More information on the Gloucester Schooner Festival 2026 coming soon!
From Friday, September 4th, through Sunday, September 6th, 2026, Gloucester Harbor will come alive with the sight of magnificent schooners under sail. This Labor Day tradition draws vessels from near and far for parades, sails, deck tours, and the Mayor's Cup Races.
Hosted by Maritime Gloucester, the festival is your chance to get up close to these historic ships and be part of a celebration that has captivated thousands for over 40 years. Plan your weekend on and off the water and join us for a truly unforgettable experience!
Maritime Apprenticeship Program

The Maritime Apprenticeship Program provides young cadets with the opportunity to learn first hand how to handle, maintain, and command a vessel. Through a partnership with Maritime Heritage Charters, we are able to teach them the best way possible, by doing it in real world situations. We have graduated 9 captains to date in 3 short years.
2026 Dates: Friday, Sept 4th - Sunday, Sept 6th
Contact Us At: gsf-fundraising@maritimegloucester.org
© 2026 Maritime Gloucester®. All Rights Reserved.
Gloucester Schooner Festival® is a registered trademark of Gloucester Maritime Heritage Center.




























