Sailing in Hudson, MA

Make the day your own with island hopping, lighthouse views and a swim

Take in Boston's waterfront from a sailboat reserved for your group

Shape your own sailing adventure, with the option to swim

Take in Boston's waterfront with harbor history or music on a leisurely private sail

Cruise Boston Harbor on a 1.5- or 2-hour schooner day sail

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

Take the helm and discover sailing aboard a traditional cutter ketch

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

Build sailing skills with a private instructor-led session

Sail Boston Harbor at sunset on an 80-foot schooner

Step ashore on quiet harbor islands while your captain waits

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

Sail Boston Harbor and enjoy freshly shucked oysters onboard

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