Cruise Sweepstakes and Giveaways 2026
Cruise Contests
Found 19 total
Enter the Gateway Clipper Fleet Dinner Cruise Giveaway for a chance to win tickets to the 4/4 Captain's Dinner Cruise. With a winner announced on 4/1, don't miss your opportunity to score a free prize. Join the sweepstakes now for a shot at a memorable dinner cruise experience, courtesy of the Gateway Clipper Fleet.
Win $125 in value – Gateway Clipper Fleet Dinner Cruise Giveaway - Enter Now
Enter the Gateway Clipper Fleet Giveaway to win tickets to our exclusive 4/4 Captain's Dinner Cruise. Follow Gateway Clipper Fleet, like this post, and tag your plus one to enter. Get ready for an unforgettable night on the water with breathtaking views. Free entry to win a prize from Gateway Clipper Fleet.
Win $170 in value – Gateway Clipper Fleet Giveaway - Enter Now
Enter to win the USA Today Sun, Sea & Smiles: The Ultimate West Palm Beach Family Sweepstakes for a chance to take home an exciting prize package valued at $3,050. This incredible giveaway includes a two-night stay at AKA West Palm, a Cox Museum Family Membership, and a cruise for four. With a complimentary two-night getaway, a year of family fun at the museum, and a scenic cruise experience, this prize is perfect for making unforgettable memories. Don't miss out - enter to win by 11:59 p.m. local time on March 31, 2026, and get ready to soak up the sun and smiles in West Palm Beach, courtesy of USA Today.
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 USA Today Timeless Voyage Sweepstakes for a chance to win an unforgettable adventure. One lucky winner will receive a prize package featuring roundtrip international airfare for two and a 14-Day Yangtze River Century Cruise. Explore China's treasured UNESCO World Heritage Sites, including the Great Wall and Terracotta Warriors, with Century Cruises' exceptional service. Blackout dates may apply. The approximate retail value of this incredible prize is up to $28,490. Don't miss this opportunity to win a free trip of a lifetime - enter the USA Today Timeless Voyage Sweepstakes today.
Win $28,490 in value – USA Today Timeless Voyage Sweepstakes - 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 Expedia Cruises Dream Come True Vacation Sweepstakes for a chance to win an unforgettable experience. One lucky winner will enjoy a fantastic vacation valued at $15,041.92, courtesy of Expedia Cruises. The prize includes a 4-night Bahamian cruise and a 3-night resort stay, with round-trip airfares, ground transportation, theme park tickets, and a $600 gift card. Don't miss this opportunity to win a dream getaway - enter to win before the sweepstakes ends on 3/31/2026. Subscribe now for your free entry and get ready for magic with Expedia Cruises, and enjoy an enchanting experience with the company, Expedia Cruises.
Win $15,042 in value – Expedia Cruises Dream Come True Vacation Sweepstakes - Enter Now
