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Every summer since 1977, the Maine Windjammer Association has hosted the Great Schooner Race, providing an opportunity for captains, crews and passengers aboard traditional vessels from all over the Eastern Seaboard to rendezvous for a fun day of racing.

Hailed as “the largest annual gathering of traditional schooners in America,” this year at least twenty schooners are expected to participate in the 46th Annual Great Schooner Race scheduled to take place on Friday, July 5th, 2024 in Penobscot Bay.

As race day approaches, we will add more information, but for now you can find more information in the race details section.

There’s still some last minute availability on some of the participating vessels!

Join Schooner Tyrone on an overnight adventure: Join us Thursday July 4th for a daysail out of Rockland leaving at 11:00AM then sail back into Rockland to anchor overnight with the fleet and take part in the evening’s festivities including the small boat regatta. Friday we will compete in the Race and sail back into Rockland for the awards ceremony and disembark. Guests will be invited to take part in all aspects of sailing and racing. $400/person (616) 633-8320

Join Schooner Olad: Friday, July 5, 2024 – 9:00am to 6:00pm
The Schooner Olad will join more than two dozen tall ships for an exciting all-day race in which guests can participate. This year marks the 48th anniversary of the Great Schooner Race, North America’s largest annual gathering of tall ships! The Schooner Olad has won this race in previous years with the assistance of our wonderful passengers.  Come help us do it again!  Raft-Up! Bagged lunches provided, B.Y.O.B • $205

Thank you to our sponsor Mossy Ledge Spirits for providing hand-crafted Maine-made spirits to all our participants!

Race Details

It’s the biggest day of our season. We want you to be a part of it!

Discover Windjamming

Is there a sailor in your soul? Discover the adventure, fun, friendship, and pure bliss a windjammer vacation can bring.

Participating Schooners

We welcome all traditionally-rigged schooners to submit registration and participate in the Great Schooner Race!

Sail with us!

If you’d like to sail aboard one of the windjammers and participate in the race, you can!

The Great Schooner Race is the culmination of a multi-night windjammer cruise. On board guests can participate in the sailing  and strategy of the race, or just sit back and relax. Visit our fleet page to find each boat’s sailing schedule. Reservations are made directly with the boat of your choice.

If you can’t sail with us, you can watch the race from the Rockland Breakwater. The boats will cross the starting line, just off the breakwater around 10am and cross the finish line there around 2pm.

Stay in the Know

With the Maine Windjammer Association monthly newsletter, you’ll receive tips and hints from folks who have sailed as well as information about the best dining and attractions the area has to offer, special packages, windjammer history, events, and more!

Monthly Newsletter Signup


You may request a mailed packet of brochures, or you can find individual ships’ brochures under each listing on the fleet page on the Maine Windjammer Association Website.

Request a Packet Visit the MWA Fleet Page

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