 32 reviews

Explore Salem history with a comedian

Dive into Salem’s past with a museum professional turned comedian who mixes historical facts with hilarious storytelling.

4.9 out of 5 average rating, 21 reviews

Unearth haunted tales on Boston’s ghost nightwalk

After dark, Boston's haunted burial grounds & ghostly sites come alive. Join this 90-min walking tour for chilling tales of spirits, mysteries & curses — with exclusive after-hours access.

4.75 out of 5 average rating, 4 reviews

Immerse yourself in chilling true-crime history

Join a true crime ghost tour, that blends real historical crimes with reported hauntings, exploring the dark stories, unsolved mysteries, and lingering legends that still echo through the city.

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.

4.98 out of 5 average rating, 1033 reviews

Explore the freedom trail and historic Boston

Walk through Boston’s rich history, learning about the American Revolution and landmarks Tour must have a 2 person minimum

Latest activities

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Mountain bike Zig-Zag Trails with a guide

Ride intermediate level winding singletrack through Zig-Zag Trails, Mendon Town Forest & Cormier Woods, exploring historic farmlands, old stone walls, quarry sites and hidden Blackstone Valley trails.

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Salem Creepy & Haunted Tour

1.5 hr tour: Trace the accused witches’ path through the original dungeon, haunted hotels, unmarked graves and the exorcism house with a longtime local historian. Tours daily at 3:45 PM or 6 PM

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Explore Boston’s city view landmarks by bike

Cycle through Boston’s historic sites and scenic riverside, from the North End to Fenway Park, led by guides from Urban AdvenTours. Explore iconic neighborhoods and landmarks all in one ride.

5 out of 5 average rating, 1 reviews

Discover Boston with Boston à la Neus

Discover Boston in Spanish: We'll stroll through Boston Common, the Public Garden, Beacon Hill and the Freedom Trail while I share its history, secrets, fun facts and my experience as a local guide with you.

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Discover Newport’s Breakers and Marble House

Explore Newport's grand mansions & scenic coasts with pre-booked admissions & guided transport from Boston. Enjoy free time at the historic waterfront, taking in stunning architecture & lovely walks.

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Ghosts & Consequences

Walk Marblehead by lantern light as history meets legend—witch trials, pirates, gravestone symbols and sea legends. Discover a darker side of Marblehead you won’t soon forget.

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Marblehead Legends & Lore

A small-group walking tour of Marblehead's colonial streets, harbor, and Old Burial Hill — the legends, secrets, and true stories most visitors never hear, brought vividly to life

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Rev250: Marblehead's Revolution Walking Tour

Marblehead didn't just watch the Revolution — it helped move it. Walk Old Town and hear the surprising true stories behind it — the kind you won't get anywhere else. Fun, lively, and unforgettable.

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Boston TV & Movie Sites Tour

Tour iconic filming sites comfortably by vehicle as you learn hidden trivia and secrets from the silver screen.

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Boston Premium Night Tour with Sunset Cruise

Settle in with hotel pickup, pass the Old State House and Granary Burying Ground, then unwind on a sunset harbor cruise led by a small group history host.