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Events calendar


Cayman Cookout

Thursday, 12 – Sunday, 15: One of Cayman’s most celebrated food and wine festivals, Cayman Cookout, returns to Cayman bringing with it a roster of world-famous chefs, exclusive events, decadent tastings, andmouthwatering demonstrations. Join celebrated chefs Eric Ripert, Jose Andres, and Anthony Bourdain at The Ritz-Carlton, Grand Cayman, for three gastronomic days. Visit caymansilands.ky for event details and tickets.

South African Day

Saturday, 14: From 2 p.m.-12 a.m. at the King’s Head, Camana Bay. Celebrate the occasion with traditional South African liquors: Savannah Dry, Windhoek and Klippers, whilst the braai master will be cooking up traditional South African dishes.

New Day 5k

Saturday, 14: The fourth annual charity run/walk from Holiday Inn, Safehaven. This is a fun event because entrants wear superhero costumes. Great course, plenty of aid stations, great crowd support, cool event T-shirts and tons of random prizes and awards. Prizes for best costumes. Starts at 7 a.m.

Music on the Menu concert

Thursday, 19:  Presented by the Cayman Arts Festival at Luca restaurant. Featuring acapella group Singrays, the concert is sure to appeal to all music lovers. Guests will be welcomed with canapés and drinks on the terrace, followed by a three-course meal with wine. All proceeds will go towards the Cayman Arts Festival Scholarship Programme.

TRIO Kitesurfing competition

Thursday, 21 – Monday, 25: Some of the world’s best kitesurfers will be competing at Barkers in West Bay. The competition is scheduled to take place on Saturday Jan. 23 and Sunday Jan. 24 – wind dependent. Friday Jan. 22 and Monday Jan. 25 are the contingency days. Registration will take place on Thursday Jan. 21.

Robert Burns Poetry Night

Wednesday, 25: From 5 p.m.-12 a.m., at the King’s Head, Camana Bay. Celebrate the life and poetry on his birthday. Enjoy Scottish heritage whiskey as well as specials on beers and drinks. Guests who dare to wear their kilts will be in for a surprise and if ladies are in tartan attire they will receive a gift.

Taste of Cayman

Saturday, 28: Head to Camana Bay’s Festival Green for one of Cayman’s largest and most popular family-friendly events, the Cayman Islands Tourism Association’s Taste of Cayman Food & Drink Festival. A celebration of Cayman’s diverse and delicious food and drink offerings, sample dishes from some of Cayman’s most popular restaurants while enjoying entertainment throughout the night. Visit tasteofcayman.org for full details.

Mercuryman triathlon

Sunday, 22: The Generali Worldwide Mercuryman, Cayman’s only half iron distance triathlon, celebrates its 5th anniversary, a significant milestone that reflects the triathlon’s popularity with both Cayman residents and international pro triathletes. For the first time, Mercuryman is staging an international distance event, a half iron distance duathlon and a children’s event at the Reef Resort in East End.

Heroes Day

Monday, 23: Public Holiday National Heroes Day


Nationwide Stride Against Cancer

Saturday 28 – Sunday 29: This is the Cancer Society’s biggest annual fundraiserr. Cost is $25 for early entrants registering before Jan. 18, and then $30. If you register before Jan 18, your name is registered for the prize drawing to win twoCayman Airways tickets. There are run/walks inLittle Cayman, Seven Mile Beach, North Side and Cayman Brac that weekend.


Cayman Arts Festival

Thursday, 9 – Saturday,11: The popular bi-annual Cayman Arts Festival returns bringing a slew of world-class performers, including the Juilliard Jazz Ensemble, which will perform at a host of venues across Cayman. Visit caymanartsfestival.com for more details.

Moonlight & Movies: Valentine’s Edition

Thursday, 9 – Saturday, 11: Enjoy a romantic movie on the big screen under the stars. Pack a blanket to sit on plus drinks and a picnic. Gardenia Court, Camana Bay.

Cayman Alternative Investment Summit

Wednesday, 15-17: Now in its fourth year, the Cayman Alternative Investment Summit brings together leading thinkers and decision makers from different segments of the global alternatives industry. The Summit has quickly grown to become one of the most influential discussion forums within the alternative investment industry.

Legends Tennis

Wednesday 17: Tennis Hall of Fame legends join Grand Slam champions and former world No.1s on the court at the Festival Green in Camana Bay for one night of exhibition entertainment under the Caribbean stars. Events include men’s singles and mixed doubles with John McEnroe, Monica Seles, Jim Courier and Daniela Hantuchova.

CDS ‘Not Now Darling’

Thursday, 23 – Saturday, March 11: The Cayman Drama Society kick-start’s their 2017 theatre season with comedy “Not Now Darling,” a typically mad-cap British farce by playwright Ray Cooney. Playing at the Prospect Playhouse, Red Bay. Visit cds.ky for production times and tickets.

Cayman Hospice Care Flag Day

Friday, 24 – Saturday, 25: Cayman Hospice Care will once again be blanketing the island for their Flag Day. Volunteers will be located at dozens for Cayman’s key locations, asking the general public to give generously. The Flag Day is Cayman Hospice Care’s largest fundraiser, helping the charity to offer palliative end of life care for free to anyone in the Cayman Islands. To volunteer, or for more details, visit caymanhospicecare.ky

The Cayman Islands Orchid Show

Saturday, 25 – Sunday 26: A fantastic floral show that includes indigenous Cayman orchids with exotic orchids for sale. Held at the Queen Elizabeth II Botanic Park, from 9 a.m. to 4:30 p.m. www.facebook.com/QEIIbotanicpark.

Off The Beaten Track

Sunday, 26: Now it its sixth year OTBT is quickly becoming a major sporting event in Cayman. Based on the gruelling Marathon des Sables, the 26.2 mile course covers off-road trails and cuts across beaches, the bush and back roads of Grand Cayman. Run as an individual or as part of a relay team. Fifty percent of proceeds go to the charity Facing Africa. The other half goes to two local charities; Cayman’s Ark and the National Council of Voluntary Organisations. www.offthebeatentrack.ky.


The Agricultural Show

March 1: Enjoy one of Cayman’s most popular and longest-running family friendly events, the Agricultural Show. Held at The Grounds in Lower Valley, the event features local livestock, produce and food, along with live music, arts and crafts sale and activities for all to enjoy.

Do you have an event you wish to be listed? Email details at [email protected]

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