Vacation Sweepstakes and Giveaways 2026
Vacation Giveaways
Found 34 total
Enter the Fantastical Vacations By Hannah Mathenia Gift Card Giveaway to win a fantastic $75 gift card to top brands like Disney, Uber, Starbucks, or Target. This exciting sweepstakes offers a free entry to win a valuable prize, perfect for fueling your travels. The contest ends on Sunday, February 1, 2026, at 11:59 PM EST. Don't miss your chance to win with Fantastical Vacations By Hannah Mathenia.
Win $75 in value – Fantastical Vacations By Hannah Mathenia Gift Card Giveaway - Enter Now
Enter the Classical FM Newsletter Trip to Curacao Sweepstakes for a chance to win a luxurious seven-night, all-inclusive adults-only getaway for two in Curacao. One lucky winner will enjoy an oceanfront room at the breathtaking Dreams Curacao Resort, courtesy of Classical FM Newsletter. Don't miss this free entry opportunity to win a dream vacation valued at thousands. The sweepstakes closes on February 8, 2026, at 11:59 PM EST, so enter to win now with Classical FM Newsletter.
Win $1,000 in value – Classical FM Newsletter Trip to Curacao Sweepstakes - Enter Now
Enter the Wildwood 365 Vacation Giveaway for a chance to win an unforgettable 4-night stay in a luxurious Oceanfront Suite at the Adventurer Oceanfront Inn. This incredible prize is up for grabs until the giveaway closes at 6:30 pm on Friday, January 30, 2026. Don't miss your free entry to win this amazing vacation prize, courtesy of Wildwood 365.
Win $1,000 in value – Wildwood 365 Vacation Giveaway - Enter Now
Enter the 2026 Play-Doh and Visit Myrtle Beach Sweepstakes for a chance to win the ultimate family vacation! Two lucky winners will receive a grand prize package, valued at $4,500, including a 5-day, 4-night oceanfront stay at Crown Reef Resort and Waterpark, round-trip airfare for a family of four, passes to Hollywood Wax Museum Entertainment Center, mini golf, and a $200 dining gift card to The Hangout Myrtle Beach. With a total estimated ARV of $9,000, this giveaway is an opportunity you won't want to miss! Visit Myrtle Beach and Play-Doh are teaming up to bring you this amazing sweepstakes, so enter now for your free chance to win!
Win $9,000 in value – 2026 Play-Doh and Visit Myrtle Beach Sweepstakes - Enter Now
Enter the Tommy Bahama National Plan Your Vacation Day Giveaway for a chance to win an incredible trip for two to the Tommy Bahama Miramonte Resort & Spa in Indian Wells, CA. This amazing prize package includes round-trip airfare, a 3-night hotel stay, two 50-minute spa treatments, a $250 resort credit, and a $500 Tommy Bahama gift card. With an approximate retail value of over $3,640, this giveaway is a dream come true. Eligible participants can enter to win this fantastic prize, courtesy of Tommy Bahama, by participating in the sweepstakes before the deadline.
Win $3,640 in value – Tommy Bahama National Plan Your Vacation Day Giveaway - Enter Now
Enter the Club CarWash Vacation $5000 Giveaway for a chance to win a $5,000 vacation prize, awarded in gift cards. This exciting sweepstakes offers a single winner a non-transferable prize with no substitutions or cash alternatives, unless otherwise determined by the Sponsor, Club CarWash. Join the giveaway for free and take a shot at the $5,000 prize, courtesy of Club CarWash.
Win $5,000 in value – Club CarWash Vacation $5000 Giveaway - Enter Now
Enter the Coca-Cola Presents Lazy Dog Jackson Hole Vacation Sweepstakes for a chance to win an epic getaway. One lucky winner will receive a 3-day, 2-night trip to Jackson Hole Mountain Resort, complete with hotel accommodations, roundtrip airfare courtesy of Delta Air Lines, and lift tickets. The Grand Prize, valued at $4,800, is perfect for a winter adventure with up to three guests during the 2025-2026 season, ending April 12, 2026. Join Coca-Cola for this amazing giveaway and take a shot at a free vacation. Coca-Cola is giving you the opportunity to enter to win this incredible prize.
Win $4,800 in value – Coca-Cola Presents Lazy Dog Jackson Hole Vacation 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 the Vero Magazine and Veronique Et Les Fantastiques Walt Disney World Resort Sweepstakes for a chance to win an unforgettable 5-night, 6-day vacation at Walt Disney World Resort in Florida, valued at over $11,000 USD. Eight grand prize winners will be selected in a draw on February 26, 2026, at 9:00 AM ET. Don't miss this free entry opportunity to win a magical prize courtesy of Vero Magazine and Veronique Et Les Fantastiques.
Enter the Hope Gilliam Gift Card Giveaway for a chance to win a $100 Onboard Credit on your next cruise booking, courtesy of Hopeful Vacations. This exciting sweepstakes offers a free entry to win a valuable prize. The contest is open until Sunday, January 31, 2026, at 11:59 PM EST, so be sure to enter to win before the deadline. With Hopeful Vacations, you can enjoy a fantastic cruise experience, and now you can win a prize to make it even more special, courtesy of Hopeful Vacations.
Win $100 in value – Hope Gilliam Gift Card Giveaway - Enter Now
