Vacation Sweepstakes and Giveaways 2026 - Page 5
Found 66 total
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 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
Get ready for adventure with the Eddie Bauer Adventure Club The Red Rocks and Roam Giveaway. Enter to win exciting prizes, including a Grand Prize package valued at up to $9,000, featuring a 7-night vacation for four at Club Wyndham Moab Resort in Moab, Utah, a $2,000 Airline Credit, and a $1,000 Virtual Promotional Prepaid Mastercard. Monthly and Weekly Prizes are also available, with twelve $750 Virtual Promotional Prepaid Mastercards and fifty-two $250 Virtual Promotional Prepaid Mastercards up for grabs. With a total ARV of $25,945, this free entry sweepstakes is a thrilling opportunity to win big. Prizes are non-transferable, and winners are responsible for all taxes. Join the Eddie Bauer Adventure Club and take a chance to win with this incredible giveaway from Eddie Bauer.
Win $25,945 in value – Eddie Bauer Adventure Club The Red Rocks and Roam Giveaway - Enter Now
Enter the Crater Lake Country A Fabulous 3-day/ 2-night Discover Klamath Holiday Contest to win a fantastic vacation package. This prize includes a 2-night stay in a cozy Crater Lake Resort cabin, perfect for outdoor enthusiasts and families seeking relaxation. Surrounded by nature, this getaway offers the ultimate escape. Contest ends June 30, 2026, so enter to win your free holiday now and discover the beauty of Klamath with Crater Lake Country.
Win $500 in value – Crater Lake Country Discover Klamath Holiday Contest - Enter Now
Enter the Choice Hotels Choice Privileges Sweepstakes for a chance to win exciting prizes. Choice Hotels International, Inc. is offering a grand prize deluxe vacation package to Hawaii, Las Vegas, or Orlando, including round-trip air transportation, 7-night accommodations, car rental, and 2,000,000 Choice Privileges Points, valued at $19,400. Alternatively, the grand prize winner can choose a $10,000 cash alternative. Additionally, 12 monthly prizes are available, each consisting of a 3-night stay at a Choice Hotels location, 100,000 Choice Privileges Points, a 5-day car rental, and a cruise, valued at $1,525. To enter, visit the website and follow the on-screen instructions, or use the alternate method of entry online without a mobile phone. Bonus entries are also available. The Choice Hotels sweepstakes is open to legal US residents 25 years or older, and winners must be Choice Privileges members. Enter now for a free chance to win, courtesy of Choice Hotels International, Inc. Giveaway begins on 5/1/26 at 12:00 AM ET and ends on 4/30/27 at 11:59 PM ET.
Win $37,700 in value – Choice Hotels Choice Privileges Sweepstakes - Enter Now
Enter The Grandview Condos 5-Night Stay in Paradise on Grand Cayman Giveaway for a chance to win a dream vacation. One lucky winner will receive a 5-night stay in a 2-bedroom condo, accommodating up to 4 guests, on stunning Seven Mile Beach. Don't miss this free entry opportunity to win a paradise getaway - enter to win before the deadline of January 15, 2027.
Win $4,250 in value – Grandview Condos 5-Night Stay in Paradise on Grand Cayman Giveaway - Enter Now
Enter the Apple Vacations PowerReviews Giveaway Sweepstakes for a chance to win a grand prize. The sweepstakes, sponsored by Apple Vacations, begins on May 1, 2026, and ends on July 1, 2026. To enter, leave a review about your booking experience on PowerReviews and fill out the information on the giveaway entry landing page. The grand prize includes a standard resort room for two adults for three nights at any participating RIU property, with an approximate retail value of $2,000. Winner will be selected via random drawing and notified via email. Apple Vacations reserves the right to modify or terminate the sweepstakes at any time. By entering, you agree to the official rules and grant Apple Vacations the right to use your name and likeness for promotional purposes. Enter now for a free chance to win this amazing prize, courtesy of Apple Vacations.
Win $2,000 in value – Apple Vacations PowerReviews Giveaway Sweepstakes - Enter Now
Enter the Sandals and Beaches Giveaway Q2, 2026 Sweepstakes for a chance to win an all-inclusive 4-day/3-night vacation package for two to a Sandals Resort or Beaches Resort of your choice. To enter, visit www.sandals.com/sweepstakes or www.beaches.com/sweepstakes, or click on online advertisements and provide the requested contact information. You can also refer friends to earn additional entries. The sweepstakes is open to legal residents of the USA and Canada, 18 years or older. The grand prize includes a deluxe suite, all-inclusive amenities, and local airport transfers, with an approximate retail value of $3,054 - $3,538USD. Unique Travel Corp, the worldwide representative of Sandals and Beaches Resorts, is the sponsor of this sweepstakes, administered by American Sweepstakes & Promotion Co, Inc. Enter by June 30, 2026, for your chance to win.
Win $3,054 in value – Sandals and Beaches Giveaway Q2 2026 Sweepstakes - Enter Now
Enter the VisitOrlando Family Vacation Sweepstakes for a chance to win an unforgettable 5-day, 4-night trip to Universal Orlando Resort. The Grand Prize, valued at $4,425.36, includes air transportation vouchers from Frontier Airlines, hotel accommodations, non-exclusive ground transportation, and Universal Orlando 4-Day Park-to-Park Tickets. To enter, visit www.VisitOrlando.com/win-a-trip and follow the on-screen instructions. Open to legal US residents, 21+, in the 48 contiguous states and Washington D.C. No purchase necessary. Sweepstakes runs from April 15, 2026, to July 14, 2026. Winner will be selected via random drawing and notified by email. Trip must be completed by July 14, 2027. VisitOrlando, the sponsor, reserves the right to modify or cancel the sweepstakes at any time.
Win $4,425 in value – VisitOrlando Family Vacation Sweepstakes - Enter Now
Enter the Maryland Lottery St. Petersburg Luxury Resort Vacation Second Chance Giveaway for a chance to win an unforgettable 4-night luxury stay at The Vinoy Resort & Golf Club in downtown St. Petersburg, Florida. This incredible prize package for two includes hotel accommodations with daily breakfast, roundtrip airfare, spa or golf experiences, and $1,000 in spending money. With an estimated prize value of $17,362.45, this is an opportunity you won't want to miss. Simply enter to win and you could be randomly drawn as the lucky winner. Don't wait - enter the Maryland Lottery St. Petersburg Luxury Resort Vacation Second Chance Giveaway before the contest ends on Tuesday, July 6, 2026.
