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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7
Jun
Charity
Run & Walk for Shankar
Join us for a 4K Run or Walk in support of Shankar Lingam, our beloved colleague from Hotel Indigo and Kimpton Seafire, who has been hospitalized for over nine months...
12
Jun
Daylight And Radiance
Join the Cayman National Choir and Orchestra for an uplifting evening of music celebrating light, joy, and the vibrant energy of summer. Daylight and Radiance brings together a dazzling mix...
13
Jun
Carnival
HFC: Home For Carnival
HFC: Home for Carnival — Tabanca Edition Date: Saturday, June 13th 2026 • Doors open at 7:00 PM Location: Sandbar, Grand Cayman Get back into Carnival mode with HFC —...
13
Jun
Food & Drink
Gin Fest Cayman Islands
World Gin Day · Saturday, June 13, 2026 An Elevated Evening of Gin,Cocktails & Discovery Gin Fest Cayman Islands is a premium, experience-led celebration of gin, cocktails, and elevated hospitality...
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
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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28
May
Cayman Art Week 2026: West Bus Tour
The CAW West Tour includes venues in Camana Bay and the Seven Mile Beach area. Start your evening at the CAW Hub on The Paseo in Camana Bay between 5:00...
29
May
Cayman Art Week 2026: Central Bus Tour
Experience the best of George Town’s galleries, studios and creative pop-ups on the CAW Central Tour. Start your evening at 5:00 pm at the CAW Hub (#1) on Cardinall Avenue...
29
May
Musical
Lion King JR.
It’s TIME! Tickets are officially ON SALE for Disney’s The Lion King JR! 🦁🎟️✨ Our cast of incredible young performers (ages 6–10) are ready to light up the stage with...
