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Make A Winter Break For It To The Cayman Islands.

Seasonal offers make our islands an easy choice.

This season, take advantage of all the ways to escape the cold with a winter holiday in the Cayman Islands. Join Cayman’s travel partners as we pack the winter months with special offers on everything from outdoor excursions to hotel accommodation.


  • Comfort Suites

    Comfort Suites

    Travel between January and April to receive up to 20% off our regular rates.||Include hot buffet style breakfast and WIFI.

    Email: comfortsales@candw.ky

    Tel no: 345-945-7300

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    Not valid over Easter weekend. Other black out dates may apply.

  •  Windsong Grand Cayman

    Windsong Grand Cayman

    Plan a romantic Valentine's Holiday at Windsong #3. Three nights only. $1250 - $700 savings! 
    Champagne & flowers included! Enjoy all that Windsong has to offer with your Valentine. This spacious villa has a private balcony that overlooks our gorgeous new pool and landcape. We're 100 feet from one of the nicest areas of Seven Mile Beach. Swim and snorkel the calm waters of pristine Boggy Sand Beach, Cemetery Beach as well as West Bay Beach. Kayak or Paddle Board along shore or out to the Wreck of the Kittewake. Walk to area restaurants, grocery and liquor stores. Just far enough away from the busy resort area, you'll feel like you're in your own slice of paradise. 
    Travel Period: Feb 13 -16, 2018

    Email: info@windsong.ky

    Tel no: 1-978-393-1555

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    Pricing includes all taxes and fees as well as a bottle of champagne and fresh cut flowers. Pricing does not include airport transfers.



    New reservations will receive 5% off the nightly rate for the travel periods specified.

    Email: reservations@avaloncayman.com

    Tel no: 305 -395-4503

    Book Now

    Space is limited! Management reserves the right to withdraw or change this offer at any time and without notice. Added to rates: 13% Government Tax and a 6% Gratuity Charge in lieu of tipping. Offer only valid for direct bookings made over phone, e-mail or our website. Offer is only for dates detailed on this page, and cannot be combined with any other discount, special, or package. Offer subject to availability. Offer valid on new reservations only. Unit reserved may not be the unit assigned/available at time of check-in.

  • Margaritaville Beach Resort Grand Cayman

    Margaritaville Beach Resort Grand Cayman

    Escape the dreary Winter chills to the warmth of the Caribbean. Trade those heavy coats, boots and mittens for swim suits, flip flops and cold magaritas by the pool or beach. Book your SAND NOT SNOW promotion today at Margaritaville Beach Resort Grand Cayman.

    Email: reservations@mrgc.ky

    Tel no: 855-640-6440

    Book Now

    Cannot be combined with new offers. Applies too new bookings only


  • Sunset House

    Sunset House

    Join us this winter celebrating our 60th Anniversary with the same family that started the resort in 1958. Excellent time of year for blue seas and a gorgeous, golden sunset over the horizon of Caribbean Sea. We are a Scuba Diving Paradise! Welcome to a world where time slows down to match the soothing rhythm of turquoise waters lapping over our spectacular house reef. ||Package Price - US$ 1813.90 Package includes 7 nights in our beautiful ocean view rooms, 6 days of 2 tank boat trips, unlimited shore diving, daily breakfast, airport transfers, welcome gifts and all your tax and service charges!

    Email: reservations@sunsethouse.com

    Tel no: 800-854-4767

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    Rate is per person/per 7 night stay in a beautiful ocean view room, based on double occupancy, inclusive of taxes, gratuities, transfers and breakfast; does not apply to groups; cannot be combined with any other offer. Advanced reservations are required. Offer is subject to availability. Must be a certified diver to take advantage of scuba diving features. Courses available. Non Diving prices are also available.

  • Cayman Airways and Expedia

    Cayman Airways and Expedia

    With convenient nonstop winter flights from New York, Chicago, Miami, and Tampa, your journey to explore shores painted in warm turquoise and sandy hues, and to marvel at cobalt blue iguanas as well as rare indigo-coloured orchids, will be as warm and welcoming as the Cayman sun. Book your Winter getaway with Expedia and Cayman Airways today.

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  • Cayman Airways: Tampa Nonstop Starting at $399

    Cayman Airways: Tampa Nonstop Starting at $399

    Fly nonstop from Tampa to Grand Cayman from just US$399 roundtrip including taxes & fees!

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    The quoted fare is based on roundtrip economy class purchase for travel from Tampa to Grand Cayman and includes government and airport taxes and fees of up to US$130.34 per ticket. Taxes may vary based on currency exchange rates at the time of booking. Fares are valid for travel Monday through Thursday. A minimum stay of 2 days is required. Confirmed reservations are required for all sectors at least 50 days before departure. Tickets must be issued one day after reservations are made or 50 days before departure, whichever is earlier. Fares are non-refundable and non-transferable and if no show the ticket will have no value. Seats are limited for this fare and may not be available on every flight. Change fee is US$150 plus any fare difference. Through-fares to the Sister Islands are available for up to an additional US$77.50 per roundtrip, with no overnight on Grand Cayman.



    Delta Air Lines offers nonstop service from Atlanta, Detroit and Minneapolis to Grand Cayman. Delta Air Lines serves nearly 180 million customers each year. Delta was named to FORTUNE magazine’s top 50 World’s Most Admired Companies in addition to being named the most admired airline for the fourth time in five years. Additionally, Delta has ranked No.1 in the Business Travel News Annual Airline survey for an unprecedented five consecutive years.

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    American Airlines provides, nonstop daily flights Charlotte, Dallas/Fort Worth, Philadelphia and Miami to Grand Cayman. Guests have the option of 3 daily nonstop flights from Miami.

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    JetBlue offers nonstop service to Grand Cayman from New York (JFK) and seasonally from Boston (BOS). Enjoy award-winning customer service, comfy leather seats with lots of legroom, and complimentary snacks and drinks on your way to paradise. Even better, make it a vacation when you book a JetBlue Getaways package (air + hotel).

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  • Southwest Airlines

    Southwest Airlines

    Southwest Airlines offers daily nonstop service from Ft. Lauderdale to Grand Cayman. Grab low fares this fall!

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    United has nonstop service from Chicago, Houston, Newark and Washington D.C. United is proud to have the world's most comprehensive route network.

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  • Eclipze Hair Design & Day Spa

    Eclipze Hair Design & Day Spa

    Fall into Christmas with us here at Eclipze!|Enjoy the Anti-Aging benefits of 24k Gold with our luxurious 60 minute Facial by Peter Thomas Roth. Drift away with our 60 minute Lava Shell Relax Massage from the Philipines. Treat your hands & feet to our Spa Pedicure and Gel Polish Manicure. OR indulge in a 25 minute back massage followed by a 30 minute brightening Camu Camu facial - perfect for sun damaged skin! All these services are just $99 each!

    Email: appointments@eclipze.ky

    Tel no: 345-945-1188

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    Offer only valid Monday - Thursday. Cannot be combined with any other promotions.


  • Don Foster's Dive

    Don Foster's Dive

    Boat and Shore diving at beautiful Causarina Point with Don Foster's Dive. Free shore diving with any dive package. Dive packages from $210. Book a minimum 3 2-tank dive package and receive 50% off rental gear and a free t shirt. Book a minimum 4 2-tank package and get 50% off a 5th 2-tank dive plus a free t shirt. Further discounts available on Kittiwake and Stingray City dives with any dive package.

    Email: dfdretail@donfosters.com

    Tel no: 345-945-5132

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