Water Activities in Brookline, MA

Charter a classic yacht for a relaxed Salem sunset sail

Paddle Salem’s coast at dusk with beginner-friendly guidance

Cruise Boston Harbor on a private yacht for Tall Ships views

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

Paddle Beverly Harbor and Salem Sound at your own pace

Paddle the Charles River through Nahanton Park’s quiet channels and wetlands

Paddle calm Charles River waters through Nahanton Park

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

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

A private classic-yacht sail along the North Shore

Raise the sails and sip mimosas aboard a classic yacht on Salem Sound

Explore Beverly Harbor and Salem Sound at your own pace

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

Sail Salem Sound with Sunday Bloody Mary specials and hands-on sailing options

Build confidence on the water with personalized paddling instruction

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

Build paddling skills with private instruction tailored to your experience

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