Vacation Sweepstakes and Giveaways 2026
Vacation Giveaways
Found 61 total
Enter the HEYDUDE Vacation Giveaway for a chance to win exciting prizes. At HEYDUDE, we appreciate hard work and think it's time for a break. To enter, follow @heydude, like this post, and tag someone who deserves a vacation, sharing why. For a bonus entry, share this post to your Story. Three winners will receive prizes, including a $1,500 Airbnb gift card, HEYDUDE products, a $500 HEYDUDE gift card, and a $250 HEYDUDE gift card. No purchase necessary, open to 18+ US (continental) residents. The giveaway ends 5/17/26 at 11:59PM ET. See Official Rules (link in bio) for details, courtesy of HEYDUDE.
Win $2,300 in value – HEYDUDE Vacation Giveaway - Enter Now
Jackson Nurse Professionals is celebrating International Nurses Day with the Grand Finale of the JNP Nurses Week Giveaway. This giveaway is for every nurse who has shown dedication and hard work. The Grand Finale Prize Package includes a $100 Hoka Gift Card and a $50 Starbucks Gift Card. Enter to win by commenting, saving the post, and reposting and sharing your story. Tag your nurse besties and tell your favorite vacation spot for a chance to win. Happy International Nurses Day, you've earned every bit of this. The giveaway is open to nurses, with no specific deadline mentioned.
Win $150 in value – Jackson Nurse Professionals Nurses Week Giveaway - Enter Now
Enter the Holiday World May 2026 Rubber Duck Days Ultimate Giveaway, a thrilling sweepstakes by Holiday World & Splashin' Safari. NO PURCHASE NECESSARY. Sign up via Quikly, respond quickly to notifications, and win prizes like a Family Vacation Package, tickets, or discounts. Top prize: a Family Four Pack of Two-Day Tickets, a two-night stay in a Holiday Cottage, and a Mountain Dew KanJam set ($478 + $133.72 value). Enter by May 26th, 2026. Visit https://www.quikly.com/q/wbMhmxN to participate. Holiday World & Splashin' Safari brings you this exciting giveaway, with prizes delivered via website, email, or text.
Win $611 in value – Holiday World May 2026 Rubber Duck Days Ultimate Giveaway - Enter Now
Get ready for adventure with the Eddie Bauer Adventure Club The Red Rocks and Roam Giveaway. Enter to win exciting prizes, including a Grand Prize package valued at up to $9,000, featuring a 7-night vacation for four at Club Wyndham Moab Resort in Moab, Utah, a $2,000 Airline Credit, and a $1,000 Virtual Promotional Prepaid Mastercard. Monthly and Weekly Prizes are also available, with twelve $750 Virtual Promotional Prepaid Mastercards and fifty-two $250 Virtual Promotional Prepaid Mastercards up for grabs. With a total ARV of $25,945, this free entry sweepstakes is a thrilling opportunity to win big. Prizes are non-transferable, and winners are responsible for all taxes. Join the Eddie Bauer Adventure Club and take a chance to win with this incredible giveaway from Eddie Bauer.
Win $25,945 in value – Eddie Bauer Adventure Club The Red Rocks and Roam Giveaway - Enter Now
Enter the Apple Vacations AV X Amstar Dominican Republic Getaway sweepstakes for a chance to win an unforgettable 4-night getaway for two to the Dominican Republic. Valued at a significant amount, the Grand Prize includes roundtrip air for two, a 4-night stay at a participating RIU resort, an Amstar shared excursion gift certificate, and private transfers. Apple Vacations and Amstar DMC invite you to enter to win this incredible prize and make memories in paradise. One lucky winner will be selected, so enter now and start dreaming of your next escape with Apple Vacations.
Win $2,500 in value – Apple Vacations AV X Amstar Dominican Republic Getaway - Enter Now
Enter to win the SweetsAndSavory Italian Food Tour Vacation Sweepstakes for a chance to claim a $10,000.00 prize. One lucky winner will receive the prize by check or other form within 30 days of returning the completed and valid affidavit. With only one prize available, don't miss this opportunity to win big in this exciting giveaway.
Win $10,000 in value – Sweets and Savory Italian Food Tour Vacation Sweepstakes - Enter Now
Enter the Habit Burger and Grill Habit Ranch Sweepstakes for a chance to win a free 2-night vacation rental at the Habit Ranch. The Habit Burger & Grill Habit Ranch Sweepstakes is open to MyHabit rewards program account holders, 18+ (19+ in AL and NE), and legal US residents. To enter, follow the link in the email invitation or register for a free MyHabit rewards account. Submit your entry by May 18, 2026, for a chance to win a $4,995 vacation rental for up to 8 people. The Grand Prize includes a 2-night stay at The Outlaw House in Pioneertown, CA, but transportation is not included. The Habit Restaurants, LLC, is the sponsor of this sweepstakes, and the winner will be selected randomly on May 19, 2026. Enter now for a chance to win with The Habit Burger & Grill Habit Ranch Sweepstakes.
Win $4,995 in value – Habit Burger & Grill Habit Ranch Sweepstakes - Enter Now
Enter the WXKS KISS FM108 Market Basket Coconut Bay Sweepstakes to win an incredible prize trip for two. The grand prize includes a 5-Day/4-Night All-Inclusive Stay for 2 Adults at Coconut Bay Beach Resort & Spa in Saint Lucia, valued at $4,636.00. This amazing getaway features all-inclusive accommodations, daily meals at 9 restaurants, beverages at 7 bars, daily activities like tennis and kayaking, and nightly entertainment. Although airfare to Saint Lucia is not included, the winner will enjoy taxes, tips, and airport transfers from Hewanorra International Airport. To enter to win this free prize, submit your entry before the sweepstakes ends on May 17, 2026, at 11:59:59 p.m. Don't miss this chance to win a dream vacation with Coconut Bay Beach Resort & Spa.
Win $4,636 in value – WXKS KISS FM108 Market Basket Coconut Bay Sweepstakes - Enter Now
Enter the Best Breckenridge Father’s Day Giveaway 2026 for a chance to win an unforgettable prize package. One grand prize winner will receive a 3-night stay at a Breckenridge Grand Vacations Resorts property, dinner for two at Breckenridge Distillery Restaurant, a VIP distillery tour, 18 holes of golf, and a half-day fishing trip. The total prize value is $2,695. Don't miss out on this amazing giveaway. Submit your free entry before 11:59:00 p.m. MST on 6/21/2026 to win this incredible Breckenridge experience.
Win $2,695 in value – Best Breckenridge Father’s Day Giveaway 2026 - Enter Now
Enter the Crater Lake Country A Fabulous 3-day/ 2-night Discover Klamath Holiday Contest to win a fantastic vacation package. This prize includes a 2-night stay in a cozy Crater Lake Resort cabin, perfect for outdoor enthusiasts and families seeking relaxation. Surrounded by nature, this getaway offers the ultimate escape. Contest ends June 30, 2026, so enter to win your free holiday now and discover the beauty of Klamath with Crater Lake Country.
Win $500 in value – Crater Lake Country Discover Klamath Holiday Contest - Enter Now
