Sailing in Cambridge, MA

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

Sail a 1930 schooner past Salem Sound lighthouses

Sail into the sunset with live Celtic tunes and sea shanties

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

Make Salem Sound your private escape aboard a classic schooner

Sail Boston Harbor at sunset on an 80-foot schooner

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

Private sail for up to 6 guests beyond Marblehead Harbor

Sunset sailing aboard John Alden's racing yacht

Private 4-hour sail from Marblehead Harbor for up to 6 guests

Take the helm or relax aboard a historic wooden schooner

Private sailing with coastal views along Boston's North Shore

A private classic-yacht sail along the North Shore

Sail Salem’s North Shore aboard a storied 1939 wooden schooner

Sail historic harbor waters with maritime insights and optional hands-on sailing

Watch Salem Sound glow at day’s end while you help raise the sails and toast the sunset with a relaxed drink.

A private sunset outing aboard a historic schooner

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

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

Build sailing skills with a private instructor-led session

Hands-on 1812-style sail with engaging crew and scenic Salem Sound views

Charter a classic yacht for a relaxed Salem sunset sail