Caribbean Sweepstakes
Found 10 total
Enter the Legend Of The Seas VIP Cruise giveaway for a chance to send a deserving legend in your life on a once‑in‑a‑lifetime cruise. One winner will receive an invite for two on the inaugural Caribbean cruise aboard the all‑new Legend of the Seas, a $1,000 Royal Caribbean gift card, round‑trip flights for two to Fort Lauderdale, a pre‑cruise hotel stay for two, and a $100 rideshare voucher – a total prize value of approximately $3,900. To enter, follow Royal Caribbean and comment with your hometown legend’s story. Open to participants 18+ in the United States.
Win $3,900 in value – Royal Caribbean Legend Of The Seas VIP Cruise Giveaway - Enter Now
Enter the Royal Caribbean Giveaway for a chance to win a 7‑night Caribbean cruise, featuring a balcony stateroom for you and a guest. This sweepstakes ends September 20, 2026. One lucky winner will receive a cruise. To enter, follow Royal Caribbean Europe on Instagram and comment with your travel companion using #RoyalCaribbeanGiveaway. Open to participants 18+ in the United States. See terms for details.
Win $5,000 in value – Royal Caribbean Europe Giveaway - Enter Now
Enter the 7-Night Cruise on Star of the Seas Giveaway for a chance to win a luxurious stateroom for you and a guest on a 7‑night Royal Caribbean cruise celebrating 365 days at sea. Follow @royalcaribbean, comment and tag who you’d bring, and you could be the lucky winner. The giveaway ends on 09-27-2026. Prize value is estimated at $2,500. Open to U.S. residents 18 years and older. Enter now for your chance to set sail!. This sweepstakes ends on September 27, 2026.
Win $2,500 in value – Royal Caribbean 7-Night Cruise on Star of the Seas Giveaway - Enter Now
Enter the Delta Cruises Giveaway for a chance to win exciting prizes. The Grand Prize is a 7-night Caribbean sailing for two, valued up to $5,000, plus $2,000 in Delta Gift Cards, totaling up to $7,000. Other prizes include a 5-night Caribbean sailing valued up to $4,500 and a 3-night sailing valued up to $3,000. With a total prize value of $14,500, don't miss your free entry to win a amazing cruise sweepstakes experience courtesy of Delta Cruises.
Win $14,500 in value – Delta Cruises Sweepstakes - Win 1 of 3 Cruise Prizes - Enter Now
Enter the United Vacations Email Giveaway for a chance to win an unforgettable getaway. The Grand Prize includes a 3-night stay for two adults at a participating RIU Resort in Mexico or the Caribbean, with an Approximate Retail Value of $2,000.00. Don't miss your opportunity to win this amazing prize - submit your free entry before the vacation sweepstakes ends on September 30, 2026, at 11:59:59 pm EST.
Win $2,000 in value – United Vacations Email Giveaway - $2000 Value - Enter Now
Get ready to set sail with the Gluten Free & More Logo Celiac Cruise Oasis Bahamas Giveaway! Enter to win an unforgettable 4-night cruise to the Bahamas on Royal Caribbean's Wonder of the Seas, courtesy of Celiac Cruise. The prize includes an inside cabin for two people, valued at $1,773.26, and takes place from March 22 - 26, 2027. Don't miss your chance to win this amazing getaway - enter the cruise sweepstakes now and make your tropical dreams come true! Hurry, the giveaway ends on September 30, 2026.
Win $1,773 in value – Gluten Free & More Logo Celiac Cruise Oasis Bahamas Giveaway - Enter Now
Enter the Cruises.com Royal Caribbean Legend of the Seas Sweepstakes for a chance to win an unforgettable 6-night Caribbean cruise for two aboard Royal Caribbean's Legend of the Seas. This incredible prize, valued up to $4,500, includes an ocean-view stateroom and offers a wealth of onboard amenities. To enter, simply log in to your Cruises.com Rewards account or register for a new account, and submit your entry online. You can also earn up to 25 additional entries through optional methods. The sweepstakes is open to legal residents of the 50 United States and D.C., 21 years of age or older, with a valid email address. No purchase necessary, and each entry has an equal chance of winning. The sweepstakes period runs from July 13, 2026, to September 30, 2026. Enter now for your chance to win with Cruises.com Royal Caribbean Legend of the Seas Sweepstakes.
Win $4,500 in value – Cruises.com Royal Caribbean Legend of the Seas 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
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
