— Enlist Today —
The Caribbean's premier privateer crew is always on the lookout for bold souls. Do you have what it takes to sail under the Letter of Marque?

— Choose Your Voyage —
The Cayman Islands Corsairs are recruiting bold, passionate souls for two legendary festival voyages. Choose your port of call — or enlist for both!
Grand Cayman
Sail with us on home waters for the Cayman Islands Pirate Festival. Join the crew for nine days of theatrical performances, parades, and community celebrations right here in Grand Cayman. This is where the legend began — and where it sails strongest.
⚔️ Enlist for CaymanKingston, Jamaica
After a triumphant debut at the 2026 Kingston Pirates Week Festival, the Corsairs are going back. Join the crew for the return voyage to Jamaica — five days of international pirate heritage, performances, and camaraderie in the shadow of the legendary Port Royal.
⚓ Enlist for KingstonClicking either button will open your email. A member of the crew will be in touch shortly.
— Official Membership —
Membership is free. Joining the Corsairs costs nothing — all you need is the spirit of adventure and a willingness to fly the flag.
Complete the application and a member of our crew will be in touch with next steps.
⚔ Apply for Membership— What We Seek —
A passion for Caribbean history, theatrical performance, and the open sea. No prior experience required — just boldness.
Willingness to train, costume up, and perform at festivals, parades, and community events across the region.
As a registered not-for-profit, everything we do serves the community. You must share that mission.
— Your Adventure Awaits —
The Jolly Roger is flying. The crew is assembled. All that's missing is you.