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
🎉 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
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
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...
3
Jul
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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...
19
Apr
Island Girlies x Pickleball
LIMITED SPOTS AVAILABLE – PICKLEBALL 🎾🥇 Experience is required. For those who don’t have pickleball experience, we have 8 spots available for a beginner clinic with one of our Island...
23
Apr
Other
E-commerce Founder Social Meetup
A small, curated gathering for e-commerce founders and operators based in Cayman. If you’re building on Shopify or selling across marketplaces like Amazon and Walmart, join us for an informal...
