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...
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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Boat Cruise
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Charity
Circus
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Cooler Fete
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Food & Drink
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New Years Eve
Other
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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...
26
Sep
Charity
Wild Spirit Saturdays
Wild Spirit Saturdays 🌿🌊 Play • Explore • Connect • Thrive Join Island Spirit Cayman for the first of our Wild Spirit Saturdays — a new monthly morning of inclusive...
