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.

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2 May
Fete

Junior Batabano Teen Jam 2026

Saturday, May 2, 2026 @ 7:00 AM
TBA
🎉 TEEN JAM is back! ✨ Get ready for a glow-filled night of music, fun, and pure vibes at Cayman Carnival, Junior Batabano Teen Jam 2026 💥 📅 Saturday, May 2nd, 2026...
2 May
Boat Cruise

The Veuve Clicquot “Floatilla” Party

Saturday, May 2, 2026 @ 12:00 PM
Cayman Islands Yacht Club
Set Sail in Style: The Veuve Clicquot "Floatilla" 2026! Join us for the ultimate champagne-soaked adventure as we cruise on Sundancer from Cayman Islands Yacht Club across North Sound and...
4 May
Carnival

J’ouvert Road Parade 2026

Monday, May 4, 2026 @ 12:01 AM
TBA
J’OUVERT is calling… and you already know what time it is. Join Cayman Carnival Batabano for the ultimate midnight experience as we take over the road for J’ouvert Road Parade 2026...

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January February March April May June July August September October November December
1 Jan

Cayman Motoring Federation Membership

Thursday, January 1, 2026 @ 1:59 AM
CMF 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...
17 Apr
Sports

Inclusive Kids Happy Hour

Friday, April 17, 2026 @ 4:00 PM
Vital Yoga Studio
🌈 Inclusive Kids Happy Hour – Let’s Move & Have Fun! 🌈 Join Island Spirit Cayman for our Inclusive Kids Happy Hour, designed to get children active while supporting body...
17 Apr

Inclusive Kids Chill Out Zone

Friday, April 17, 2026 @ 5:00 PM
Vital Yoga and Spin Studio
🌿 Inclusive Kids Chill-Out Zone 🌿 Join Island Spirit Cayman for our Inclusive Kids Chill-Out Zone, a calming space designed to help children unwind, regulate, and reconnect through gentle practices....