Best 141 things to do in Brookline, MA

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

Walk MIT and Harvard with a private guide, plus included subway ride

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

Ride from Boston to Salem for witch-trial history, maritime sites, and free time to explore

Walk Beacon Hill to Boston Public Market with 5 chocolate tasting stops

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

Watch Salem Sound glow at day’s end while you help raise the sails and toast the sunset with a relaxed drink.

Hands-on 1812-style sail with engaging crew and scenic Salem Sound views

Sail Salem Sound with your group of up to 40 and enjoy a private, hands-on experience

Experience a calm private winter paddle with dry suits and an expert guide on sheltered New England waters

Crew an authentic WWII tank destroyer and feel the power on a short ride course

Drive a 1944 M4A3 Sherman with 1-on-1 instruction and time for photos

Climb aboard a 1944 M24 Chaffee tank for a 10-minute group ride

Climb aboard a 1944 M4A3 Sherman for a 10-minute ride for two

Learn to drive a 1944 M24 Chaffee light tank with one-on-one instruction

Interact with a wide range of animals on a private, keeper-led experience