Cayman Pirates Fest is a national festival celebrating all things Piratey!
Ahoy, Cayman! Pirates Week is back!
Get ready to raise the Jolly Roger as Pirates Week returns from 30th October to 21st November 2026, celebrating 49 years of Caymanian culture, heritage, traditions and community spirit.
This year’s theme, Spirits, Gold & Glory, promises plenty of treasure, tales and good times. From lively district celebrations and live entertainment to family fun and much-loved traditions, there’s something for landlubbers and seasoned pirates alike.
Pirates Week 2026 is packed with events, making it an especially exciting time of year for kids! We’ve rounded up the best activities your little pirates are sure to love below.
Mark your map! 2026 dates:
- Cayman Brac – 30th to 31 October 2026
- Grand Cayman – 6th to 14th November 2026
- Little Cayman – 20th to 21st November 2026
Polish your cutlass, dust off your pirate garb and prepare to sail into the festivities. After all, the greatest treasure in these islands isn’t buried underground. It’s the people, culture and traditions.
What to Expect
A highlight of the festival is the Grand Pirates Parade, a spectacular procession of decorated floats, marching bands, and costumed pirates that wind through the heart of George Town. The parade is a feast for the eyes, with elaborately themed floats and enthusiastic performers creating a truly magical atmosphere.
The festival also features a variety of family-friendly activities, such as treasure hunts, children's costume competitions, and pirate-themed workshops. Visitors can also enjoy live music, street performances, and a variety of culinary delights, from local seafood delicacies to pirate-themed snacks.
Pirates Week is an event that brings people together, ignites imaginations, and creates memories that last a lifetime!
Top Tip:
Get into the pirate spirit! Many attendees dress up for the festivities, and Party Mania has plenty of costumes and accessories to help you look the part. Arrr!
Celebrations in Grand Cayman
- Movie Exhibit - 5th November at 6.30pm, Ground Floor, Searock Building
- Cardboard Boat Regatta - 7th November at 1.30pm, George Town Harbour
- Pirates Landing - 7th November at 3.30pm, George Town Harbour
- Underwater Treasure Hunt - 9th November
- North Side District Day - 9th November
- George Town District Day - 10th November
- Bodden Town District Day - 11th November
- West Bay District Day - 12th November
- East End District Day - 13th November
- Children’s Play Area - 14th November
- Jr. Snapper Cook-Off Contest - 14th November
- Dance Demo - 14th November
- Food Festival - 14th November
- Closing Fireworks 14th November
Celebrations in the Sister Islands
Cayman Brac
- Kids/Teens Halloween Party - 30th October at 5.30pm-10pm, Cayman Brac Heritage House
- Family Dun Day at Scott's Dock - 31st October at 11am-11pm, Scott's Dock
- Pooch Parade, Art Show & Buffet - 1st November at 3pm-6pm, The Alexander Hotel
Little Cayman
- Pirates Landing - 20th November
- Live Band - 20th November
- Fireworks - 20th November
Want to learn more?
The full programme, individual venues, times and further event announcements will be released soon. Visitors are encouraged to monitor the festival’s official communication channels for updates here: www.piratesweek.com
