Vacation Sweepstakes and Giveaways 2026
Vacation Giveaways
Found 48 total
Get ready for the ultimate Spring Break Escape with the Shibumi Spring Break Giveaway! Enter to win an amazing prize package, featuring a Shibumi Shade Mini, 2 Shibumi Chairs, 2 Shibumi Towels, and a collection of @vacationinc sunscreen. Plus, score a $2,500 Delta Airlines gift card and a $2,500 Airbnb gift card to make your getaway unforgettable. Don't miss out - enter to win now before the contest ends on 3/25/26 at 11:59 PM ET for a chance to take home this incredible $5,000+ prize.
Win $5,695 in value – Shibumi Spring Break Giveaway - Enter Now
Get ready to win big with The Vintage Leopard Vacay Giveaway! Enter to win a fantastic prize package valued at $1000, featuring a large 26" aluminum suitcase, a $500 airline gift card, Dolce Glow self-tanner, and a $200 @vintageleopard gift card to elevate your vacation style. Don't miss your chance to score this amazing sweepstakes prize - enter now and wait for the winner announcement on Thursday, April 30th.
Win $1,000 in value – The Vintage Leopard Vacay Giveaway - Enter Now
( 2 Winners ) Get ready to soak up the sun with the Altard State Revival Spring break Giveaway! We're excited to offer a free entry sweepstakes where you can enter to win an amazing beach-ready bundle. Two lucky winners will receive a fantastic prize package, including a swimsuit and coverup of their choice from AS Revival, plus a Vacation sun care bundle. Don't miss your chance to win - enter now and you could be announced as a winner on Sunday, March 15th!
Win $198 in value – Altard State Revival Spring break Giveaway - Enter Now
Enter the Sandals Vacation Goals in Curacao Sweepstakes for a chance to win an incredible 5-day/4-night all-inclusive vacation for two at Sandals Royal Curacao. The Grand Prize, valued at $5,112 USD, includes a lead-in club category room, Island Routes city tour, and unlimited food and beverages. Airfare is not included. The prize is redeemable within one year, from June 1, 2026 to May 31, 2027. Winner and their travel companion are responsible for obeying local laws, obtaining necessary travel documents, and covering additional expenses. Get ready to win with Sandals and make your vacation goals a reality, courtesy of Sandals.
Win $5,112 in value – Sandals Vacation Goals in Curacao Sweepstakes - Enter Now
Get ready to win big with E. & J. Gallo Winery's Barefoot’s Here Comes The Fun Sweepstakes. Enter for a chance to win a $5,000 Visa Gift Card, perfect for a dream vacation. The sweepstakes starts on March 1, 2026, and ends on June 30, 2026. To enter, simply scan the QR code on participating Barefoot Wine point of sale materials or visit https://www.barefootwine.com/dream-vacation-sweeps.html. Open to legal US residents (excluding Utah) 21+, one entry per person/email address. Winner will be selected by random drawing on July 1, 2026. Don't miss out on this amazing opportunity to win with Barefoot Wine's Here Comes The Fun Sweepstakes, sponsored by E. & J. Gallo Winery.
Win $5,000 in value – Barefoot’s Here Comes The Fun Sweepstakes - Enter Now
Enter the Storage of America Hawaii Dream Vacation Sweepstakes for a chance to win an unforgettable Hawaii getaway. One lucky winner will receive a grand prize package valued at $12,500, including round-trip airfare for four, 7 nights at the 5-star Alohilani Resort, a luxury convertible rental, and exciting Oahu experiences. To enter, rent a storage unit from Storage of America for an automatic entry, or use the Alternative Method of Entry by mailing a handwritten card to the specified address by March 31. With no purchase necessary, this free entry sweepstakes offers a dream vacation. Storage of America makes it easy to enter to win, so take a chance and enter the Storage of America Hawaii Dream Vacation Sweepstakes today.
Win $12,500 in value – Storage of America Hawaii Dream Vacation Sweepstakes - Enter Now
Enter the Cynthia & Mateus 2 Night Stay Giveaway for a chance to win a free 2 Night Stay at the stunning Alpine Reflection mirror cabin. This exciting sweepstakes offers a unique prize valued at a 2-night stay. To be eligible, enter by 3/15/2026. Don't miss this opportunity to win a fantastic getaway - enter to win now and make your dream vacation a reality with Cynthia & Mateus.
Win $200 in value – Cynthia and Mateus 2 Night Stay Giveaway - Enter Now
Enter the EliteDaily 2026 Coolest Summer Ever Sweepstakes for a chance to win an unforgettable vacation package to Walt Disney World Resort. The Grand Prize includes round-trip air transportation, a 3-night hotel stay, ground transfers, 4-day theme park tickets with Park Hopper Option, and a $300 Disney Gift Card, valued at $7,917.76. Additionally, five First Prizes of $50 Disney Gift Cards are up for grabs. The total prize value is $8,167.76. Don't miss this opportunity to win a magical experience at Walt Disney World Resort. Enter to win your free prize today and make your summer one to remember with Disney.
Win $8,168 in value – EliteDaily 2026 Coolest Summer Ever Disney Sweepstakes - Enter Now
Enter to win the One Country The Skyview Treehouse Sweepstakes for a chance to escape to a secluded 18-person treehouse in the Great Smoky Mountains. This mountainside retreat offers modern comforts and natural elements, perfect for a unique 7-day vacation getaway for multiple families. Enjoy sliding bi-fold doors, multiple bunk rooms, a kitchenside patio, and a 7-Person Dynasty Spa hot tub and hot-rock cedar sauna. The prize package includes flights for four to Sevierville, TN, with a stay from September 20 - 27, 2026. Don't miss this free entry sweepstakes to win an unforgettable prize.
Win $10,000 in value – One Country The Skyview Treehouse Sweepstakes - Enter Now
Enter to win the Cool Kid Summer Vacation from Macaroni KID Sweepstakes, a fantastic prize package valued at $7,917.76. This exciting giveaway includes a 4-day vacation for up to four people to Walt Disney World Resort, featuring round-trip airfare, ground transportation, and a 3-night stay at a Disney hotel. The prize also includes four 4-Day Walt Disney World Theme Park Tickets with Park Hopper Option, valid until May 31, 2027, and a $300 Disney Gift Card. To be eligible, participants must redeem the prize by May 31, 2027. Note that certain costs and expenses, such as food, beverages, and merchandise, are not included in the prize package and are the sole responsibility of the winner. Don't miss this chance to win a magical summer vacation - enter the Cool Kid Summer Vacation from Macaroni KID Sweepstakes today!
Win $7,917 in value – Cool Kid Summer Vacation from Macaroni KID Sweepstakes - Enter Now
