January
Top events include Cayman Cookout; a weekend of celebrating food and wine and the Cayman Islands Cancer Society Stride Against Cancer Walk.
February
Valentine’s Day, Coco Fest and the highly attended and much anticipated Agricultural Show keep residents entertained throughout February.
March
Support the Breast Cancer Foundation with their ‘Light Up the Night’ Beach Walk. There's other large scale events taking place in March too.
April
Good times abound in April with Easter, Kitefest and the Cayman Islands International Fishing Tournament.
May
Carnival brings Cayman to life with an explosion of Caribbean music, dancing, costumes, parades and delicious food!
June
Over 1,000 swimmers take part in the one mile Flowers Sea Swim along Seven Mile Beach.
July
Summer time in Cayman hits full swing with the Constitution Day holiday on Monday 6th July 2026
August
Join all the regular summer events such as brunches, happy hours and live entertainment that take place in the beautiful Cayman Islands.
September
Charitable residents come together for the 'Big Shave' benefiting childhood cancer research. Don your lederhosen for Oktoberfest at the end of the month.
October
Dine out in style for an affordable price with Cayman Restaurant Month and enjoy spooky Halloween fun!