Caribbean Sweepstakes
Found 8 total
CheapCaribbean and Amstar DMC are giving away a 4-night stay at RIU Palace Jamaica, roundtrip private airport transfers for two, and an Amstar excursion voucher to one lucky True Beach Lover. Enter to win this amazing Jamaica vacay by following the instructions. The giveaway is open to participants 18 years and older. See the full terms and conditions in the link in our bio. One winner will be selected.
Win $2,500 in value – CheapCaribbean Jamaica Getaway - Enter Now
Enter the OLA Vacations, Inc The Waves Caribbean Cruise Sweepstakes for a chance to win an unforgettable 7-Night Caribbean cruise. The prize includes a luxurious Infinite Veranda Stateroom for two on a Celebrity Cruises vessel, departing on December 6, 2026, with an approximate retail value of $3,486. Don't miss your opportunity to win this amazing getaway - enter to win by May 10, 2026, at 11:59 PM EST for a free chance to set sail in style with OLA Vacations, Inc.
Win $3,486 in value – OLA Vacations The Waves Caribbean Cruise Sweepstakes - Enter Now
Enter the iHeartRadio JTV Mother’s Day Getaway Sweepstakes now for a chance to win an unforgettable Caribbean cruise. Log in with your iHeartRadio account or enter with Facebook or Google for a free entry. You could win a 6-night cruise to Grand Cayman, Mexico, and the Bahamas, complete with round-trip airfare, hotel stay, and ground transportation. The prize package, valued at $7,825, also includes an "All-Included" drinks and Wi-Fi cruise package, $1000 for meals and excursions, and a $1000 digital JTV Gift Card. Don't miss this iHeartRadio sweepstakes - enter to win by May 10, 2026, at 11:59:59 p.m. ET.
Win $7,825 in value – iHeartRadio JTV Mother’s Day Getaway Sweepstakes - Enter Now
Get ready to set sail on the Royal Caribbean Texas-sized vacation Giveaway. Enter to win a fantastic 3-5 night Caribbean cruise, choosing the ship that suits your style. The grand prize includes a stateroom for you and a guest, valued at $968.00 USD. Don't miss your chance to win this amazing prize - enter now before the contest ends on 4/26/26.
Win $968 in value – Royal Caribbean Texas-sized vacation Giveaway - Enter Now
Enter the AARP (AMOE) Royal Caribbean Sweepstakes for a chance to win a grand prize. Five lucky winners will each receive a $500 Royal Caribbean gift card, perfect for booking a dream cruise vacation. To redeem, simply book your cruise online at http://www.RoyalCaribbean.com or call 866-504-3941, then follow the redemption instructions. The total prize value is $2,500. Don't miss this opportunity to win a free Royal Caribbean gift card and start planning your next adventure with Royal Caribbean.
Win $2,500 in value – AARP (AMOE) Royal Caribbean Sweepstakes - Enter Now
Enter the USA Pickleball Association 2026 Golden Ticket Sweepstakes for a chance to win an incredible prize. One lucky winner will receive a four-day, three-night all-inclusive Caribbean vacation for two adults in a deluxe luxury room at any Sandals Resort, valued at $3,186.00. Don't miss this opportunity to win a dream getaway - enter to win the USA Pickleball Association 2026 Golden Ticket Sweepstakes today.
Win $3,186 in value – USA Pickleball Association 2026 Golden Ticket Sweepstakes - Enter Now
Enter to win the TEMPO Networks Trip to Barbados Giveaway for a chance to escape to a tropical paradise. One lucky winner and their guest will soar with interCaribbean Airways and unwind at the stunning Divi Southwinds Beach Resort for a 5-night, 6-day getaway. Don't miss your free entry to this incredible sweepstakes, valued at a fantastic prize. Hurry, the giveaway ends on May 1, 2026, at 12:00 AM EDT.
Win $3,000 in value – TEMPO Networks Trip To Barbados Giveaway - Enter Now
Get ready to win big with Our Usual Beach Travel 7-night Celebrity Cruise For 2 Giveaway, a thrilling sweepstakes that could send you on an unforgettable 7-night Caribbean cruise. This incredible prize, courtesy of Our Usual Beach Travel, includes a luxurious Veranda stateroom for two on any Celebrity ship sailing in the Caribbean, plus round-trip economy class airfare for two from Canada, courtesy of Air Canada. Enter to win this amazing $[prize value not mentioned] prize package for free before the deadline on December 14, 2026, and make your dream getaway a reality with Our Usual Beach Travel.
Win $5,000 in value – Our Usual Beach Travel 7-night Celebrity Cruise For 2 Giveaway - Enter Now
