Sailing in Foxborough, MA

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

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

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

Take the helm on a private sail shaped around you

Sail Boston Harbor at sunset on an 80-foot schooner

Take the helm and discover sailing aboard a traditional cutter ketch

Shape your own sailing adventure, with the option to swim

Take the helm and chart your own course with Captain Mike

Step ashore on quiet harbor islands while your captain waits

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

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

Sail Boston Harbor and enjoy freshly shucked oysters onboard

Spend two days exploring charming North Shore towns with a private sunset sail and landmark stops

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

Build sailing skills with a private instructor-led session

Sail beyond Narragansett Bay as an active crewmember

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

Practice sailing skills with an instructor on Narragansett Bay

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

Private sunset sail for up to 4 on Narragansett Bay

Sail Boston Harbor at sunset on a classic schooner

Build practical confidence diagnosing and maintaining your boat’s essential systems

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