Vacation Sweepstakes and Giveaways 2026
Vacation Giveaways
Found 66 total
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 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
