Vacation Sweepstakes and Giveaways 2026
Vacation Giveaways
Found 61 total
Enter the Sonderhaus Gift Card Giveaway for a chance to win big and make your dream vacation a reality! Score a $500 Delta gift card to take to the skies, a $500 Airbnb gift card for the perfect stay, a $150 Saltyface gift card for some extra fun, and the entire Summers of Yore collection. The winner will be chosen on Friday, July 3rd at 4 PM MST, so enter to win these amazing prizes and get ready for the ultimate getaway with Sonderhaus.
Win $1,150 in value – Sonderhaus Gift Card Giveaway - Enter Now
Enter TheKnot Win a Honeymoon Sweepstakes for a chance to win an unforgettable honeymoon prize package, courtesy of TheKnot. You could win a round-trip Blue Fare airfare for two on JetBlue-operated flights, valued up to $1,000, and a 5-night hotel stay at a JetBlue Vacations destination, valued up to $9,000. Plus, receive up to $10,000 in eligible registry items from your The Knot Registry, totaling approximately $20,000 in prizes. Join TheKnot to enter to win this amazing giveaway and make your dream honeymoon a reality with TheKnot.
Win $20,000 in value – TheKnot Win a Honeymoon Sweepstakes - Enter Now
Enter to win The Minnesota Gal Waconia Vacation Package Giveaway for a chance to score an unforgettable getaway. This exciting sweepstakes prize includes a 2-night stay at Stay Dreamy Airbnb, a $150 gift card to shop at Shape It Up Boutique, a $100 gift card to dine at Bode Gray's Restaurant, and a Welcome Basket filled with goodies from The Mn Gal. One lucky winner will receive the entire package, valued at over $500. Submit your free entry now through Sunday, July 5th, at 11:59 pm to win this incredible prize. Don't miss out on this amazing opportunity to win a Waconia vacation package courtesy of The Minnesota Gal.
Win $750 in value – The Minnesota Gal Waconia Vacation Package Giveaway - Enter Now
Enter to win the ultimate getaway in The Front + Center Ultimate Vacation Sweepstakes. One lucky winner will receive a 5-day, 4-night trip for themselves and up to 3 guests to Universal Orlando Resort in Orlando, Florida. The prize package includes round-trip air transportation, 4 nights' hotel accommodation at Universal Terra Luna Resort or another Universal Orlando Resort hotel, ground transportation, and 4-Day Park-to-Park Tickets to Universal Studios Florida, Universal Islands of Adventure, Universal Epic Universe, and Universal Volcano Bay. The total prize value is approximately $4,875.16.
Win $4,875 in value – Front and Center Ultimate Vacation Sweepstakes - Enter Now
Get ready for the Smarties Sweet Summer Giveaway with Smarties. One lucky winner will score an amazing summer bundle featuring a Smarties Candygram, 4 Impress Nails vacation edit sets, 5 Octobuddy products, and a $100 Vayaisland gift card. Enter to win this incredible prize, courtesy of Smarties, by participating in the Smarties Sweet Summer Giveaway. Don't miss out on this free entry opportunity to make your summer sweeter, only with Smarties.
Win $210 in value – Smarties Sweet Summer Giveaway - Enter Now
Enter the Tossit.us Trip To Mexico Giveaway for a chance to win an unforgettable vacation. One lucky winner will receive a 5-star hotel stay for a week, accommodating 4 people, complete with flights included, valued at $8,500. Don't miss this incredible opportunity to win a free trip to Mexico - submit your entry before the deadline of August 31.
Win $8,500 in value – Tossit Trip To Mexico Giveaway - Enter Now
Enter the 717 Supply Toyota 4Runner TRD PRO #48 Sweepstakes for a chance to win an incredible grand prize. The lucky winner will be awarded one of two amazing options: a 2026 Toyota 4Runner TRD PRO valued at $85,000, a $10,000 check, and a dream vacation for the winner and guests up to $10,000, or a $60,000 check. Don't miss this opportunity to win big - enter the 717 Supply Toyota 4Runner TRD PRO #48 Sweepstakes today for a free chance to take home an unforgettable prize.
Win $1,000,000 in value – 717 Supply Toyota 4Runner TRD PRO Sweepstakes - Enter Now
Enter the Cruisin' With Nathan – Q2 Complimentary Getaway Giveaway - 7 Winners sweepstakes for a chance to win an incredible prize. We're giving away a Complimentary Getaway for 2, with options including a 3 Days / 2 Nights All-Inclusive Resort Stay in Mexico or the Dominican Republic, a 7 Night Resort/Condo Stay worldwide, or a 3 Day / 2 Night Hotel Stay with Airfare Included. Enter to win one of these amazing vacation experiences, with multiple options available. All entries must be received by 06/30/2026 to be eligible for the free entry giveaway.
Enter the Simplified Vacation Contest for a chance to win big. This exciting sweepstakes giveaway offers three travel credits, each valued at approximately $5,000. To win a prize, simply enter by August 6, 2026. Don't miss your free entry opportunity to score a fantastic travel credit and make your vacation dreams a reality.
Win $5,000 in value – Simplified Vacation Contest - Enter Now
Enter the Amtrak Vacations and Railbookers' Route 66 by Rail Giveaway Sweepstakes for a chance to win a complimentary 14-day rail journey vacation package for two, valued at $5,800 USD. The sweepstakes begins on June 15, 2026, and ends on July 4, 2026. To enter, visit the Giveaway page on Amtrak Vacations and Railbookers' website, complete the entry form, and follow @amtrakvacations and @railbookers on Facebook and Instagram. Earn an additional entry by sharing the contest on social media and tagging @amtrakvacations and @railbookers. One winner will be selected at random and notified via email and social media. Enter now for a free chance to win this incredible prize, courtesy of Amtrak Vacations and Railbookers.
