Caribbean Sweepstakes

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Half Moon and MarryCaribbean.com are offering a Jamaica Contest 2026 dream escape: a five‑day, four‑night stay for two in an Estate Ocean room at the Eclipse enclave. Complete with the resort’s Complimentary Breakfast Plan. With crescent beaches, infinity pools, fine dining, and endless activities, every moment is designed to be unforgettable. MarryCaribbean.com Half Moon Jamaica Contest 2026 entries close on March 18, 2026, at 11:59 PM ET. Each finalist and winner must respond to notification within seven (7) days of the first notification attempt.

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Five individual Wheel of Fortune Holland America Cruise Week Giveaway sweepstakes prizes will be awarded. Each providing a cruise for the winner and one guest on a different six‑night Holland America itinerary, along with round‑trip coach‑class airfare to the embarkation port, a private verandah stateroom, and the Have It All package featuring Wi‑Fi, specialty dining, shore excursion credits, and prepaid gratuities. The Monday prize offers an Alaska Glacier Discovery cruise (ARV US$7,418), Tuesday offers a Canada & New England Circle: New Brunswick cruise (ARV US$7,598), Wednesday offers a Western Caribbean itinerary (ARV US$7,428), Thursday offers an Alaska Inside Passage cruise (ARV US$7,418), and Friday offers a Viking Trails & Celtic Origins sailing (ARV US$7,008). The total approximate retail value of all five Wheel of Fortune Holland America Cruise Week Giveaway prizes is US$36,870.

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The Cunard’s Caribbean Voyage Sweepstakes grand prize provides a nine‑night Caribbean voyage for the winner and one eligible guest aboard Cunard’s Queen Elizabeth, sailing round‑trip from Miami from October 27 to November 5, 2026. The Cunard voyage package includes round‑trip coach airfare, one night of hotel accommodations in Miami before embarkation, a $200 onboard credit, all standard onboard meals and entertainment, and ground transportation between the airport, hotel, and cruise terminal. Altogether, the complete Cunard cruise experience carries an approximate retail value of $5,518 USD.

Famadillo.com is bringing island flavor to one lucky winner with a $100 Taste of the Caribbean Gift Card. Entries close on February 28, 2026.

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The DreamVacations Princess Cruises Sweepstakes prize consists of a World Travel Holdings (Dream Vacations or CruiseOne) Princess Cruises 7‑night Caribbean cruise, with a maximum value of up to $5,000 USD. Airfare, insurance, airport transfers, additional nights, and optional excursions are not included and are the sole responsibility of the winner. The winner is also responsible for all costs related to passports, visas, gratuities, and personal expenses. The prize must be claimed and the vacation booked for travel by April 30, 2026, with sailing completed by February 28, 2027.