Best 292 things to do in Brookline, MA

Private Boston and Salem history tour with Revolutionary and witch-hunt stories

Explore Boston's history beyond downtown with a private guide

Weekend brunch sail on Boston Harbor with pastries, coffee, and tea

Paddle Lake Massapoag together in a stable sit-on-top kayak

Paddle Lake Massapoag at your own pace

Paddle Lake Massapoag at your own pace in a single kayak

Paddle Lake Massapoag at your own pace in a canoe

Read Boston's changing cityscape through clues above and below its streets

Trace South Boston’s waterfront from marshland to the Innovation District

Discover the design stories behind Boston’s overlooked Art Deco landmarks

Immerse yourself in Boston's Freedom Trail chronicle with a small-group, storyteller-led walk.

Walk the Freedom Trail and visit 4 historic taverns on a private Boston pub crawl

Taste your way through downtown Boston on a private donut walk

Taste seasonal donuts while tracing Boston’s holiday traditions from downtown to the North End

Holiday jazz, cocoa, and harbor lights aboard a festive power yacht

Celebrate midnight aboard a vintage-inspired yacht with live music and harbor fireworks

Celebrate the season with brunch, harbor views, and Santa aboard a classic-style yacht

See fall foliage on a 1.5-hour Boston Harbor cruise with a gourmet picnic lunch

Cruise Boston Harbor and enjoy a fall brunch buffet aboard Northern Lights

Sail Boston Harbor and enjoy freshly shucked oysters onboard

Hear live ghost stories on a 90-minute Boston Harbor night cruise

Bring your dog aboard for harbor views and light evening narration

Take in Boston Harbor’s history on a narrated midday cruise

Diagnose your scooter issue on a quick video consult