Enter the Divi Hotels Marketing, Inc. 5-night/6-Day Caribbean Vacation Giveaway for a chance to win an unforgettable Caribbean escape. One lucky winner will enjoy a 5-night, 6-day vacation for 2 adults at a stunning Divi Resorts destination in ARUBA, BARBADOS, BONAIRE, ST. CROIX, or ST. MAARTEN. The prize includes accommodations in a Hotel Guest Room or Studio Suite, plus complimentary Bed & Breakfast Daily. To win this incredible prize, enter by February 1, 2026. Note that airfare, transportation, and meals (excluding daily breakfast) are not included, and travel must be completed by December 19, 2026, with blackout dates applying. Don't miss this opportunity to win a free Caribbean vacation, courtesy of Divi Hotels Marketing, Inc.

Enter the Raymour & Flanigan Winter Getaway Sweepstakes for a chance to win an unforgettable escape. Choose between a romantic Caribbean getaway for two in Nassau or St. Croix, complete with round-trip airfare and four nights at a resort, or a fun-filled family trip for four to Disneyland in California or Walt Disney World in Florida, including flights, hotel, and park hopper passes. With $9,000 in prizes up for grabs, submit your free entry before February 23, 2026, for a chance to win big with Raymour & Flanigan.

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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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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.