EventCayman Cookout 2026
About Cayman Cookout Wine Fair Contact Details (Cayman Cookout 2026): Web: https://www.caymancookout.com/ Facebook:…
The Ritz-Carlton, Grand Cayman
What’s on in Cayman Islands — page 2
EventReFocus 2027
Fontainebleu Las Vegas
Las Vegas
Las Vegas
SportButterfield St. Patrick's Day 5K Jog
We're BACK!!! - Butterfield St. Patrick's Day 5K Jog 2027Join us for the 29th Annual Butterfield St. Patrick's Day 5K Jog, one of the…
Camana Bay, Festival Green
FestivalRed Sky at Night Festival
A vibrant multidisciplinary arts festival celebrating Caymanian culture with live performances, art, and food.
Harquail Theatre, FJ Harquail Cultural Centre
Cayman Islands
Cayman Islands
Annual Cross Island Relay
Cayman Hash House Harriers
Festival13% Occupancy Tax added to rates.
Kaibo Dreams – Grand Cayman Villas
NightlifeKaibo Beach BBQ & Bona Fide
The legendary Tuesday-night beach barbecue with the Bona Fide band — Cayman's best weekly party.
Kaibo Beach, Rum Point
North Side
North Side
FestivalMango Fest 2026
Mango Fest 2026 at Cayman Islands National Museum / Waterfront.
Cayman Islands National Museum / Waterfront
FamilyCayman Chess Club
Complimentary weekly chess class and open challenges — complete beginners welcome.
Camana Bay ARC
Grand Cayman
Grand Cayman
FoodThe Heritage Bakehouse Cassava Cake Cooking Class
Hands-on cooking class where participants learn to make Cayman's traditional cassava heavy cake (officially gazetted as the National…
historic Mission House in Bodden Town
Jam Night @ the Bird
All are welcome to jam (musician or not) with different in-house artists hosting weekly.
The Bird
Cayman Islands
Cayman Islands
Monday Evening Hash Run (weekly)
Cayman Hash House Harriers
SportAnnual CUC Youth & CARIFTA Track & Field Championships
Cayman Islands Athletic Association
SportCIBA Youth League (U12–U19, male and female)
Cayman Islands Basketball Association (CIBA)
SportSenior League (male and female)
Cayman Islands Basketball Association (CIBA)
SportCIFA Premier League 2025/26 Season
Cayman Islands Football Association (CIFA)
SportWomen's League fixtures
Cayman Islands Football Association (CIFA)
SportFast 5 Co-ed League
Cayman Islands Netball Association
SportMixed League
Cayman Islands Netball Association
SportSenior Women's League (Thursdays & Saturdays)
Cayman Islands Netball Association
SportTurtle Netters League (ages 5–10, Saturdays)
Cayman Islands Netball Association
SportParadise Padel Tournament (monthly)
PHA Padel (Palm Heights)
SportLadies Only Open Play (weekly Thursdays)
Cayman Pickleball & Tennis Academy
SportCaribbean Championships
Pickleball Cayman
SportCruiser Racing (fourth Sunday monthly)
Cayman Islands Sailing Club
SportDinghy Racing (first Sunday monthly)
Cayman Islands Sailing Club
SportJ-22 Racing (third Sunday monthly)
Cayman Islands Sailing Club
SportWednesday Night Hartley (weekly)
Cayman Islands Sailing Club
SportBox League / Shoot Out Tournament
South Sound Squash Club
SportFamily Squash (last Sunday monthly)
South Sound Squash Club
SportLIG Services International Junior Tournament
South Sound Squash Club
SportMasters Open Tournament
South Sound Squash Club
SportScotts Equipment SSSC Open Championships
South Sound Squash Club
SportCBAC Kick-off Swim Meet
Camana Bay Aquatic Club (CBAC)
SportCoconut Cup Swim Meet
Camana Bay Aquatic Club (CBAC)
SportSpring Splash Swim Meet
Camana Bay Aquatic Club (CBAC)
SportDoubles Social
Cayman Islands Tennis Club
SportFamily Tennis Festival (monthly)
Cayman Islands Tennis Club
SportJ30 International Junior Tournament
Cayman Islands Tennis Club
SportKPMG Junior Tournament
Cayman Islands Tennis Club
SportTFCI Singles Open (Beginner–Competitive)
Cayman Islands Tennis Club
SportTry This Tri (kids)
Cayman Islands Triathlon Association
More small-island what’s-on across 55 jurisdictions at Rockhopping