Caribbean Sweepstakes
Found 12 total
CheapCaribbean presents the CheapCaribbean RIU Resort Giveaway – a sweepstakes that lets you keep the summer sunshine alive with a free entry for a chance to win a 3‑Night stay at a RIU Resort. Enter to win: - Follow @CheapCaribbean and @RIUHotels - Like this post - Tag a friend who’s always down for more beach Prize: - 3‑Night stay at a RIU Resort Enter now and extend the beach vibes! CheapCaribbean
Win $500 in value – CheapCaribbean RIU Resort 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 to win a Bahamas Culinary & Arts Festival Getaway Giveaway for a chance to take home a $4,900 prize package. This incredible sweepstakes includes a 4-day/3-night trip for two to Nassau, The Bahamas, featuring up to $1,500 in round-trip airfare, a luxury stay at Baha Mar Grand Hyatt, $900 in dining credits, and two Gold Weekend Passes to The Bahamas Culinary & Arts Festival, including the Welcome Party, Culinary & Arts Expo, FUZE Caribbean Art Fair, and Art of the Plate Foundation Dinner. ARV: $4,900. Get your free entry in now, as this giveaway closes on August 23, 2026 at 11:59 PM ET.
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 August POTM Giveaway for a chance to win an unforgettable getaway. One lucky Grand Prize Winner will receive a 3-night stay for two adults in a standard hotel room at Hyatt Vivid Punta Cana, valued at $2,500.00. Don't miss your free entry to win this amazing prize - sweepstakes ends August 31, 2026, at 11:59:59 pm EST.
HOW TO ENTER: Enter the Sweepstakes by: 1. Follow @cheapcaribbean, @HyattVividPuntaCana (on Instagram) 2. Like the posted photo. 3. Tag 1 friend per comment in the comment section below. Each tag is one entry. No limit on the number of entries.
Win $2,500 in value – Cheap Caribbean August POTM Giveaway - $2500 Value - Enter Now
Get ready to set sail with the Star Clippers Caribbean Sailing Giveaway! Enter to win a 7-night Caribbean sailing for two aboard Star Flyer, exploring the breathtaking Leeward Islands. This incredible prize is valued at $13,240 USD. Don't miss your chance to win - enter the Star Clippers Caribbean Sailing Giveaway before the contest ends on August 31, 2026, for a free entry to this amazing sailing adventure.
Win $13,240 in value – Star Clippers Caribbean Sailing 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
