Water Activities in Brookline, MA

Build practical night-navigation skills aboard a 36-foot cruising sailboat

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

Pedal the Charles River and explore Nahanton Park from the water

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

Paddle Salem Harbor your way with flexible kayak rentals

Build sailing skills with a private instructor-led session

Bring your dog aboard for harbor views and light evening narration

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

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

Make Salem Sound your private escape aboard a classic schooner

Cruise Boston Harbor on a 1.5-hour narrated history tour

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

Sunset sailing aboard John Alden's racing yacht

Paddle Salem Harbor at your own pace from Salem Willows Park

Charter a 3-hour motor yacht for scheduled fireworks nights

Cruise Boston Harbor at sunset and watch the USS Constitution cannon fire

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

Paddle the Charles River with a kayak suited to beginners and seasoned paddlers

Share a relaxed paddle through the Charles River at Nahanton Park

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

Sail Boston Harbor on the Liberty Star tall ship in 1.5 hours

A private sunset outing aboard a historic schooner

Sail Boston Harbor and enjoy freshly shucked oysters onboard

Sail Boston Harbor at sunset on a classic schooner