Vacation Sweepstakes and Giveaways 2026
Vacation Giveaways
Found 65 total
Enter TheTravelMom Vacation Giveaway for a chance to win an unforgettable Orlando getaway! Enjoy a 2-night stay at the stunning Conrado Orlando in a lagoon room, complete with breakfast at Sophia's Orlando for two adults and two guests. Located in the heart of Evermore, this fantastic property is perfect for exploring the theme park capital of the world. To enter to win this incredible prize, simply follow The Travel Mom, press the heart button, and share what's first on your bucket list for your dream Orlando trip!
Win $300 in value – TheTravelMom Vacation Giveaway - 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
Enter to win the Disneyland Resort Family Vacation Giveaway Sweepstakes with iHeartMedia-Fresno! One lucky winner will receive a fantastic prize package, including a 4-Pack of 1-Day, 1-Park Disneyland Resort tickets, a hotel stay at a non-Disney Resort Property chosen by iHeartMedia-Fresno, and a $500 prepaid gift card, with an Approximate Retail Value of $2,060. The Sponsor will randomly select one potential winner on or about August 8, 2026. Get your free entry in now for a chance to win this amazing prize with iHeartMedia-Fresno in the Disneyland Resort Family Vacation Giveaway Sweepstakes!
Win $2,060 in value – Disneyland Resort Family Vacation Giveaway Sweepstakes - Enter Now
Enter to win in The Vacation Route Contest, a thrilling sweepstakes offering a grand prize valued at approximately CA$6,165.50. This incredible prize package includes a 2-week electric campervan stay, fast charging, a prepaid VISA card, an IGA gift card, and access to SÉPAQ parks. Additionally, 102 secondary prizes are up for grabs, totaling CA$112,000, featuring SÉPAQ access packages, IGA gift cards, and electric vehicle charging prizes. The contest is open until Wednesday, July 29, 2026, at 11:59 p.m. ET, so don't miss your chance to win big in The Vacation Route Contest.
Win $118,165 in value – The Vacation Route Contest - Enter Now
Enter to win the GoodReads (eBook) Six Pack Love Book Giveaway and discover the next chapter in the lives of the Six-Pack. Six months after a life-changing week in Hawaii, the group is building new lives in Austin, Texas, and navigating the challenges of turning vacation romance into forever love. With careers, weddings, and parenthood on the horizon, Vickie, James, Sam, Shooter, Amber, and Michael must confront their fears and learn to trust each other. Will their love be enough to overcome life's unexpected twists? Enter the GoodReads giveaway for a free eBook copy of Six Pack Love by Chase Logan and find out.
Win $300 in value – GoodReads (eBook) Six Pack Love Book Giveaway - Enter Now
Enter the Sandiegomag Giveaway for a chance to win two round‑trip tickets on Alaska Airlines to any of its nonstop destinations from San Diego International Airport. One lucky winner will receive an estimated $600 in travel value. The giveaway ends July 24, 2026. To enter, simply comment and tag a friend – each tag counts as an additional entry. Open to participants 18+ residing in the United States. Tickets are non‑transferable, must be flown by June 2027, and are subject to blackout dates. Enter now for your dream vacation!
Win $600 in value – Sandiegomag Giveaway - Enter Now
Get ready to elevate your travel game with the Pixory Travel Photobooks Summer Giveaway! To celebrate the launch of our summer series, we're offering a free entry sweepstakes where two lucky winners will receive the ultimate travel essentials bundle. Enter to win an amazing prize pack featuring an Apple AirPods Max, Miu Miu sunglasses, Fujifilm Instax camera, Havaianas, Stanley Cup, and a $100 Pixory gift card, plus your favorite beauty must-haves. Join the Pixory Travel Photobooks Summer Giveaway for a chance to score these incredible prizes and make your next vacation unforgettable with Pixory.
Win $150 in value – Pixory Travel Photobooks Summer Giveaway - Enter Now
Enter the Visit Orlando Family Vacation Sweepstakes for a chance to win an unforgettable getaway. The grand prize is a five-day, four-night trip to Orlando for you and up to three guests, valued at $4,359.92. This incredible prize package includes Frontier Airlines flight vouchers, a four-night stay at the DoubleTree by Hilton at SeaWorld, multi-day admission to SeaWorld Orlando and Aquatica, meal vouchers, and a full-size rental vehicle. Travel with ease, courtesy of Visit Orlando, and enjoy a stress-free family vacation. Don't miss out on this amazing opportunity to create lasting memories with your loved ones, courtesy of Visit Orlando.
Win $4,360 in value – Visit Orlando Family Vacation Sweepstakes - Enter Now
Get ready to saddle up with Unicorn Trails in the Unicorn Trails Yellowstone Ranch Sweepstakes! Enter to win a thrilling horseback riding vacation at their stunning Yellowstone Ranch in Wyoming, complete with a 4-day, 3-night stay and 3 exhilarating riding days. Your prize includes a single rate standard cabin, available Sunday to Wednesday or Wednesday to Saturday, on dates subject to availability. Visit the Unicorn Trails website for details on inclusions and exclusions. Join Unicorn Trails for the ultimate adventure and enter to win this incredible prize, courtesy of Unicorn Trails!
Win $1,969 in value – Unicorn Trails Yellowstone Ranch Sweepstakes - Enter Now
