Cruise Sweepstakes & Vacation Giveaways
Win Free Cruises and Luxury Ocean Voyages
Found 40 total
Enter the Cruise For Four Sweepstakes for a chance to win an all‑expenses‑paid cruise for four on Disney Destiny. The sweepstakes runs from July 27, 2026 through August 7, 2026, so be sure to enter before it ends. To participate, download the free iHeartRadio app, register, and record a short Talkback message for one entry. Open only to legal Florida residents aged 18+ in Broward, Miami‑Dade or Palm Beach counties. One winner per household. Don't miss this opportunity to sail in style—enter now!
Win $11,285 in value – iHeartMedia Cruise For Four Sweepstakes - $11285 Value - Enter Now
Enter the Celebrity Reflection Daily Win Game for your chance to win daily Celebrity‑branded gifts and a grand prize. The sweepstakes runs from July 23 to November 11, 2026, with 206 daily prizes valued at roughly $15,950 total and a grand prize awarded in mid‑November. Open to U.S. residents aged 21 or older. No purchase necessary – simply visit the promotion site each day or refer friends for extra entries. Winners are selected randomly and must provide a W‑9 for the grand prize. Enter now for a chance to win!. This sweepstakes ends on November 11, 2026.
206 Daily Entry Period Prizes:
• 36 Journal Prizes: Celebrity branded debossed leather journal. ARV: $13.22.
• 50 Nylon Bag Prizes: Celebrity branded Busy Bee nylon bag. ARV: $16.31.
• 48 Candle Prizes: Celebrity branded beer can glass candle, ARV: $17.00.
• 24 Pouch Prizes: Celebrity branded “all the things” pouch. ARV: $17.10.
• 24 Phone Sling Prizes: Celebrity branded canvas phone sling. ARV: $17.61.
• 24 Laptop Sleeve Prizes: Celebrity branded Quilted Puffy laptop sleeve. ARV: $34.74.
The total ARV of all available prizes offered in the Sweepstakes is $53,774.22
Enter the Century Cruises Rhine River Elegance Getaway Sweepstakes for a chance to win a luxurious 8-day, 7-night Rhine River cruise. This incredible prize, valued at $6,000, includes a stay in a Standard French Balcony stateroom, with breakfast, lunch, and dinner, and visits to iconic ports such as Basel, Switzerland, Strasbourg, France, and Amsterdam, Netherlands. Don't miss your opportunity to win this amazing getaway - enter to win before the sweepstakes ends at 11:59 p.m. local time on Monday, August 31, 2026, with Century Cruises.
Win $6,000 in value – Century Cruises Rhine River Elegance Getaway Sweepstakes - Enter Now
Enter the 2026 Welcome Home Weeks Contest for a chance to win an unforgettable Disney Vacation Club Member Cruise experience. One winner and a guest will receive a deluxe oceanview verandah stateroom on the 2027 Disney Cruise Line voyage, a night’s stay at a San Diego hotel, round‑trip coach airfare and ground transportation – an estimated prize value of $3,150. The contest runs until August 26, 2026. Open only to U.S. residents aged 18+ who are active Disney Vacation Club members. Submit a member‑only vacation photo and caption to enter.
Win $6,458 in value – Disney Vacation Club 2026 Welcome Home Weeks Contest - Enter Now
Enter the D23: The Ultimate Disney Sweepstakes for a chance to win fantastic prizes from Disney Worldwide Services, Inc. To enter, visit and select the prizes you'd like to win, and click the "Enter" button. You must agree to the official rules and Sponsor's terms of use and privacy policy to be eligible. The sweepstakes runs from July 23, 2026, to August 23, 2026, with up to 23 separate drawings and a grand prize drawing. Prizes include a 3-day/2-night trip to Los Angeles to attend the world premiere of Marvel Studios' Avengers: Doomsday movie, an 8-day/7-night National Geographic Expeditions Journeys: Kenya Safari Experience, and a cruise vacation aboard the Disney Believe ship. Enter daily for a chance to win, with a limit of one entry per person per day per prize drawing. Disney Worldwide Services, Inc. is the sponsor of this exciting sweepstakes.
Based on the official rules, there will be a maximum of 24 total winners and the combined value of the currently listed prizes is at least $48,757.00.
## Winner Breakdown
* 23 Primary Winners: One winner for each of the separate prize drawings.
* 1 Grand Prize Winner: One winner selected from all eligible entries.
## Prize Value Breakdown
The rules state that only the first three prizes are currently confirmed, with the remaining prize details to be updated. The baseline total value for the known prizes is:
* Prize #1 (Marvel Avengers Premiere Trip): $3,000.00
* Prize #2 (National Geographic Kenya Safari): $15,658.00
* Prize #3 (Disney Believe Cruise Vacation): $30,000.00
* Grand Prize (1-Year D23 Gold Membership): $99.00
Win $48,757 in value – D23: The Ultimate Disney Sweepstakes - 24 Winners - Enter Now
Enter the Margaritaville Vacation Club Instant Win Game for a chance to win exciting prizes. The Grand Prize winner can choose between a 7-night Margaritaville at Sea Islander cruise for two, including a $2,500 airfare voucher, valued between $4,499 - $5,499, or a 7-night Resort Stay at a Margaritaville Vacation Club resort for four, with a $2,500 airfare voucher, valued between $3,490 - $8,623. Additionally, 180 Daily Prizes are up for grabs, each consisting of a 2-night stay in a studio suite at a Margaritaville Vacation Club location, with an ARV of $973 - $1,505. The total ARV of all Daily Prizes is up to $270,900. Enter to win a free stay and make unforgettable memories with Margaritaville Vacation Club.
Win $270,000 in value – Margaritaville Vacation Club Instant Win Game - 180 Daily Prizes - 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 "Virgin Plus ‑ Fly‑away to UK Comedy Fest" Contest for a chance to take home an unforgettable grand prize. One lucky winner will receive a trip for two to London, England, valued at approximately $9,000 CAD. The prize includes round-trip airfare in Virgin Atlantic's Premium cabin, a 2-night stay at Virgin Hotels London, and a 7-night cruise on the Virgin Voyages 2026 Comedy Fest. To be eligible, winners must travel from August 17 to 27, 2026. Contest ends August 2, 2026, at 11:59 p.m. (ET). Don't miss this opportunity to win a free trip and experience the ultimate comedy fest with Virgin. Enter now for your chance to win this incredible prize.
Win $9,000 in value – Virgin Plus Flyaway to UK Comedy Fest Contest - Enter Now
Enter to win in The 2026 Dr Pepper Klein’s Supermarket Summer Cruise Sweepstakes for a chance to take home a $3,000 Carnival Cruise gift card. With a total prize value of $3,000, this sweepstakes giveaway offers an exciting opportunity to win big. Participate now for your free entry to win a prize that could make your summer unforgettable, courtesy of Dr Pepper. To enter the Sweepstakes via this method, during the Sweepstakes Period, from your text enabled mobile device (your “Mobile Device”), you must text the keyword “SUMMER” (the “Keyword”) to the short code 97579 (the “Short Code”).
Win $3,000 in value – 2026 Dr Pepper Klein’s Supermarket Summer Cruise Sweepstakes - Enter Now
Enter the On the Move with Margo 7-Night Cruise Giveaway for a chance to win a fantastic 7-night cruise for two with Celebrity Cruises, complete with airfare. This exciting sweepstakes offers a dream getaway, and you can enter to win this incredible prize. The contest closes on December 14, 2026, so be sure to enter before the deadline to be eligible for this amazing free giveaway.
Win $5,000 in value – On the Move with Margo 7-Night Cruise Giveaway - Enter Now
