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Annual Events

There are always plenty of fun events and activities happening in the Cayman Islands to keep visitors and residents entertained. From delicious foodie events and sporting spectaculars to community happenings, there really is a Cayman event to suit everyone's tastes. Cayman events are always sociable occasions that generate a great turnout and are a wonderful opportunity to spend time with old friends and meet new ones.

You can find a list of all the major events and public holidays below, however check out our events calendar for lots more great events happening in Cayman.


Cayman Cookout - 11th-15th January 2023
Join Chef Eric Ripert for the annual Cayman Cookout, celebrating food and wine. Enjoy demonstrations from world famous chefs, competitions, tastings, gala dinners and more at The Ritz-Carlton, Grand Cayman.


12th February - Super Bowl 2023
Whether you're an NFL fan or your interest in Sunday Night Football begins and ends with the food, the Super Bowl always makes for a great evening - and the half time entertainment is not to be missed! Check out our article on the Best Places to Watch the Super Bowl in Cayman.

Coco Fest at Pedro St James Saturday 18th February 2023.
A celebration of all thing’s coconut, Pedro St. James, and the Tourism Attraction Board (TAB) are looking forward hosting its annual Coco Fest. Coco Fest brings together local cooks, craftsmen, producers, artisans, and farmers through a shared love for the Cayman coconut in a fun and interactive environment. There will also be demonstrations on the uses of coconut throughout Cayman’s history.

Agricultural Show - Wednesday 22nd February 2023
A fun family event in Lower Valley, showcasing the Island’s best animals, produce and food with live music, arts and crafts sale and activities for all the family to enjoy.

Mercuryman Triathlon
Get stuck in at this annual event as a team, solo competitor or supporter! Sunday 19th February 2023. See the Cayman Islands Triathlon Association’s website for more information:

MARCH 2023

The Cayman Islands Orchid Show - 2023 date TBC  
A fantastic floral show that includes indigenous Cayman orchids with exotic orchids for sale. Held at the Queen Elizabeth II Botanic Park. 9am-4.30pm. www.facebook.com/QEIIbotanicpark.

Rundown - 2023 date TBC  
An annual comedy show that has been running for 27 years. It takes a light hearted dig at the multicultural society that is Cayman. www.artscayman.org

April 2023

Easter 2023
You’ll find lots of fantastic events happening over Easter in the Cayman Islands. This year Easter falls on Sunday 9th April. Good Friday and Easter Monday are public holidays so residents enjoy a lovely long weekend in Cayman.

Kaibo Kitefest - Monday 10th April 2023
A family fun day on the beach with kite competitions, live music and kite-making for the kids. www.kaibo.ky

Batabano Carnival Junior Parade - Saturday 22nd April 2023
Featuring children’s parades, calypso and soca dancing, steel drums and food.

April - Cayman Islands International Fishing Tournament
Anglers compete annually in this much anticipated event. Register early by contacting (345) 945 3131 or visit www.fishcayman.com.

MAY 2023

Taste of Cayman - Saturday 13th May 2023
Taste of Cayman is a famous food and drink event held annually in Grand Cayman. Now in its 35th year it attracts in excess of 5,000 people and features 45 of Cayman's best restaurants plus local and international wines, liquors and brews. Taste of Cayman features a host of festival entertainment including cooking demonstrations, cocktail competitions, live music and fireworks for people to enjoy.

Batabano Adult Parade - Saturday 6th May
An explosion of Caribbean music, dancing and costumes that brings George Town to life with steel pan bands, floats and a parade. www.caymancarnival.com.

Cayman Art Week - 29th May to 3rd June 2023
An annual week-long curated programme of gallery tours and open studios around the Cayman Islands, Cayman Art Week is designed to connect collectors and art lovers with creators and to facilitate the sale of art. https://www.caymanartweek.com/


JUNE 2023

Flowers Sea Swim - Saturday 17th June 2023
Over 1,000 competitors, including Olympic level swimmers, take part in this annual one mile swim along Seven Mile Beach. Hundreds of prizes to be won. www.flowersseaswim.com.

JULY 2023

July-Aug - Summer Moonlight & Movies
Every Tuesday throughout July-Aug enjoy a family friendly movie under the stars in Camana Bay. Bring a blanket and have a picnic!

Constitution Day - Monday 3rd July 2023
Celebrate Constitution Day at Camana Bay Harbour.


1st-31st October - Cayman Restaurant Month
If you’ve always wanted to try a particular restaurant in Cayman or love to dine out but your budget doesn’t allow you as many nights out as you’d like, Cayman Restaurant Month is your chance to re-visit your favourite restaurant or branch out and try something new.

October - Cayman Cocktail Week
A unique celebration of Cayman's cocktail culture with an incredible array of cocktail parties, culinary events and tastings.


November - The Cayman Islands Triathlon
Held on the first weekend in November. All you need to enter is a bathing suit, a bicycle, helmet and running shoes! Race solo or as part of a team. There are also participant training sessions prior to the main event which are well attended and great fun www.triathlon.ky.

Pirates Week - 9th-19th November 2023.
A swashbuckling good time for all three Islands! The week features a full-on mock pirate invasion of the Island and capture of the Governor! The festivities continue for five fun-filled days of pirate parades, music, street dancing, competitions, wonderful local food and drink, kids day, sports events, Heritage Days and firework displays. www.piratesweekfestival.com.

Tree Lighting at Camana Bay
Enjoy a Holiday Craft Market and live music on the Paseo from 4pm. The Town Centre, including the tree, will be illuminated at 7pm. Restaurant reservations along the Paseo and the Crescent are encouraged.

TBC - Gimistory
An international festival that brings together storytellers from Cayman, the Caribbean and North America. Events take place in parks, beaches and even private backyards, evoking an atmosphere of the days of yore when storytelling was the only entertainment. www.artscayman.org


Cayman Islands Marathon - Sunday 3rd December 2023
Full and half marathons, four person relays and a kid’s fun run with the beautiful scenic backdrop of the Island and Caribbean Sea. www.caymanislandsmarathon.com.

25th December - Christmas Day
Christmas is always a fun-filled day in Cayman with numerous restaurants hosting Christmas lunch. Keep an eye on the calendar as more details are added!

31st December - New Year’s Eve Fireworks
Ring in the new year with displays all along Seven Mile Beach; there is also a formal display at 8pm over The Harbour at Camana Bay. Visit the event calendar for a full list of New Year's Eve Events in Cayman.


 Monday, 2 January  New Year’s Day (Observed)
 Monday, 23 January  National Heroes Day
 Wednesday, 22 February  Ash Wednesday
 Friday, 7 April  Good Friday
 Monday, 10 April  Easter Monday
 Monday, 8 May  HRH King Charles III Coronation
 Monday, 15 May  Discovery Day
 Monday, 3 July  Constitution Day
 Monday, 13 November  Remembrance Day
 Monday, 25 December  Christmas Day
 Tuesday, 26 December  Boxing Day