Cayman Islands Events Calendar
Discover the ultimate 2026 Cayman Islands event calendar! Explore top festivals, live music, culinary events, cultural celebrations, and more. Whether you’re in Grand Cayman, Cayman Brac or Little Cayman, stay updated with daily listings on EventPro for the best events happening in the Cayman Islands.
FEATURED
27
Jun
Food & Drink
Margarita Masters Season 2
Margarita Masters returns to the Cayman Islands for Season 2 — bringing together top bartenders for an electrifying cocktail competition set in the heart of Camana Bay at THE ISLAND....
3
Jul
4
Jul
Other
Island Vibes: Flavors of America Beach BBQ
The definitive Cayman beachfront BBQ experience. Island Vibes brings together live fire cooking, a smoked pit, and a vibrant station-style feast set against the ocean at sunset. Celebrate under the...
17
Jul
Fete
M.V.P. Jersey Party – World Cup Edition
M.V.P. Jersey Party - World Cup Edition get ready for a night of football culture, international vibes, and nonstop entertainment! Rock your favorite national team jersey, wave our flag, and...
19
Jul
Party
Coca-Cola World Cup Final Viewing Party at Hotel Indigo
ONE ISLAND. ONE FINAL. ONE MASSIVE PARTY. THE COCA-COLA WORLD CUP FINAL VIEWING PARTY SUNDAY JULY 19 ONLY AT HOTEL INDIGO EARLY BIRD TICKET ALERT! BUY EARLY. WIN BIG. ...
25
Jul
Food & Drink
Cayman Islands Margarita Festival
Five years ago, we set out to create something the Cayman Islands had never seen, a celebration of craft margaritas, incredible food, and world-class music under the island sky. What...
11
Oct
Charity
Women’s Empowerment Brunch 2026
Women’s Empowerment Brunch 2026 Her Power. Her Health. Her Legacy.Join us for the 6th Annual Women’s Empowerment Brunch, one of the Cayman Islands’ most anticipated and inspiring events for women....
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1
Jan
Cayman Motoring Federation Membership
Cayman Motoring Federation (CMF) is established for the purpose of enhancing the motoring movement and safeguard interests in relation to motoring in the Cayman Islands through education, training and special...
27
Jun
Other
Summer Bounce Fest 2026
🎉 Bounce & Bubble Summer Bounce Fest 2026 🎉 Join us for the ultimate family fun day on Saturday, June 27, 2026, from 10:00 AM to 5:00 PM at The...
27
Jun
Boat Cruise
CLUB CAPRI 001 – A sunset cruise hosted by Whale Rider Records.
CLUB CAPRI VOL. 001 A sunset cruise hosted by Whale Rider Records, in collaboration with Aperol, Campari & Bulldog Gin. LIMITED TICKETS — $80 CI Your ticket...
