things to do in Stoughton, MA

Watch the Boston skyline at twilight on a 2-hour tall ship sail

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

Sail Boston Harbor at sunset on a classic schooner

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

See 3D Salem and Halloween exhibits year-round

Walk Salem’s Hocus Pocus filming spots with stories and local lore

Pedal across Lake Cochituate with 1–4 hour rental options

Paddle Lake Cochituate in a stable canoe built for easy exploration

Paddle Lake Cochituate together in a sit-on-top tandem kayak

Build sailing skills with a private instructor-led session

Explore Lake Cochituate with a sailboat rental for family-oriented time on the water

Trace Boston’s rock, punk, jazz, and folk roots with a local musician

Make local flavors part of your pre-game ritual

Discover Harvard’s historic setting and everyday student life

Explore spirit-making with an optional 3-sample tasting

Bring your dog aboard for harbor views and light evening narration

Sample Providence’s brunch scene with three sweet and savory tasting stops

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