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Caribbean

Oprah Magazine - Win a 7-day Holland America Caribbean Cruise for 2
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Enter the "Adventure of  a Lifetime Contest” for a chance to cruise to the the picturesque Caribbean from March 3-10, 2018, roundtrip from Fort Lauderdale! Three winners will be awarded a seven day Holland America Line cruise for 2, sharing accommodations of one ocean-view stateroom. You'll enjoy stops at Half Moon Cay, Grand Turk, Amber […]

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Woman's Day - Win a 4 Night St. Croix Island Vacation for 2
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Woman's Day magazine wants to send you on a wonderful island vacation in the Caribbean in their latest competition. Enter now for a chance to win a five-day, four-night stay for two at The Buccaneer in St. Croix, U.S. Virgin Islands in a deluxe oceanfront room! The prize includes full breakfast for two people daily; […]

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Black Tomato - Win an 8 Night Trip for 2 to the Caribbean
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Black Tomato is celebrating the launch of their new itineraries in Cape Town, Africa and Rome, Italy by offering you a chance to win an 8-night vacation to Barbados and Petit St Vincent! The trip for 2 includes: roundtrip airfare; a four night stay at Cobbler's Cove on the island of Barbados; a complimentary speedboat transfer from […]

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Crunch Pak - Win a Trip for 2 to a Sandals Caribbean Resort
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Crunch Pak has teamed up with some of their favorite fruit and veggie brands to bring you the "Skinny Dips Sweepstakes" where you can win a premium Caribbean getaway for two! One lucky Grand Prize winner will receive a trip to a Sandals Beach Resort in the Caribbean of their choice that includes roundtrip airfare, […]

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Holland America Line - Win Your Choice of 7-Day Cruise for 2
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Enter the "Choose Your Cruise Sweepstakes" for your chance to win a cruise with Holland America Line. The Grand Prize winner will receive a seven day Holland America Line Europe, Caribbean, Alaska, Mexico or Canada & New England cruise for two. Submit your entry now and discover a world of travel possibilities. The prize has […]

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Caribbean BlueBook - Win a 3 Night All-Inclusive Aruba Vacation for 2
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Enter the Caribbean BlueBook Giveaway for your chance to win a 3 night stay at the all-inclusive Barcelo Aruba! The Grand Prize winner will receive a complimentary stay for 2 adults in a deluxe room which includes the all-inclusive program (lunch, snacks and unlimited drinks etc.), and a $250 Visa gift card that can be […]

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Sandals - Win a 3 Night Caribbean Vacation & 3-Pc. Luggage Set
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Sandals and Delsey Luggage invite you to join the Luxury Vacation sweepstakes for a chance to win a Caribbean vacation for 2 along with a 3-piece luggage set! The Grand Prize winner and a guest will receive a 4-day, 3-night Luxury Included vacation to a Sandals Resort of winner's choice and a Cruise Lite Softside 3 piece luggage set. […]

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SHE'SAID' - Win a Trip for 5 to the Caribbean
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SHE'SAID' wants to take you and four of your best friends to the Caribbean! Enter now and you could win a $10,000 travel voucher along with $10,000 spending money to take the trip of a lifetime with your best buds in paradise. Not only that, but SHE'SAID' will also donate another $5,000 to a charity of […]

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