Caribbean Sweepstakes
Found 5 total
CruiseOne Caribbean Cruise Giveaway - One Grand Prize: a 7‑night Celebrity Cruises Caribbean cruise for two people, booked through World Travel Holdings (Dream Vacations or CruiseOne), includes a Standard Veranda stateroom and has an approximate retail value of up to $4,500 USD. The prize does not cover air travel, insurance, airport transfers, extra nights, optional excursions, taxes, fees, passports, visas, gratuities, or personal items, all of which are the winner’s responsibility. Any costs exceeding the $4,500 value are also the winner’s responsibility. The winner must book the cruise by December 18, 2026 for travel no later than September 7, 2027; blackout dates and holiday sailing dates are excluded. The prize is non‑transferable, cannot be sold, and cannot be redeemed for cash. Booking will be made with the designated travel agent and is subject to availability. Additional terms and conditions may apply. The cruise sweepstakes entry period ends at 11:59 p.m. ET on October 12, 2026.
Win $4,500 in value – CruiseOne Celebrity Cruises Sweepstakes - Enter Now
2027 Holistic Holiday at Sea Cruise Giveaway. - One complimentary interior stateroom for the winner and one guest aboard MSC Poesia, with a choice of the Caribbean & Latin America voyage (March 7–18, 2027) or the Alaska voyage (August 2–9, 2027), plus participation in the Holistic Holiday at Sea onboard program. There will be one winner. The cruise sweepstakes entry period ends on 10-30-2026 at 11:59 PM ET.
Win $5,000 in value – 2027 Holistic Holiday at Sea Cruise Giveaway - 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
