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…
27Nov
Other
Island Vibes
Experience the Caribbean at its most vibrant! “Island Vibes” – a spectacular beachfront celebration at the Kimpton Seafire Beach Deck on Seven Mile Beach where sunset dining, authentic island flavours,…
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…
28Nov
Charity
Rotary Central 31st Annual Music Extravaganza
Rotary Central Cayman Islands is a member of Rotary International with more than 1.4 million members worldwide. Our club and its members provide their time and raise funds to benefit…
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...
13
Nov
Charity
The Spirit Oasis
The Spirit Oasis Play • Explore • Connect • Strive Finish the school week at The Spirit Oasis — Island Spirit Cayman’s new inclusive after-school club for children aged 4–10...
13
Nov
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...
