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
9
Oct
2026 World Mental Health Day Symposium
Attendees will have the opportunity to join a series of sessions led by Infinite Mindcare’s team of Masters and PhD CPAM-registered therapists. This year, five (5) concurrent sessions will run...
10
Oct
Sports
Muscle Mayhem 2026
Grand Cayman's premier Bodybuilding and Fitness event returns this year. Come to see your favourite local athletes compete for dominance against fierce competition from the USA and Jamaica.
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....
17
Oct
Food & Drink
Salud! 2026
Cayman Islands · Saturday, October 17, 2026 · 5:30–9 PM SALUD! cayman islands wine festival Over 150 quality wines from the world's finest wine-growing regions — one extraordinary evening...
Find Things to Do in the Cayman Islands
Today
This Weekend
This Week
Next Week
Boat Cruise
Carnival
Charity
Circus
Club
Concert
Conference
Cooler Fete
Fete
Food & Drink
Musical
New Years Eve
Other
Party
Sports
January
February
March
April
May
June
July
August
September
October
November
December
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...
18
Sep
Block Party vs 4Play
On September 18, Block Party and 4Play come together for a special fusion of electronic music, bringing two of Cayman’s most distinctive party experiences under one roof. Expect 6 hours...
25
Sep
The Spirit Oasis
The Spirit Oasis 🌴 Play • Explore • Connect • Strive Finish the school week at The Spirit Oasis — Island Spirit Cayman’s new inclusive after-school club for children aged...
