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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13Nov
Other
CABARET CIRCUS – Friday, Nov 13
Cayman, your night out just got a little more interesting. Cabaret Circus brings pole, aerial and dance together in an 18+ theatrical experience inspired by the glamour of cabaret and…
14Nov
Other
CABARET CIRCUS – Saturday, Nov 14
Cayman, your night out just got a little more interesting. Cabaret Circus brings pole, aerial and dance together in an 18+ theatrical experience inspired by the glamour of cabaret and…
15Nov
Other
CABARET CIRCUS – Sunday, Nov 15
Cayman, your night out just got a little more interesting. Cabaret Circus brings pole, aerial and dance together in an 18+ theatrical experience inspired by the glamour of cabaret and…
28Nov
Food & Drink
3rd Annual Rum Fest Cayman Islands
Saturday, 28 November 2026 · 6:00 PM A celebration of rum, rhythmand island pride. RUM FEST™ Cayman Islands, the official Cayman Islands rum festival, returns for its 3rd annual edition…
26Dec
Fete
SOCA ON THE BEACH pt. 15
Soca on the Beach (Part 15) Boxing Day 2026 Christmas is for family. Boxing Day is for fete! Join us on Saturday, December 26th in the Cayman Islands as Soca…
22May
Food & Drink
Margarita Masters Season 3
Season 3 Finals · Saturday, May 22, 2027 Four rounds. One night.One Grand Champion. Margarita Masters returns to the Cayman Islands for Season 3 — bringing the island’s top bartenders…
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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...
30
Oct
Party
Halloween 30th October 2026
This Halloween, we’re taking over Grand Tiki for one dark night. 🎃 Friday, October 30 | 8PM–1:45AMMusic by Tiago Black + Las Palmas + Max Kazakov 🎟️ Early Bird Tickets: $25 Very limited capacity...
31
Oct
Charity
Sensory Halloween Family Fun Day!
Get ready for a spooktacular morning of sensory Halloween fun at Public Beach! Island Spirit Cayman is teaming up with Speech Studio for an inclusive Halloween event packed with creativity,...
