Pirates Week 2025

Cayman Pirates Fest is a national festival celebrating all things Piratey! And more importantly, celebrating Cayman's history and cultural identity.

This year's theme is “That's Cayman, Our National Treasure”.

Pirates Week 2025 Dates:

•  Grand Cayman – 8 to 15 November 2025 (pre festival events start from 6th November - see below calendar) 

•  Little Cayman – 20-21November 2025

•  Cayman Brac - 22 November 2025

As with all years, Pirates Week 2025 will be a vibrant and exciting event that takes place in the Cayman Islands in November 2025. This annual Islands-wide celebration immerses visitors in the captivating world of pirates, with a series of exciting events, lively parades, and a host of activities for all ages.

Full schedule of events:

Cayman Pirates Week 2025 – Event Diary

November 6, 2025

🎉 7:00 PM – 9:00 PM | Pirates Kick-off Party
Location: Peppers | Hosted by Pirates Group

🎯 6:00 PM – 9:00 PM | Mickey Mouse Tournament
Location: Mango Tree | Hosted by Darts Association

November 7, 2025

🐢 10:00 AM – 11:30 AM | Turtle Release
Governor’s Beach | Sponsored by Cayman Turtle Centre

🍻 6:00 PM Until Late | Pub Crawl
In collaboration with NDC

🥁 7:00 PM – 10:00 PM | Pan n de City (Steelpan Competition)
Location: TBC | Sponsored by CUC

November 8, 2025

⛴️ 1:30 PM | Cardboard Regatta
Sponsored by Cayman Airways

🍴 2:00 PM | Food Court Opens

🌊 2:15 PM | Water Mermaids Showcase
CIASA Artistic Swim Squad | GT Harbour

🏴‍☠️ 3:00 PM | Pirates Landing
Hosted by Pirates Association | Live Stream via Social Platforms

🎈 4:00 PM | Float Parade
Location: Seafarer’s Way

🎶 6:00 PM – 11:45 PM | Cayman Culture Evening & Food Festival
Locations: Seafarer’s Way, Cardinall Avenue, Albert Panton Street

🕺 8:00 PM – 11:30 PM | Teen Block Party
Location: Kirk House Parking Lot

November 9, 2025

🏖️ 8:00 AM – 10:00 AM | Pirates Against Plastic Beach Clean-up
Location: Safe Haven

🐶 11:00 AM – 12:00 PM | Pooch Parade
Cayman Turtle Centre Courtyard

👨‍👩‍👧‍👦 12:00 PM – 4:00 PM | Family Fun Day
Cayman Turtle Centre

🏊 1:00 PM – 3:00 PM | Underwater Treasure Hunt
Sponsored by Sunset Divers

November 10, 2025 – Sports Day

🏃 6:00 AM – 9:00 AM | Pirates 5K Walk/Run
Hosted by Vision Academy 345

🏊 3:00 PM – 5:00 PM | Pirates “Harbour ½ Mile” Sea Swim
Hosted by CIASA

🏀 10:00 AM – 4:00 PM | Basketball Tournament
Hosted by Department of Sports

November 15, 2025

🏊 7:00 AM | 5K Sea Swim – Governor’s Beach | Sponsored by KPMG

👶 3:00 PM | Children’s Play Area Opens - Public Library Parking Lot | Hosted by Inclusion Cayman

👨‍👩‍👧‍👦 2:00 PM – 6:30 PM | Family Fun Day – Scott’s Dock

⚖️ 4:00 PM | Trial of the Pirates – Seafarers Way

🍴 5:00 PM | Food Festival – Albert Panton Street

🕺 6:00 PM – 11:45 PM | Grand Finale Street Dance – Cardinall Avenue

🚁 7:00 PM | Drone Show – Scott’s Dock

🎉 7:30 PM – 11:00 PM | After Party – Scott’s Dock

🚁 8:00 PM | Drone Show (Closing) – Seafarers Way

Little Cayman Events

November 20, 2025

🏴‍☠️ 5:00 PM | Pirates Landing via Cayman Airways
Sponsored by Cayman Airways

🍻 6:00 PM – 10:00 PM | Bar Crawl

🎉 10:00 PM Until Late | After Party – McCoy’s Sunset Bar and Snacks

November 21, 2025

🍴 7:30 AM – 2:00 PM | Food and Artisan Village – Blossom Village

🎈 5:00 PM | Float Parade

🎭 7:00 PM – 8:00 PM | Pirates Party with Costume Competition

🎆 8:00 PM | Fireworks

Cayman Brac Events

November 22, 2025

👨‍👩‍👧‍👦 2:00 PM – 6:30 PM | Family Fun Day – Scott’s Dock

🚁 7:00 PM | Drone Show – Scott’s Dock

🎉 7:30 PM – 11:00 PM | After Party – Scott’s Dock

District Days

📍 November 10 | North Side – Old Man Bay Dock (11:00 AM)

📍 November 12 | Bodden Town – Nurse Josie Center (11:00 AM)

📍 November 13 | George Town – Cardinall Avenue (11:00 AM)

📍 November 14 | East End – Heritage Park (11:00 AM)

📍 November 11 | West Bay – Heritage Park (11:00 AM)
 

Motorists are advised to exercise caution when travelling in these areas during these times, and to obey any traffic signs, barriers, or instructions from officers present.