Throughout the entire year, the Cayman Islands will wow you with festive holidays, traditional events and massively attended, internationally renowned festivals unique to the country.
On This Page
For daily updates on all the events happening in the Cayman Islands, download the FREE What's On Cayman app. Family friendly events can be found on the events calendar on Cayman Parent. Events for foodies can be found on the Cayman Good Taste calendar and events that let you get out and experience the Island can be found on the Explore Cayman calendar.
Traditional Events, Festivals & Holidays
Caymanian traditional events, festivals and holidays have been around for over 50 years and the celebrations continue to grow in popularity and size every year.
From Batabano and Pirates Week to Easter and Christmas, here is a snap shot of a few that take place in Cayman annually.
Cayman Carnival Batabano will be held on Saturday 6th May 2023. Revelers and spectators will enjoy parades, parties, costumes and high-energy celebrations!Read More
Christmas in Cayman is magical! There might not be snow, but we do put up real Christmas trees and fill our gardens with twinkling lights as the rounds of parties and good cheer begin. Firework displays dominate the night sky from as early as December 1st as people young and old celebrate the most wonderful time of the year.Read More
Easter is an especially festive time in Cayman: Caymanians celebrate the occasion by camping on beaches, many attend church services and there are Easter brunches at numerous hotels and restaurants – some will even offer Easter Egg Hunts too. Rum Point is also a popular meeting point for groups with boats, and some families rent condos in Cayman Kai and enjoy the beach for the weekend.Read More
Pirates Week 2023 will be held on the 9th to 19th November in Grand Cayman with the Sister Islands celebrating either sides of those dates. Residents and visitors will enjoy plenty of swashbucklin' fun to celebrate Cayman culture and heritage. Whether you're an old seadog or a wee lad or lassie, the streets are transformed by a bevy of buccaneers invading all three islands.Read More
Early Caymanians supplemented the sea’s bounty by subsistence farming or backyard farming. While subsistence and organic farming in particular have experienced a resurgence, the Department of Agriculture, in conjunction with the Agricultural Society, have been running the Agriculture Show for over 50 years. The show is a widely anticipated family event which is held annually on Ash Wednesday and provides farmers with an opportunity to sell their home-grown produce and display their livestock.Read More
Halloween is a very popular event in the Cayman Islands. The festivities start just as the sun goes down and are wrapped up by about 9pm for children and continue throughout the night for adults. For little ones, well-known areas to trick-or-treat are Webster’s Estates and Snug Harbour, but people also trick-or-treat in their neighbourhoods. A comprehensive list of the best family friendly Halloween events can be found on Cayman Parent. For adults, lively costume parties are held at local bars and nightclubs, often with prizes awarded for the best dressed!Read More
Rundown – The Play
This popular local show is named after a spicy Caymanian dish that combines lots of different ingredients. It takes the dishes name as the format is also a series of many parts: skits, music, stand-up comedy, monologues, dance and impersonations. The performance was started in 1992 by Dave Martins and Henry Muttoo and has involved many local and established actors to date. It is a gentle satirical look at Caymanian life, politics and its people set in a drop
in to shoot the breeze – a backyard. For more information call (345) 949 5477 or visit www.artscayman.org.
Residents are entertained year round with various events celebrating Caymanian heritage and customs. By participating in these fun and social events you are becoming a greater part of the local community.
Numerous sporting events (walks, marathons, triathlons, etc.) are held throughout the year, which are generally fundraisers for local charities. Click here for information on Cayman’s Full Moon Celebrations.
Below are some of the events and festivals that are annual fixtures on the Cayman calendar.
For up-to-date and accurate information on all the best event happening in Cayman visit the Explore Cayman Events Calendar.
Top events inlcude Cayman Cookout; a weekend of celebrating food and wine and the Cayman Islands Cancer Society Stride Against Cancer Walk.
Valentine’s Day, Coco Fest and the highly attended and much anticipated Agricultural Show keep residents entertained throughout February.
Support the Breast Cancer Foundation with their ‘Light Up the Night’ Beach Walk.
Good times abound in April with Easter, Kitefest and the Cayman Islands International Fishing Tournament.
Batabano and Taste of Cayman bring Cayman to life with an explosion of Caribbean music, dancing, costumes, parades and delicious food!
Over 1,000 swimmers take part in the one mile Flowers Sea Swim along Seven Mile Beach.
Summer time in Cayman brings spectacular fireworks to celebrate Constitution Day and outdoor, family-friendly movies in Camana Bay.
Outdoor movies in Camana Bay continue throughout August, as well as the Island’s regular events such as brunches, happy hours and live entertainment.
Charitable residents come together for the 'Big Shave' benefiting childhood cancer research. Don your lederhosen for Oktoberfest at the end of the month.
Dine out in style for an affordable price with Cayman Restaurant Month and enjoy spooky Halloween fun!
An action-packed month with the CI Triathlon, Gimistory and Pirates Week!
Christmas is a special time in Cayman with numerous festive events including the Parade of Lights, Christmas markets, Santa sightings and more!