Caribbean Sweepstakes
Found 11 total
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 Relix Media Group a Cabin on The Revivalists Giveaway for a chance to sail away with The Revivalists on Norwegian Jewel from Miami to Nassau, Bahamas from November 3-7, 2026. This incredible $3,500 prize includes a 4-day Caribbean getaway filled with sun, surf, and live music from top artists like Saint Motel, Dawes, and more. Don't miss this opportunity to win a once-in-a-lifetime vacation - enter the sweepstakes now through July 31st for your free entry to this amazing giveaway.
Win $3,500 in value – Relix Media Group a Cabin on The Revivalists Giveaway - Enter Now
Enter the Royal Caribbean Legend of the Seas Giveaway - Easy Entry for a chance to win an exclusive 3-night Caribbean cruise. Score a grand prize stateroom for you and your travel partner, valued at $2,118. To enter, simply follow @royalcaribbeanasia and comment, tagging your ideal travel companion. Don't miss this opportunity to experience the Legend of the Seas' inaugural Caribbean season with Royal Caribbean. One grand prize will be awarded, consisting of a 3-night cruise departing from Fort Lauderdale, Florida on November 8, 2026. Enter to win now and get ready for an unforgettable adventure with Royal Caribbean.
Win $2,118 in value – Royal Caribbean Legend of the Seas Giveaway - Easy Entry - Enter Now
Enter the Silversea Summer Sweepstakes for a chance to win an unforgettable 7-night Caribbean cruise. The Grand Prize includes a luxurious voyage for you and a guest aboard the Silver Spirit, sailing round-trip from Bridgetown, Barbados, from December 12, 2026, to December 19, 2026. Valued at $11,000.00 USD, this incredible prize offers a unique experience, but note that it does not include airfare or onboard credit, and winners are responsible for all additional expenses. Don't miss your chance to win this amazing prize - enter to win by 11:59:59 PM ET on August 12, 2026, in the Silversea Summer Sweepstakes.
Win $11,000 in value – Silversea Summer Sweepstakes - Enter Now
Enter the Fitch Law Firm Cruise Giveaway for a chance to win a $2,500 Royal Caribbean gift card, redeemable on a cruise to your dream destination, whether it's the Caribbean, Alaska, or anywhere in between. This exciting sweepstakes offers a free entry to win a fantastic prize. Don't miss out - enter to win by July 31 for your chance to set sail on the ultimate getaway, courtesy of The Fitch Law Firm Cruise Giveaway.
Win $2,500 in value – The Fitch Law Firm Cruise Giveaway - 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
