Sailing in Georgetown, MA

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

Take the helm or relax aboard a historic wooden schooner

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

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

Sail Boston Harbor at sunset on an 80-foot schooner

Private sail for up to 6 guests beyond Marblehead Harbor

Take the helm and discover sailing aboard a traditional cutter ketch

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

Step ashore on quiet harbor islands while your captain waits

Private sailing with coastal views along Boston's North Shore

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.

Sail a 1930 schooner past Salem Sound lighthouses

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

Sail Boston Harbor and enjoy freshly shucked oysters onboard

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

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

Make Salem Sound your private escape aboard a classic schooner

Reserve a traditional schooner for your celebration on Gloucester Harbor

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

Sunset sailing aboard John Alden's racing yacht

Private schooner sailing with captain and crew included

Sail into the sunset with live Celtic tunes and sea shanties

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