Cruise Sweepstakes & Giveaways - Page 1

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Great Prizes Described Here. Please Upgrade to See Details

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Jetsetter Guide, One winner will receive a $250 Princess Cruise gift card, perfect for planning your next escape or upgrading the onboard experience. Whether it’s ocean views or spa days you’re after, this prize sets the mood. Entries close October 1, 2025, at 11:59 PM PDT.

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Regal Cinemas Crown Club is giving away the ultimate California road trip experience in the Big Bold Beautiful Road Trip Sweepstakes. One lucky winner will receive roundtrip airfare for two from their nearest U.S. airport to San Francisco, CA, with a return flight from Los Angeles. The prize includes a five-day rental car, four nights of luxury hotel accommodations—one night each in San Francisco, Carmel-by-the-Sea, Santa Barbara, and Los Angeles and an unforgettable whale watching cruise. Total prize value is $4,995. Enter by 11:59 p.m. ET on September 21, 2025.

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Live With Kelly And Mark Travel Trivia 2025-2026. This Sweepstakes will award up to two Grand Prizes, each valued at up to $50,000, featuring categories such as travel, cruises, cash, gift cards, merchandise, and more. Additionally, up to 265 Trivia Prizes will be given out during the Broadcast Period, each tied to a specific Game Play Day and ranging in value from $1,000 to $60,000. These may include travel, electronics, vehicles, and other announced items. Up to 265 Reward Prizes will also be awarded, each associated with a Game Play Day and consisting of gift cards, certificates, or merchandise, with values between $500 and $2,500. The total approximate retail value of all prizes is up to $16,662,500.

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Enter the Win A Free Cruise Sweepstakes for your chance to sail aboard Comic-Con: The Cruise from January 30 to February 3, 2026. One lucky winner will receive a complimentary Ocean View Cabin for two on the Celebrity Constellation, valued at $3,680. The cruise sweepstakes is open to U.S. residents age 21 and older and runs from July 24 to September 19, 2025. Limit one entry per person. Visit comicconthecruise.com/win-a-cruise-for-two to submit your entry. The winner will be selected in a random drawing around September 22, 2025 and notified by email. Prize fulfillment may take 2 to 5 months.

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Enter the One Vacation Club 2025 Welcome Home Weeks Disney Sweepstakes for a chance to win a magical five-night Disney cruise aboard the Disney Destiny. One lucky winner will enjoy a Disney Vacation Club “First Wave” sailing for up to four guests, featuring an Oceanview Stateroom, all standard onboard meals, prepaid gratuities for select crew members, and full coverage of taxes, fees, and port charges. This unforgettable voyage is scheduled from November 28 to December 3, 2025, with an approximate retail value of $4,926 USD. Don’t miss this exclusive opportunity to experience Disney magic at sea.