Vacation Sweepstakes and Giveaways 2026
Vacation Giveaways
Found 56 total
Enter the Sunflower Dream Trip Sweepstakes for a chance to win a $25,000 travel experience of your choice. One winner will receive the cash equivalent to design a dream vacation, from a villa on Lake Como to a luxury pickle‑ball trip in Maine. Entries run from June 18, 2026 until September 15, 2026 (ends 09-15-2026). Open to legal residents of the United States and Canada who are 18 years or older (excluding certain states). Purchase entries start at $100, with a free entry option available. No purchase required to win. Enter now for your chance to travel and support Friends Thai Daughters.
Win $25,000 in value – Friends Thai Daughters Sunflower Dream Trip Sweepstakes - Enter Now
Enter the Three Night Stay Hart Pond Retreat giveaway for a chance to win a three‑night vacation at the brand‑new Hart Pond Retreat in Upstate New York. The prize, valued at approximately $750, includes a stay in a queen‑bedroom suite with access to a private pond, hot tub, fire pit, outdoor shower and bath. The giveaway ends July 13, 2026. Unlimited entries are allowed – tag friends, repost the reel, and share to your story for extra chances. Open to participants 18+ residing in the United States.
Win $750 in value – For The Love Of Upstate Three Night Stay Hart Pond Retreat - Enter Now
Get ready to soak up the sun in style with the Desert Ridge Gaylord Hotel Summer Vacation Giveaway! Enter to win an unforgettable two-night stay in a stunning Bay View Guestroom, accommodating up to 4 guests, at the Gaylord Pacific Resort & Convention Center in beautiful San Diego, California. This fantastic prize also includes a $75 nightly resort credit, perfect for indulging in delicious dining or rejuvenating spa services. Don't miss your chance to win this incredible getaway - enter now for a free chance to win! Winner will be selected on or after July 31.
Win $1,000 in value – Desert Ridge Gaylord Hotel Summer Vacation Giveaway - Enter Now
Enter the Hershey The Hershey Movie Summer Sweetstakes for a chance to win an Grand Prize all-expenses-paid trip to Hershey, PA. Hershey presents this family-focused giveaway, where 10 lucky winners will receive prizes valued at over $75,000. With up to 1,000 free entries allowed per person, U.S. and D.C. residents aged 18+ can enter through the link before the deadline on 09-30-2026. Celebrate the release of HERSHEY, the true story of Milton Hershey, and enjoy a sweet vacation courtesy of Hershey. The sweepstakes features four prize tiers, including the Grand Prize, "The Hershey Legacy," valued at $20,500. Don't miss this opportunity to win with Hershey and experience the sweetest place on earth.
Sweepstakes Tip: There are 4 ways to enter this Hershey sweepstakes. Ticket Purchase Entry, Bonus Purchase Entry, Guild Member Entry and Mail-in Entry (free ), see official rules for details.
Win $79,185 in value – Hershey The Hershey Movie Summer Sweetstakes - 10 Winners - Enter Now
Enter to win the incredible Sandals and Beaches Giveaway Q3, 2026 Sweepstakes! One lucky Grand Prize Winner will receive a 4-day/3-night "All-Inclusive" vacation package for two to a Sandals Resort or Beaches Resort of their choice, with a prize value of $3,054 - $ 3,538 USD. The prize includes a Deluxe Suite, unlimited food and beverages, airport transfers, and more. To be eligible, enter by 11:59 p.m. EST on September 30, 2026. Note that airfare is not included and the Winner must redeem the prize within the specified time period. Sandals Resorts and Beaches Resorts offer an unforgettable getaway, but restrictions and conditions may apply. Don't miss this free entry opportunity to win a dream vacation!
Sweepstakes Tip : *Enter from both sites.
Win $3,538 in value – Beaches and Sandals Giveaway Q3, 2026 Sweepstakes - Enter Now
Enter to win the Disney+ Perks: Celebrate America Sweepstakes for a chance to take home an unforgettable National Geographic-Lindblad Expeditions vacation package valued at $19,000. This incredible prize includes an 8-day/7-night "Alaska's Inside Passage" trip for you and a guest, featuring a double occupancy room, internal air, local expert services, and more. The package also includes roundtrip coach airfare, scheduled meals, and on-tour luggage handling. Don't miss this opportunity to win a free dream vacation - enter the Disney+ Perks: Celebrate America Sweepstakes today and get ready for the ultimate adventure with National Geographic-Lindblad Expeditions. *AMOE in rules.
Win $19,000 in value – Disney+ Perks: Celebrate America Sweepstakes - Enter Now
Get ready to win the ultimate getaway with The Vacation Friend Night Stay Giveaway! Enter to win a fantastic 8-day, 7-night resort/condo stay for 2 adults, with over 3,500 incredible locations worldwide to choose from. The lucky winner will be drawn on Friday, July 10th, so don't miss your chance to win this amazing prize and make unforgettable memories. Enter now for a free chance to win!
Win $1,000 in value – The Vacation Friend Night Stay Giveaway - Enter Now
Enter the Patrick Ta Beauty Out of Office Giveaway for a chance to win a luxurious prize package. Two lucky winners will receive a $1,000 Airbnb gift card and a collection of Patrick Ta Beauty's must-have vacation essentials, including the Out of Office blush duo, Precision Blush Brush, Major Moisture Lip Balm, Major Glow Balm, Transition Blush, and Transition Blush Brush. Don't miss your opportunity to win big - enter to win this amazing giveaway before it ends on 7/10/2026 at 9 am PST.
Win $1,000 in value – Patrick Ta Beauty Out Of Office Giveaway - Enter Now
Lauren Ashley Hansen's 30A Vacation Giveaway: Enter to win a magical 3-night stay in Florida with family and friends, valued over $2,500. One winner will be randomly selected on August 1st, 2026. The prize includes a beach home stay with golf cart, bikes, and pool, pastries and coffee, brunch dinner, and a shopping trip. This giveaway is open to US residents, 18 and older, and is not affiliated with Instagram. Enter by following, commenting, and tagging friends for extra entries.
Win $2,500 in value – Lauren Ashley Hansen 30A Vacation Giveaway - Enter Now
Sometimes the best vacations happen indoors. That's why we're giving two lucky winners a $4,000 VISA prepaid card to spend however they like this season, all from the comfort of home. Let's help make your space stress-free, healthy, and happy.
Win $8,000 in value – Lysol Summer Staycation Sweepstakes - 2 Winners - Enter Now
