things to do in Roxbury, MA

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

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

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

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

Make local flavors part of your pre-game ritual

Get close to playful baby goats and explore life on the farm

Make room for goat cuddles and fresh air this holiday season

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

Introduce the family to deep-sea fishing with crew support for every age

Take Your Turn Fighting Bluefin in a Crew-Led Rotation