Cruise Sweepstakes and Giveaways 2026
Cruise Contests
Found 30 total
Enter the Sandals Resorts Vacation for Two Sweepstakes, courtesy of Dream Vacations and World Travel Holdings, Inc., for a chance to win a luxurious 5-day, 4-night all-inclusive getaway for two at a Sandals Resort, valued at $4,248. This incredible prize includes a deluxe/luxury category room and ground transfers. To enter to win this amazing prize, simply visit https://www.DreamVacations.com/Contest or https://www.CruiseOne.com/Contest and submit an official entry form by July 13, 2026. A winner will be selected in a random drawing on July 14, 2026. Dream Vacations and World Travel Holdings, Inc. will verify eligibility and compliance with official rules, making this a fair and exciting sweepstakes for all participants, courtesy of Dream Vacations and World Travel Holdings, Inc.
Win $4,248 in value – Sandals Resorts Vacation for Two Sweepstakes - Enter Now
Enter the Wheel of Fortune Carnival Spin & Sail Giveaway for a chance to win one of five exciting sweepstakes prizes, each with a total approximate retail value of $7,244.88. From May 18th to May 22nd, 2026, winners can choose from a range of Carnival Cruise Line itineraries, including Mexican Riviera, Eastern Caribbean, Western Caribbean, and General Caribbean, for an up to 10-day cruise. Don't miss this opportunity to sail away with a free entry to win a prize. The giveaway ends at 2:59 AM PST on May 30, 2026, so enter now for your chance to set sail with Carnival Cruise Line.
Pro Tips : This is a multi-day promotion (e.g., one week with daily individual sweepstakes for different cruise prizes). The overall entry window is usually open for about 7 days (with the last entry period ending shortly after the final episode), but you must return each day after watching the episode to submit the Bonus Round puzzle solution for that day's drawing.
You need a free Wheel Watchers Club account (SPIN ID) to enter.
Entries are tied to each day's episode, missing a day means missing that day's chance. There are 5 individual Wheel of Fortune Sweepstakes. 5 separate daily cruises.
Win $36,244 in value – Wheel of Fortune Carnival Spin & Sail Giveaway - Enter Now
Enter the Cruises Million Miles Giveaway Sweepstakes for a chance to win exciting prizes. Cruises is offering a grand prize of 500,000 miles and a cruise voucher for a 7-night cruise, valued at $16,200. Five first prizes of 100,000 miles each, valued at $2,240, are also up for grabs. The sweepstakes is open to legal residents of the 50 United States and DC, 21 years or older. To enter, visit the Cruises website and complete an entry form by May 31, 2026. One entry per person and email address is allowed. Winners will be selected in a random drawing on June 1, 2026. Cruises reserves the right to modify or terminate the sweepstakes if necessary. Enter now for a free chance to win.
Win $16,200 in value – Cruises Million Miles Giveaway Sweepstakes - Enter Now
Get ready to set sail with the Carnival Cruise Line Sail Away Giveaway. Enter to win a thrilling cruise to any destination, with a prize valued at $2,000 awarded as a gift card. Don't miss your chance to win this amazing prize - enter now before the contest ends at 11:59:59 PM ET on May 29, 2026, for your free entry to this exciting sweepstakes.
Win $2,000 in value – Carnival Cruise Line Sail Away Giveaway - Enter Now
Enter the Visit Pensacola “Love Letter to Pensacola” Sweepstakes for a chance to win an exciting Pensacola getaway prize package. This incredible prize, valued at approximately $2500, may include lodging at Hilton Pensacola Beach, dining gift cards, attraction admissions, and more, courtesy of Visit Pensacola and participating partners. The prize package could feature experiences like cruises, charters, and museum tours, as well as gift baskets and merchandise. Don't miss your chance to win this amazing prize - enter to win before the sweepstakes ends on June 30, 2026, at 11:59:59 p.m. Central Time.
Win $2,500 in value – Visit Pensacola Love Letter to Pensacola Sweepstakes - Enter Now
Enter the Give Kids The World 2026 Dreams Unlimited Travel Disney Cruise LINE Sweepstakes for a chance to win a 4-Night Disney Cruise Line vacation for 2. To enter, make a donation to Give Kids The World at https://www.gktw.org/DreamCruise or mail a 3" x 5" card with your contact info to PO Box 595, Social Circle, GA 30025-0595. Sweepstakes runs from May 13, 2026 to June 10, 2026. Open to US residents 18+, void where prohibited. Prize valued at $3,000. Give Kids The World, Inc. is the beneficiary of this sweepstakes, with Dreams Unlimited Travel donating the prize package.
Get ready to set sail with Silversea Cruises Ltd. in the Mediterranean Sailing Giveaway. Enter for a chance to win an unforgettable Mediterranean sailing experience for two, valued at $10,800 USD. To enter, simply like this post, follow @Silversea, and comment, tagging one person you'd love to explore with. NO PURCHASE NECESSARY. Open to legal residents of the 50 U.S. & D.C. and the U.K., 18+, from 4/28/26 to 5/28/26. Limit 1 entry per person. Don't miss this opportunity to win a grand prize with Silversea Cruises Ltd.
Win $10,800 in value – Mediterranean Sailing Giveaway - Enter Now
Enter the M&M Heroic Cruise Adventure Contest for a chance to win an unforgettable prize. With 45 prizes up for grabs, you could be one of the lucky winners of a Secondary Prize or the Grand Prize. The Grand Prize is a 4- or 5-Night Disney Cruise Line vacation for you and up to three guests, valued at approximately CAD$20,000. This incredible Vacation Package includes round-trip airfares, a 1-night hotel stay, ground transportation, and a Disney Destiny cruise with meals and onboard gratuities. Alternatively, you could win one of 44 Secondary Prizes, including Disney+ Subscriptions or Cinema Gift Cards, with a total value of CAD$4,620. Don't miss your chance to win - enter the M&M Heroic Cruise Adventure Contest before the contest closes on August 31, 2026.
Win $24,620 in value – M&M Heroic Cruise Adventure Contest - 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
Enter to win The 2027 Big Easy Cruise Giveaway, a free sweepstakes offered by Big Easy Cruise 27 LLC. No purchase necessary to win a prize. This giveaway is open to legal residents of the contiguous United States and District of Columbia, excluding Rhode Island and all off-shore U.S. territories and possessions, who are at least 21 years old. To enter, visit http://www.bigeasycruise.com/ and complete the online entry form, with a limit of one entry per person per day. The grand prize winner will receive a trip for two on the Big Easy Cruise, with an approximate retail value of $5,558. Big Easy Cruise 27 LLC is responsible for fulfilling the grand prize. Enter now for your chance to win this amazing cruise giveaway. One (1) grand prize winner will be randomly selected by Sponsor on or around October 1, 2026 from among all of the Eligible Entries received.
Win $5,558 in value – 2027 Big Easy Cruise Giveaway - Enter Now
