Best 292 things to do in Brookline, MA

Ride Boston’s Emerald Necklace on a 15+ mile guided bike tour

See Boston in a day with a private vehicle, local stories, and two meals included

Walk Boston's revolutionary landmarks and historic Little Italy with a local historian

Trace Revolutionary history from Lexington and Concord back to Boston

Taste Boston classics while tracing the city's Revolutionary and immigrant past

Pair an oceanfront castle with Salem's true 1692 story

Explore Boston’s history with kid-friendly games on a private 4-hour tour

Trace April 19, 1775 with a licensed guide, from Old North Church to Bunker Hill

See Boston landmarks, then explore Salem’s witch trials history with private pickup

Trace the opening day of the American Revolution with a licensed guide

Explore Hammond Castle and Salem’s 1690s history on a semi-private guided day trip

Sail Boston Harbor with stories, skyline views, and complimentary pastries

Cruise Boston Harbor for views of the tall ships on a classic schooner

Sail Boston Harbor at sunset for views of the tall ships and skyline lights

Taste french fries and pairings on a Harvard Square walking tour

Private yacht cruise for front-row Tall Ships views, up to 22 guests

Cruise the harbor for Sail Boston tall-ship views with narration

Charter a 3-hour motor yacht for scheduled fireworks nights

Charter Motor Yacht Atlas for a 3-hour fireworks cruise for up to 25

Cruise Boston Harbor on a private yacht for Tall Ships views

Taste North End favorites and explore Boston Public Market on a private 3.5-hour walk

Eat your way through Boston’s North End on a private guided tour

Learn to design, build, and repair sails in a hands-on two-day class

Build sailing skills with a private instructor-led session