Best results for
Sailing in Bolton, MA
Showing 1-12 of 12 results
Sail Boston Harbor on a Classic Schooner Day Cruise
Cruise Boston Harbor on a 1.5- or 2-hour schooner day sail
4.8 • 693 reviews
Sail Boston Harbor at Sunset on a Tall Ship
Watch the Boston skyline at twilight on a 2-hour tall ship sail
4.6 • 438 reviews
Sunset Schooner Sail in Boston Harbor
Sail Boston Harbor at sunset on an 80-foot schooner
4.8 • 693 reviews
Boston Harbor Night Sailing Clinic
Build practical night-navigation skills aboard a 36-foot cruising sailboat
5.0 • 97 reviews
Boston Harbor Sail With Freshly Shucked Oysters
Sail Boston Harbor and enjoy freshly shucked oysters onboard
4.8 • 693 reviews
Sail Boston Harbor on a 2-Hour Brunch Cruise
Weekend brunch sail on Boston Harbor with pastries, coffee, and tea
4.6 • 438 reviews
Private Sailing Lesson in Natick
Build sailing skills with a private instructor-led session
4.6 • 45 reviews
Sail Boston Harbor on a Tall Ship Day Cruise
Sail Boston Harbor on the Liberty Star tall ship in 1.5 hours
4.6 • 438 reviews
2-Hour Historic Boston Harbor Sailing Cruise
Sail Boston Harbor with stories, skyline views, and complimentary pastries
4.6 • 438 reviews
2-Hour Boston Harbor Tall Ships Cruise
Cruise Boston Harbor for views of the tall ships on a classic schooner
4.6 • 438 reviews
Boston Harbor Sunset Tall Ships Sail
Sail Boston Harbor at sunset for views of the tall ships and skyline lights
4.6 • 438 reviews