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...
31
Oct
Other
Spooktacular Anime Anniversary
Start this Halloween right with Anivents Cayman! 1 year ago we started our little anime event company that's grown into something spectacular. Come celebrate with us this halloween for a...
6
Nov
Club
BLOCK PARTY × 4PLAY — PIRATE EDITION
🏴☠️ BLOCK PARTY × 4PLAY — PIRATE EDITION Gather your crew. We’re taking over The Hive. On November 6, Block Party and 4PLAY join forces for a night of pirate...
