Cruise Sweepstakes and Giveaways 2026
Cruise Contests
Found 15 total
Enter the OluKai The Hawks Cay Trip Giveaway for a chance to win an unforgettable getaway. The prize package includes a 3-night stay for 2 at Hawk's Cay Resort in Duck Key, FL, a $250 resort credit, a thrilling 1-day chartered fishing experience, and a romantic sunset cruise. Don't miss this opportunity to win a free trip and create lifelong memories with OluKai.
Win $1,000 in value – OluKai The Hawks Cay Trip Giveaway - Enter Now
Enter the Wilmington Getaway Giveaway Sweepstakes, courtesy of the Official Wilmington and Beaches Convention & Visitors Bureau, for a chance to win a grand prize getaway package to Wilmington/Wrightsville Beach, NC, valued at $2,300. This exciting prize includes a $500 American Airlines gift card, multiple hotel nights, dining certificates, and tickets for a Battleship tour and cruise. To enter, simply scan the QR code and fill out the form with your first name, last name, email address, and postal code. The entry period runs from March 30, 2026, to April 13, 2026, and is open to U.S. residents 21+. Get your free entry now and take a chance to win this amazing prize, courtesy of the Official Wilmington and Beaches Convention & Visitors Bureau.
Win $2,300 in value – Wilmington Getaway Giveaway Sweepstakes - Enter Now
Enter to win the GoodReads (Print) The Shippers Book Giveaway for a chance to take home a copy of Katherine Center's latest romance novel. In this witty and heart-tugging tale, JoJo Burton navigates love, intimacy, and second chances on a cruise ship. With the help of her childhood bestie, Cooper Watts, JoJo embarks on a journey of self-discovery and romance. Get ready for shipboard antics, fake flirting, and swoony moments as JoJo and Cooper figure it all out. Enter the GoodReads giveaway for your free chance to win this captivating childhood-friends-to-lovers romance, courtesy of GoodReads.
Win $29 in value – GoodReads (Print) The Shippers Book Giveaway - Enter Now
Enter the Royal Caribbean Discover the Med Sweepstakes for a chance to win an unforgettable cruise experience. One lucky winner will receive a grand prize valued at $11,200, featuring a 6-day cruise on the Silver Ray, sailing from Monte Carlo to Barcelona with stops in Toulon, Palamos, Plama de Mallorca, Alicante, and Valencia. The prize includes a luxurious Classic Veranda suite, an All-Inclusive Plus package, and port fees for the winner and a guest. Don't miss this opportunity to win a free cruise and create lifelong memories with Royal Caribbean.
Win $11,200 in value – Royal Caribbean Discover the Med Sweepstakes - Enter Now
Enter the Holland America 2026 Alaska Sweepstakes for a chance to win an exciting prize. The sweepstakes is open to legal residents of the 50 United States and the District of Columbia, age 21 or older. No purchase is necessary to enter or win. To enter, visit https://www.hollandamerica.com/en/us/cruise-deals/sign-up/nenana-ice-classic and complete the entry form between March 7, 2026, and April 30, 2026. Limit one entry per person and email address. Holland America Line Limited, the Sponsor, will randomly select one winner on or around May 1, 2026. By entering, you agree to be bound by the Official Rules and Holland America's privacy policy. Opt-in to receive marketing communications from Holland America and Nenana Ice Classic. Enter now for your chance to win with Holland America.
Win $2,099 in value – Holland America 2026 Alaska 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
Enter the Sun Cruiser 2026 JAZZ FEST Sweepstakes for a chance to win an unforgettable experience. Two grand prize winners will be selected in a random drawing to receive two general admission weekend tickets to the 2026 Jazz Festival in New Orleans, Louisiana, with one winner attending April 23-26 and the other April 30-May 3. Each winner will also enjoy double occupancy hotel accommodations for 3 nights, with a total Approximate Retail Value of up to $1,700.00. Don't miss this opportunity to win a fantastic prize - enter the Sun Cruiser 2026 JAZZ FEST Sweepstakes today for free.
Win $1,700 in value – Sun Cruiser 2026 JAZZ FEST Sweepstakes - Enter Now
Enter the Publishers Clearing House A Dream Cruise Sweepstakes for a chance to win $10,000.00 and make your cruising dreams a reality. This exciting giveaway offers a prize that will take you on the vacation of a lifetime. Don't miss your opportunity to enter to win - submit your free entry before the deadline: 11:59 P.M., ET, 5/28/26, for a chance to claim your prize and set sail on your dream cruise with Publishers Clearing House.
Win $10,000 in value – Publishers Clearing House A Dream Cruise Sweepstakes - Enter Now
Get ready to embark on a journey of a lifetime with the Expedia Cruises Win a Dream Vacation 2026 Sweepstakes! Enter to win an incredible Rocky Mountaineer Vacation for two, valued at up to $8,000, complete with airfare included. This ultimate getaway is courtesy of Expedia Cruises™. Don't miss your chance to win - enter now for free! Sweepstakes ends at 11:59 pm PST on Sunday, November 1, 2026. Expedia Cruises™ is giving you the opportunity to make your dream vacation a reality.
Win $8,000 in value – Expedia Cruises Win a Dream Vacation 2026 Sweepstakes - Enter Now
Enter to win the CruiseOne $10,000 Vacation Sweepstakes for a chance to score a $10,000 travel credit with World Travel Holdings. This incredible prize can be applied to a new cruise, tour, or resort vacation with CruiseOne or Dream Vacations, covering costs like cabin fare, taxes, and gratuities. Eligible trips include those with featured cruise lines or preferred partners like American Airlines Vacations and Sandals Resorts. With no cash value, this prize must be redeemed by December 15, 2026, and is subject to additional terms. Courtesy of CruiseOne, this free entry sweepstakes offers a thrilling opportunity to win a dream getaway valued up to $10,000 USD with World Travel Holdings, specifically through CruiseOne.
Win $10,000 in value – CruiseOne $10,000 Vacation Sweepstakes - Enter Now
