Maritime Heritage Charters

Gloucester Schooner Festival Private Sailing Charter

Sail in company with visiting schooners during Gloucester Schooner Festival Weekend

Greet the Fleet Sail at Gloucester Schooner Festival

Photograph visiting schooners as they arrive for Gloucester’s festival weekend

Heritage Day Schooner Sail in Gloucester Harbor

See visiting schooners up close during Gloucester's Heritage Day celebration

Celtic Music Sunset Schooner Sail on Gloucester Harbor

Sail into the sunset with live Celtic tunes and sea shanties

Gloucester Private Sailing Charter

Private schooner sailing with captain and crew included

Gloucester Sunset Private Sailing Charter

Reserve a traditional schooner for your celebration on Gloucester Harbor

Gloucester Harbor Schooner Sailing Cruise

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