AIRBNB EXPERIENCES

Things to do in Brookline

Book unique activities hosted by local experts on Airbnb.

Activities led by local experts

Discover unique experiences hosted by inspiring locals.

4 out of 5 average rating, 3 reviews

Uncover Beacon Hill’s literary and artistic past

Walk in the footsteps of Louisa May Alcott, Robert Frost, and more with a working artist. Zoe Arguello

New place to stay

Walk the Celtics’ legacy with locals who live it

Hear the stories behind the bars, banners, and blocks that shape Boston—and its team.

5 out of 5 average rating, 6 reviews

Capture Boston's historic neighborhoods

Photograph iconic locations and hidden gems with a local photographer and history buff.

Top-rated activities

View our most highly rated experiences, loved by guests.

4.87 out of 5 average rating, 1269 reviews

Bostons 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 people only

4.94 out of 5 average rating, 365 reviews

Ghosts: Boston Beyond the Grave

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

4.98 out of 5 average rating, 1815 reviews

Walk your way through Boston's history

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

4.97 out of 5 average rating, 816 reviews

The Full Revolution Story and Citywide Masterclass

A chronological unfolding of The Freedom Trail through the complete story of America.

4.97 out of 5 average rating, 834 reviews

North End Little Italy Food Tour

Hey Boston friends and tourist, I’m a North End native—born and raised in the neighborhood

4.98 out of 5 average rating, 983 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

5 out of 5 average rating, 61 reviews

Create a Mosaic in a Boston Artist Studio

Make your own mosaic at SoWa Mosaics in Boston’s Art + Design district.

5 out of 5 average rating, 94 reviews

Remember the ladies on a historic Boston walk

Join me for a 2-hour walk through 400 years of local women’s stories.

4.99 out of 5 average rating, 82 reviews

Tour Boston's Rock and Roll Past & Present

Explore Boston’s rock 'n' roll past & present with a local musician.

4.85 out of 5 average rating, 234 reviews

Boston’s North End Food, History & Italian Bites

Sample local foods and explore the North End of Boston's rich history and culture.

More from Airbnb

Airbnb homes

Book a vacation stay

Airbnb services

Make your stay more special