Caribbean Sweepstakes
Found 10 total
Enter the Royal Caribbean West Coast Cruise Giveaway for a free chance to win an unforgettable cruise experience. The Royal Caribbean West Coast Cruise Giveaway offers a Grand Prize: a 3-5 night West Coast cruise for two in a double occupancy interior stateroom. With a prize value of $761.00 USD, one lucky winner will be awarded this amazing opportunity. Don't miss your chance to set sail with Royal Caribbean and enjoy a dream vacation - enter to win the Royal Caribbean West Coast Cruise Giveaway today with Royal Caribbean.
Win $761 in value – Royal Caribbean West Coast Cruise Giveaway - Enter Now
Enter the AARP (AMOE) iFly Caribbean sweepstakes for a chance to win one of 15 grand prizes. Each winner will receive a $100 iFly eGift Card, perfect for a thrilling experience. With an approximate retail value of $100, this giveaway is a great opportunity to take to the skies. Terms and conditions apply, so be sure to review them before entering to win your free $100 eGift Card from iFly.
Win $1,500 in value – AARP (AMOE) iFly Caribbean Sweepstakes - Enter Now
Enter the AARP (AMOE) Royal Caribbean sweepstakes for a chance to win a grand prize. Fifteen lucky winners will each receive a $100 Royal Caribbean eGift Card, perfect for booking a dream cruise vacation. To redeem, simply book your trip online at RoyalCaribbean.com or call 866-504-3941, then follow the instructions. Terms and conditions apply, with an approximate retail value of $100.
Win $1,500 in value – AARP (AMOE) Royal Caribbean Sweepstakes - Enter Now
Enter the NEA Member Benefits FY26 Annual Giveaway Sweepstakes for a chance to win a fantastic prize. Between April 6, 2026, and June 29, 2026, NEA members can enter by registering at www.neamb.com or calling 1-800-637-4636, providing their complete name, mailing address, and email address. Limited to one entry per eligible NEA member per day, with a total of two potential winners to be selected in a random drawing. The prize includes a cruise certificate for a four-night cruise to Mexico or the Caribbean, plus $250 in Vacation Cash, with an approximate retail value of $950. Open to NEA members who are 18 years or older and legal residents of the U.S. or the District of Columbia. Enter to win this amazing giveaway, courtesy of NEA Member Benefits.
Win $950 in value – NEA Member Benefits FY26 Annual Giveaway Sweepstakes - Enter Now
Enter the Miracle Made Cruise Sweepstakes to win a grand prize package valued at $2,400. One lucky winner will receive a $1,500 Royal Caribbean gift card to redeem on a cruise of their choice, a $600 Kayak gift card for roundtrip airfare, and a $300 Royal Caribbean gift card for onboard expenses. Don't miss this chance to set sail with Royal Caribbean - enter to win your dream cruise getaway today.
Win $2,400 in value – Miracle Made Cruise Sweepstakes - Enter Now
Enter to win the CharityBuzz Magical VIP Weekend Sweepstakes for a chance to experience the ultimate Disney getaway. One lucky winner and up to three guests will receive a prize package valued at $51,185.93, including round-trip airfare to Southern California, a two-night stay at the Disneyland Hotel Pirates of the Caribbean Suite, VIP tours, and Disneyland Resort Park Hopper tickets. Enjoy dinner at Napa Rose, attend the Avengers: Doomsday premiere with red carpet access, and receive a $10,000 cash payment. Enter the CharityBuzz Magical VIP Weekend Sweepstakes for free and take a shot at this magical prize.
Win $51,185 in value – CharityBuzz Magical VIP Weekend Sweepstakes - Enter Now
Enter the Expedia Cruises Win a Dream Vacation 2026 Sweepstakes for a chance to win a 7-night Caribbean cruise for two, including roundtrip airfare, valued at up to $5,000. No purchase necessary. To enter, visit www.expediacruises.com and complete the entry form or enter in person at any Expedia Cruises location. Limit one entry per person, with additional entries available through referrals. Sweepstakes runs from January 1, 2026 to November 1, 2026. Winner will be selected in a random drawing on November 16, 2026. Expedia Cruises reserves the right to modify or cancel the sweepstakes. See official rules for details.
Win $5,000 in value – Expedia Cruises Win a Dream Vacation 2026 Sweepstakes - Enter Now
Enter the Hot Head Burritos Cinco de Montho Scratch Off Promotion Sweepstakes for a chance to win exciting prizes. The grand prize is a round-trip airfare and hotel accommodations for two to the Caribbean, valued up to $5,000, or $3,500 in cash. Other prizes include one free burrito a week for a year, $1 off any entree, free queso or guac, tortilla chips, burritos, bowls, and medium fountains. To redeem prizes, winners must sign up for the Hot Head Rewards App. No purchase is necessary to enter or win, and the sweepstakes is open to US residents 18 years or older. The promotional window begins on April 27, 2026, and ends on May 31, 2026. Enter on-site with a Scratch Off Ticket or via mail to Hot Head Franchising LLC. Limit one entry per person. With Hot Head Burritos, you can win big in this free entry sweepstakes. See official rules at https://hotheadburritos.com/locations. Hot Head Burritos is giving you the chance to win, so don't miss out.
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
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
