Vacation Contests
This list contains many contests for Vacation Contests that are open world wide. If you are looking for local contests checkout the contest locale archive.
Purchase 25 food items and enter to win a trip to Hawaii or dining prizes valued at $470.
Share your vomiting story for a chance to win a trip with Ginger Chews in the Dramamine Sweepstakes.
Contest ends: August 31, 2025
Entry limit: Daily Entry
Status: Open
Eligible for USA ResidentsWin exclusive Chicago Cubs prizes including game tickets, apparel, and more in the Trinchero Family Wine & Spirits sweepstakes.
Enter the Keys To Your Summer Drive Sweepstakes by Sun Auto for your chance to win $1,500 in travel and auto rewards. Don’t miss out on this exciting opportunity!
Contest ends: August 31, 2025
Entry limit: Daily Entry
Status: Open
Eligible for USA ResidentsWin tickets to see Green Day in concert and a trip for two to Ocean City, MD with Punk Bunny Coffee's giveaway.
Contest ends: August 31, 2025
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsWin a $5,000 Rams game trip sweepstakes with round-trip airfare on American Airlines and tickets to the big game.
Contest ends: August 31, 2025
Entry limit: Daily Entry
Status: Open
Eligible for USA ResidentsWin a 2-night Chicago stay with Cubs game tickets, a VIP tour, and $1,000 gift card.
Contest ends: August 31, 2025
Entry limit: Daily Entry
Status: Open
Eligible for USA ResidentsEnter the Captain Morgan Sliced Sweepstakes for your chance to win cash, travel vouchers, and exclusive prizes!
Win a grand prize trip to Puerto Rico with Vita Coco, including hotel stay, rideshare credit, and spending money.
Win VIP tickets, cash prize, and exclusive meet-and-greet at the Power Slap event in Las Vegas.
Enter Dramamine’s Chew Over Sweepstakes for your chance to win big prizes including trips, gift cards, and health & beauty products!
Win a luxurious 7-night trip for two to California, New Zealand, or Italy with Cupcake Vineyards' Summer Of Joy Sweepstakes.
Contest ends: September 1, 2025
Entry limit: Daily Entry
Status: Open
Eligible for Canadian ResidentsEligible for USA Residents