41st Gloucester Schooner Festival this weekend!

TLDR

Join the Gloucester Schooner Festival from August 27-31, 2025, celebrating maritime heritage with schooners, waterfront activities, music, and family fun.

Hey Diggers, If you are looking for something to do Labor Day Weekend North of Boston, come see some stunning sailing vessels and learn some cool history. Come to Maritime Gloucester on Saturday for our Heritage Day. If you are on Digg, come by and introduce yourself! Make sure to break out the DSLR camera for some stunning shots during the Parade of Schooners on Sunday. I'll be on the mic at the announcement stand - come by and say hi.