The Most Powerful name in broadcasting
With 4 radio stations, DMS Broadcasting is
Cayman's largest broadcasting network.

$5000 Christmas

19-Nov-2018 / 14-Dec-2018

The $5000 Christmas is back!

Presented by I.C.W.I., The Insurance Company of the West Indies.

Win the contest and choose a prize form under our tree worth $5000!

Qualify by answering the $5000 Christmas Trivia Question of the Day on the Cayrock Facebook page. (Nov. 22nd – Dec. 13th)

Or enter to win at the I.C.W.I. Insurance Offices on Smith Road.

A random draw will determine if you’re one of the finalists who will join us for the finale live on air on Friday, December 14th, where 16 people will win a $250 prize and one lucky winner walks away with a $5000 prize of their choice!

Must be present in studio to win!


ICWI -The Insurance Company Of The West Indies

Enjoy an 8 day Caribbean cruise departing from Miami for 2 persons valued at $5000. Includes round trip airfare,1 night hotel, and 1 day car rental.


FREE Fuel for 1 year! You’ll receive $5000 in gas vouchers from Refuel, where fuel doesn’t have to cost the earth.

The Design Studio

An incredible $5000 Shopping Spree! Shop in their showroom fully stocked with beautiful furnishings and unique accessories, or on-line store at!

A. L. Thompson’s

$5000 Shopping Spree! Spend it on your favorite brands like KitchenAid, Cuisanart, Mikasa Glassware, and Mercer knives. Get the perfect barbecue, play set for the kids, patio furniture, tools, and electronics.

Office Supply

$5000 Shopping Spree! Get a new laptop, desktop, printer, speakers, a tablet, TV, or new office furniture.

Cost U Less

Win Groceries for a YEAR! Or a $5000 Shopping Spree on anything in the store!

Animal House

$5000 Shopping Spree!  Use it all at once or throughout the coming year!  Animal House with two convenient locations in George Town or Savannah!

Ashley Furniture HomeStore

Win a $5,000 Ashley cash shopping spree! Choose from an array of fabulous Furnishings, beautiful accessories, on trend accent pieces, stylish fabrics, rugs and pictures .Visit their showroom on Dorcy Drive or shop on your time at

Cashwiz Cayman

Win a 1.5 Carat Diamond! This brilliant round diamond is G color and I1 in clarity that would normally sell for $10,000!

Rocky’s Diamond Gallery

Win a $5000 Shopping Spree! Choose from the exclusive Men’s collection or the Mark Henry Cayman Sealife Collection exclusively at Rocky’s Diamond Gallery. Colored diamonds, precious collections.

CEL Cooling and Supply

Win a $3000 Gift Certificate for a new complete cooling system and a $2000 voucher for labor and installation. Top quality systems like Trane, Rheem and Mitsubishi. Or use your certificate for Hitachi Power Tools!


Win $5,000 of shopping and shipping! Local ground and express courier services, air and ocean freight shipments, cargo insured against all risk, customs brokerage and delivery to door. For more info visit

Edie’s Décor

Win a flooring or window treatment package worth $5,000. Add a touch of beauty to your home with stylish window fashions, custom-made draperies, blinds and shutters, natural stone or porcelain tile, decorative mosaics, hardwood, carpet ,vinyl and more!

Win a $5000 Shopping Spree! Beautiful indoor and outdoor area rugs, Canadian made furniture and accessories designed for Urban Living.

Kimpton SeaFire Resort & Spa

Win a $5000 Staycation Package! 2 nights in a suite, breakfast daily, brunch for 2, Chef’s Counter Top Experience with Wine Paring for 2, Luxury Hamman Spa Treatment for 2, dinner for 2 at Coccoloba.

Home by IDG

Win a $5000 shopping spree!  Access the best furniture brands right here on island like Baker, McGuire, Holly Hunt and more!  Visit the 5,000 sq foot showroom at Seven Mile Shops to see all of the beautiful furniture, artwork, lighting and accessories.

Brought to you by:


Contest List
Best bartender 2015 Peoples Choice Award Winner Ram Maranan - Mizu Asian Bistro and Bar Close