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.
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In light of the COVID-19 pandemic, many events have been forced to cancel or reschedule festivities for a later date. For daily updates on all the big events happening in the Cayman Islands, see the events calendar on Explore Cayman. Family friendly events can be found on the events calendar on Cayman Parent.
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 is usually held the week after Easter every year and would have been held on 9th May 2020. Unfortunately, due to the COVID-19 pandemic it has been postponed until the Fall. Revelers may have to wait a few extra months, but the parades, parties, costumes and high-energy celebrations are not to be missed!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
Cayman’s National Festival Pirates Week 2020, is scheduled to run from 12th – 17th November in Grand Cayman. The Sister Islands celebrate either sides of those dates. This makes for nearly two whole weeks 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.
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 every year 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 areas on-Island to trick-or-treat can be found on Cayman Parent. Camana Bay also hosts a family-friendly Halloween Moonlight & Movies on October 31st! 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.
In light of the COVID-19 pandemic, many events have been forced to cancel or reschedule festivities for a later date. 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, Cayfest, Red Sky at Night and the highly attended and much anticipated Agricultural Show keep residents entertained throughout February.
Celebrate St. Patricks Day, get to know your orchids at the Cayman Islands Orchid Show and ‘Light Up the Night’ at the Breast Cancer Beach Walk.
Good times abound in April with Taste of Cayman Food Festival, Easter, Kitefest, Rundown and the Cayman Islands International Fishing Tournament.
Batabano brings George Town to life with an explosion of Caribbean music, dancing, costumes, floats and a parade.
Over 1,000 competitors, including Olympic level swimmers, take part in the annual 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. Cayman’s cocktail scene is also celebrated during Cayman Cocktail Week.
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!