Gloucester Schooner Festival
August 31, 2023 – September 3, 2023
More than 20 schooners from up and down the eastern seaboard will gather off Cape Ann this Labor Day weekend as part of the 39th Annual Gloucester Schooner Festival. From Thursday, August 31 to Sunday, September 3, schooners will sail and race through the waters of Gloucester Harbor, take passengers on thrilling sails, and allow visitors to explore their decks.
The festival kicks off on Thursday, with the Schooner Challenge, in which captains are challenged to navigate a course in the harbor – festival attendees who want to see the action close up can buy tickets to sail aboard participating ships. Ships will continue to arrive throughout Friday, with several offering public sails and charter opportunities throughout the afternoon.