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.
Enter now for your chance to win a trip for two to Teddy Swims' concert in the Hamptons, courtesy of White Claw Hard Seltzer.
Contest ends: September 14, 2026
Entry limit: Daily Entry
Status: Open
Eligible for USA ResidentsWin a trip for two to a Teddy Swims concert with White Claw Hard Seltzer sweepstakes.
Contest ends: September 14, 2026
Entry limit: Daily Entry
Status: Open
Eligible for USA ResidentsParticipate in the International Traveller 2026 Readers’ Choice Awards to win luxurious travel experiences worth over $120,000. Vote now for your favorite destinations and operators.
Enter the Cayman Jack sweepstakes for a chance to win a $25,000 vacation prize and fund a dream trip to a tropical paradise.
Contest ends: September 14, 2026
Entry limit: Daily Entry
Status: Open
Eligible for USA ResidentsWin a 3-night trip to San Diego for USA Pickleball National Championships with the Oceanview Sweepstakes!
Contest ends: September 15, 2026
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsPurchase select wines for a chance to win a trip to Japan or instant $50 prepaid Mastercards in this winter promotion.
Enter the Fan Day Fun Days Giveaway for a chance to win Wheel of Fortune vacations, luxury gift cards, and exclusive branded merchandise.
Contest ends: September 19, 2026
Entry limit: Weekly Entry
Status: Open
Eligible for Canada ResidentsEligible for USA ResidentsWin a trip for two to the 2027 US Open finals in NYC or an instant Heineken hat.
Contest ends: September 20, 2026
Entry limit: Daily Entry
Status: Open
Eligible for USA ResidentsEnter the Viking Explorer Sessions for a chance to win a companion cruise fare valued up to AU$15,000 for a luxury global voyage.
Win an exclusive NRL Footy Trip and instant gift vouchers by purchasing eligible Arnott's Shapes products in this exciting Australian and New Zealand promotion.
Enter Southern Tier Brewing's Damn Good Moments Sweepstakes for a chance to win NFL Draft or MLB game tickets plus a Fanatics gift card!
Contest ends: September 26, 2026
Entry limit: Daily Entry
Status: Open
Eligible for USA ResidentsPre-order 'The Paradise Resort' and win a luxurious trip to Port Douglas, including flights and accommodation.