Vacation Sweepstakes and Giveaways 2026
Vacation Giveaways
Found 65 total
Get ready to serve up a winning experience with the PickleballTrips.Net Caribbean Pickleball Vacation For Two Giveaway! Enter to win this amazing sweepstakes for a chance to take home one of three exciting prizes, valued at approximately $4,500, $2,433, and $335. With a deadline of July 30, 2026, at 2:00 PM CDT, don't miss your chance to win big in this thrilling giveaway. Submit your free entry now, and you could be one of the lucky winners, courtesy of PickleballTrips.Net.
Enter the Win The Ultimate Sec Volleyball Getaway To Savannah, Georgia Sweepstakes for a chance to win an unforgettable vacation package valued at $2,000. The prize includes two nights at a historic district hotel, round‑trip Southwest Airlines travel for you and a guest, and two all‑session tickets to the 2026 Allstate SEC Volleyball Tournament. The sweepstakes runs until August 18, 2026, and is open to legal residents of the 50 United States and Washington, D.C., who are 18 years or older. One winner per household will be selected. Enter now for your chance to experience Savannah!
Win $2,000 in value – Ultimate Sec Volleyball Getaway to Savannah, Georgia Sweepstakes - Enter Now
Enter the Disney Vacation Club Magic And Mountains Sweepstakes, courtesy of Disney Vacation Club, for a chance to win an extraordinary prize package. The sweepstakes is open to U.S. residents aged 18 or older, including D.C., and runs until September 28, 2026. Participants can enter once via the website and earn up to 15 additional entries by watching bonus videos. One winner will be selected by random drawing to receive a prize package from Disney Vacation Club and Adventures by Disney, consisting of a 6-night stay at The Cabins at Disney's Fort Wilderness Resort, 4 sets of 7-day Walt Disney World Resort Theme Park tickets, and more. The approximate retail value of the Disney Vacation Club portion is $10,964.00 USD. Enter to win this amazing prize from Disney Vacation Club.
Enter the 2026 Welcome Home Weeks Contest for a chance to win an unforgettable Disney Vacation Club Member Cruise experience. One winner and a guest will receive a deluxe oceanview verandah stateroom on the 2027 Disney Cruise Line voyage, a night’s stay at a San Diego hotel, round‑trip coach airfare and ground transportation – an estimated prize value of $3,150. The contest runs until August 26, 2026. Open only to U.S. residents aged 18+ who are active Disney Vacation Club members. Submit a member‑only vacation photo and caption to enter.
Win $6,458 in value – Disney Vacation Club 2026 Welcome Home Weeks Contest - Enter Now
Enter the Collette “Spin, Solve & See The World” Giveaway hosted by Wheel of Fortune for a chance to win one of five all‑expense‑paid European or Costa Rica vacations valued at up to $13,998 each, plus a $40 Wheel of Fortune shirt and hat for the overall winner. The sweepstakes ends August 8, 2026. Five winners will receive trips for two covering airfare, hotels, ground transport and select meals, with a total prize value of $55,230. Open to legal residents of the 50 U.S. states, D.C., and Canada (excluding Quebec), ages 18 or older. One entry per person per individual sweepstake; enter by solving the Bonus Round puzzle on the designated Wheel of Fortune episode.
Enter the Ono Hawaiian BBQ Waikiki Getaway Sweepstakes for a chance to win an all‑inclusive Hawaiian vacation worth $4,400. One lucky winner will receive a stay at the Outrigger Waikiki Beachcomber Hotel (valued $2,667), Cirque du Soleil ‘Auana’ tickets ($220) and a $1,500 Southwest Airlines flight voucher for two. The sweepstakes runs until July 29, 2026, and is open only to residents of Texas, California and Arizona who are 18 years or older. One entry per person is allowed. Enter now for your chance to win this unforgettable getaway! *3 States Only.
