AIRBNB EXPERIENCES
Things to do in Brookline
Book unique activities hosted by local experts on Airbnb.
Top-rated activities
View our most highly rated experiences, loved by guests.
4.87 out of 5 average rating, 1397 reviewsBostons Politically Incorrect North End Food Tour
Spend three hours exploring Boston’s North End, enjoying Italian cuisine with Anthony your born and raised politically incorrect funny tour guide. Not for prim and proper types. Fun adults-ages 13+
4.75 out of 5 average rating, 20 reviewsBoston Tea Party Ships & Museum tickets
Relive the Boston Tea Party! Board an 18th-century ship, toss tea into the harbor & enjoy this uniqely guided revolutionary journey.
4.97 out of 5 average rating, 979 reviewsBoston'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, 883 reviewsExplore Freedom Trail sites
Learn stories about Paul Revere, John Hancock, and more.
4.98 out of 5 average rating, 1926 reviewsWalk 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 reviewsBoston’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.
4.9 out of 5 average rating, 20 reviewsUnearth 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.
4.94 out of 5 average rating, 377 reviewsGhosts: Boston Beyond the Grave
Resurrect the souls of the dead. See how beliefs of an afterlife shaped 400 yrs of Boston.
4.97 out of 5 average rating, 882 reviewsNorth End Little Italy Food Tour
Hey Boston friends and tourist, I’m a North End native—born and raised in the neighborhood
4.87 out of 5 average rating, 868 reviewsMobsters, mayhem and murder in Boston
Stroll around Boston, learning about Whitey Bulger, the Boston mob, murders and more! Bonus dad jokes.
Latest activities
Explore new local experiences, activities for everyone.
New place to stayExplore 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.
New place to staySalem 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
New place to stayExplore 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 reviewsDiscover 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.
New place to stayExplore 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.
New place to stayDiscover 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.
New place to stayPortland: Lighthouse Old Port and Park
Embark on a coastal adventure from Boston, exploring cliffside trails, charming harbor towns, and breathtaking lighthouse views along Maine’s southern coast.
New place to stayColonial blacksmith returns: Live demo & history
Step into the forge and watch a skilled blacksmith. Hear stories of this ancient craft, see fire and steel transform, and discover how blacksmiths shaped history. Great for history buffs and makers.
New place to stayIntroduction to Flameworked Glass
Create unique and colorful glass creations in this introductory class. Each student will have their own workstation, table top torch , tools and all the supplies provided for them.
New place to stayFreedom Trail walking tour in Portuguese
Freedom Trail: a tour that combines hiking 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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