Adventure is calling! New this year, Gloucester’s flagship and only National Historic Landmark vessel will be located at PierI4C2 during Gloucester’s 39th annual Schooner Festival. Visit our calendar to book your sail on an authentic part of Gloucester’s fishing heritage. Captain Miller-Shelley says” We’ve been preparing all season for this weekend. We’ve taken every tack and opportunity to train for the race in hopes of making the shortest time possible around the marks. I’m looking forward to the excitement and friendly competition of sailing alongside other schooners and their crews.”

Friday, September 1
Kick-Off Sail –10 AM – 1:00 PM
Catch a glimpse of the excitement building out on the water.

Festival Fleet Sail — 1:30 – 4:30 PM
Greet the fleet as they begin to arrive.

Saturday, September 2
Heritage Day Sail — 8:30 – 11:30 AM
Sail out among 28 other Schooners from around the nation.

Sunday, September 3
Mayor’s Cup Race & Parade of Sail — 8 AM – 5 PM
This all day excursion complete with breakfast and lunch is the biggest sailing day of the year! Help Adventure’s captain & crew lead the parade and capture first place in the race!