Entertainment roundup for 2015

Celebrity chefs, the chefs of The Ritz-Carlton, and local and international culinary talents.

As the countdown begins to the start of 2016, Weekender takes a glance back at some of the entertainment highlights in Cayman over the year. With a mix of annual signature events that were building on their previous successes and some new one-off events, 2015 came in with a bang and appears to be leaving the same way.


Cayman Cookout, 
The Ritz-Carlton, Grand Cayman  

This year’s Cayman Cookout, hosted by chef Eric Ripert, was resoundingly successful in keeping Cayman on the map as the culinary destination to rival all others in the Caribbean. Designed to showcase a variety of epicurean talent, the food festival weekend offered outstanding fare prepared by top chefs, as well as tours, tastings, dinners and invaluable input on fine beverages by wine experts and spirit blenders.


‘The Woman In Black’ – a ghostly tale  

This year was a great one locally for the performing arts, especially on the stage. Cayman Drama Society set the ball rolling by kicking off its annual roster of shows with “The Woman in Black.” This ghostly tale, at the Prospect Playhouse, garnered rave reviews and did well at the box office.


Cayman Open Tennis Tournament  

The seventh annual tennis tournament in Cayman, hosted by the Cayman Islands Tennis Club, fielded a clutch of international pros alongside a team of local players. The free three-day event was a boon to fans and was appreciated for bringing superior tennis to the island.


Cayman Fashion Week  

Couture and runway fabulousness were the order of the day during the fifth year of Cayman Fashion Week, which showcased some stunning collections from homegrown designers and welcomed an international designer to Cayman’s shores.

The shows, as well as delighting fashion mavens who flocked to see the latest creations of designers, including Isy B., were equally about celebrating and acknowledging Cayman as a small but growing presence in the regional fashion firmament. Hugely popular U.S. designer Nicole Miller attended the event to showcase her Spring 2016 Street Sweet collection.



Cayman’s annual comedy review with its satirical take on local life, its catchy tunes and lampooning of political life on the island was a hearty mix that went down well, like its namesake stew. Staged by the Cayman National Cultural Foundation, the review has a 21-year history of tickling the funny bones of the theater-going public and has gained a stalwart following from audiences that cuts across age and nationality.


CayFilm – Cayman International Film Festival

Lights! Camera! Action! The four-day film festival stepped up a gear this year, fast creating a buzz as a bona fide Mecca for the screening of the brightest and best in locally made films.

As a well as daily screenings and Q&A sessions with rising filmmakers, CayFilm included panel discussions, a celebrity gala event, workshops and an exclusive premiere screening.


July 4 and the Mud Run 

Known as a quiet month for entertainment on the island, July was dominated by a healthy mix of choice summer camps for the islands’ youngsters. Of course, it started off with a busy weekend for hotels with lots of tourists coming to Cayman for the July 4 holiday, which meant fireworks set off around the island. There was also the Mud Run on July 11, when enthusiastic competitors got into the muck while negotiating a very challenging course.


Cool cinema 

With it being blisteringly hot and humid outdoors, those who stayed on island in August headed to Regal Cinema more than usual. Guy Ritchie’s “The Man from U.N.C.L.E.” hit the big screen, featuring fantastic costumes and actions scenes, in contrast to the much quieter, yet more deadly “The Gift,” starring Jason Bateman. Those who watched the latter no doubt left the cinema thinking back on their behavior in school.


‘Rent’ – The musical  

Cayman Drama Society’s stage version of the Pulitzer and Tony Award winning musical about young bohemians in New York’s East Village struggling with life, love and AIDS and the impact in the U.S. was a hit from opening night. Strong direction, acting and, above all, singing made this production one of the must-see highlights of Cayman’s entertainment year. The show dealt with a number of modern issues sensitively and with a sense of élan worthy of the original film version.