Win $4,400 in value – Ono Hawaiian BBQ Waikiki Getaway Sweepstakes - $4400 Value - Enter Now
Enter the Margaritaville Vacation Club Instant Win Game for a chance to win exciting prizes. The Grand Prize winner can choose between a 7-night Margaritaville at Sea Islander cruise for two, including a $2,500 airfare voucher, valued between $4,499 - $5,499, or a 7-night Resort Stay at a Margaritaville Vacation Club resort for four, with a $2,500 airfare voucher, valued between $3,490 - $8,623. Additionally, 180 Daily Prizes are up for grabs, each consisting of a 2-night stay in a studio suite at a Margaritaville Vacation Club location, with an ARV of $973 - $1,505. The total ARV of all Daily Prizes is up to $270,900. Enter to win a free stay and make unforgettable memories with Margaritaville Vacation Club.
Win $270,000 in value – Margaritaville Vacation Club Instant Win Game - 180 Daily Prizes - Enter Now
Enter the D23: The Ultimate Disney Sweepstakes for a chance to win fantastic prizes from Disney Worldwide Services, Inc. To enter, visit and select the prizes you'd like to win, and click the "Enter" button. You must agree to the official rules and Sponsor's terms of use and privacy policy to be eligible. The sweepstakes runs from July 23, 2026, to August 23, 2026, with up to 23 separate drawings and a grand prize drawing. Prizes include a 3-day/2-night trip to Los Angeles to attend the world premiere of Marvel Studios' Avengers: Doomsday movie, an 8-day/7-night National Geographic Expeditions Journeys: Kenya Safari Experience, and a cruise vacation aboard the Disney Believe ship. Enter daily for a chance to win, with a limit of one entry per person per day per prize drawing. Disney Worldwide Services, Inc. is the sponsor of this exciting sweepstakes.
Based on the official rules, there will be a maximum of 24 total winners and the combined value of the currently listed prizes is at least $48,757.00.
## Winner Breakdown
* 23 Primary Winners: One winner for each of the separate prize drawings.
* 1 Grand Prize Winner: One winner selected from all eligible entries.
## Prize Value Breakdown
The rules state that only the first three prizes are currently confirmed, with the remaining prize details to be updated. The baseline total value for the known prizes is:
* Prize #1 (Marvel Avengers Premiere Trip): $3,000.00
* Prize #2 (National Geographic Kenya Safari): $15,658.00
* Prize #3 (Disney Believe Cruise Vacation): $30,000.00
* Grand Prize (1-Year D23 Gold Membership): $99.00
Win $48,757 in value – D23: The Ultimate Disney Sweepstakes - 24 Winners - Enter Now
Enter the Win A Trip To Divi Southwinds Beach Resort In Barbados sweepstakes for a chance to enjoy a 6‑day, 5‑night bed‑and‑breakfast vacation at the luxurious Divi Southwinds Beach Resort in Barbados. The giveaway ends August 5, 2026. One winner will receive an estimated $1,700 value vacation package. Open worldwide to participants 18 years or older. To enter, follow Divi Resorts on Instagram, Facebook, TikTok, YouTube and like or share the posts for bonus entries. No purchase necessary.
Get ready to shine with Kulani Kinis x Naked Sundays Sweepstakes! This sizzling summer giveaway is offering a $1,000 dream duo prize pack, complete with a $500 Kulani Kinis voucher for a stylish vacation wardrobe and a $500 Naked Sundays voucher for a radiant glow. Sign up now for a free entry and take a chance to win big with Kulani Kinis and Naked Sundays!
*There will be four (4) winners who will be selected at random on 3 August from those who sign up. Two (2) winners will be drawn in Australia and two (2) in the United States. The winners will be notified by email within seven days of the draw. If the prize remains unclaimed by 31 August 2026, another random winner will be drawn.
Win $1,000 in value – Kulani Kinis x Naked Sundays Sweepstakes - 4 Winners - Enter Now