Cayman Cocktail Week 

Cayman Cocktail Week stirred up plenty of interest with a host of drinks events across Grand Cayman. Whether you are a cocktail connoisseur or simply fancy adding a few new drinks to your repertoire, the multi-location had something to suit all tastes. Kicking off with a themed event hosted by Icoa, the week also included a rare rum tasting and well-priced happy hours across Grand Cayman. Food was also very much a part of the mix, including a tapas lunch and a cocktail dinner.


Pirates Week 

Revelers celebrated the old and the new at this year’s Pirates Week. Alongside the pirates’ invasion and landing, street dances, parade and food festival and the cardboard boat race, there were debut events such as the pooch parade, which raised funds for the Cayman Islands Humane Society, and an illumination parade, which encouraged each district to show off their spectacular floats in a new light. The multi-location event also included the Sister Islands in the Little Cayman Heritage Celebration and the Brac Heritage Celebration. For those with a mania for fireworks, dressing up in pirate gear, and music and mayhem, this was one for you.


Cayman 27’s Parade of Lights

With so much to choose from – from school Christmas concerts and fairs to sporting events – during December, punters were spoiled for choice. Cayman 27’s Parade of Lights, however, has to stand out as one of the best attended events and the most dazzling. Competing boats were ablaze with color and lights and made a bright procession at the waterfront in Camana Bay. Fairy lights, glowing Santas and sparkling snowmen festooned the boat decks, with captains and crews vying to best embody this year’s “Children’s Stories” theme. In time-honored fashion, the Parade of Lights was capped off with a spectacular fireworks display reflected on the North Sound.

Celebrity chefs, the chefs of The Ritz-Carlton, and local and international culinary talents.

Celebrity chefs, the chefs of The Ritz-Carlton, and local and international culinary talents. – Photo: Stephen Clarke


Chefs Anthony Bourdain, Jose Andres and Eric Ripert surrounded by carnival girls. – Photo: Stephen Clarke


Chef Bernard Guillas likes good food and beautiful ladies in equal measure, with Karina Langevin at Rum Point. – Photo: Stephen Clarke


The food at the Cayman
Cookout is always delectable. – Photo: Stephen Clarke


Dominik Hrbatý was one of the visiting tennis VIPs for the Cayman Open in March.


Players gather on stage for a rehearsal of ‘Rundown.’ – Photo: Chris Court


Adam Cockerill as Arthur Kipps in ‘The Woman in Black’ feels a growing sense of dread as the story progresses. The popular play was on stage at the Prospect Playhouse Theatre in February. – Photo: Stephen Clarke


Cayman Cocktail Week served up some heady beverages. – Photo: Taneos Ramsay


Miss Cayman Tonie Chisholm walks the red carpet at CayFilm.


Actor Wes Studi speaks at the CayFilm awards ceremony before awarding the Best Environmental Film to ‘Sand Wars.’


The cast of ‘Rent,’ which enjoyed a very successful run at the Prospect Playhouse in September.


David Verhoeven sings the poignant ‘One Song Glory’ from ‘Rent’ as Roger Davis, a heartbroken musician struggling with his HIV-positive diagnosis. – Photo: Sheree Ebanks


The annual Mud Run is wildly popular, with all ages competing. – Photo: Ron Shillingford


The pirates arrive by Jolly Roger. – Photo: Stephen Clarke


Darvin Ebanks can always be counted on to turn out in full regalia. – Photo: Chris Court


Captain Jack Sparrow likes a bit o’ grog. – Photo: Stephen Clarke


Buccaneers on bikes, Pirates Week 2015. – Photo: Stephen Clarke


The Parade of Lights brought out a crowd of thousands. – Photo: Stephen Clarke


Isy Obi and Nigel Barker at ‘Models of Influence’ book signing at NKY. Both were present at the Cayman Fashion Week 2015. – Photo: Jenny Palmer

Support local journalism. Subscribe to the all-access pass for the Cayman Compass.

Subscribe now