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 eligible McWilliam’s wine products for a chance to win a $2,999 Luxury Escapes voucher through the McWilliam’s Luxury Getaway competition.
Win a luxury golf trip to Palm Beach Gardens with Mike's Hard Lemonade – apply today!
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 ResidentsUpload a photo of your CFL team spirit for a chance to win $500,000 prize and a trip to the Grey Cup.
Contest ends: September 14, 2026
Entry limit: Single Entry
Status: Open
Eligible for Canada ResidentsEnter for a chance to win one of three luxury trip to Montreal packages, including an exclusive meet and greet with a champion.
Contest ends: September 14, 2026
Entry limit: Daily Entry
Status: Open
Eligible for Canada ResidentsEnter now for a chance to win an Iconic Golf Trip to Scotland or one of 27,000 instant win golf gift cards.
Win four 3-day ACL VIP tickets and $2,000 for travel expenses to attend the Austin City Limits Music Festival in Texas.
Contest ends: September 14, 2026
Entry limit: Daily Entry
Status: Open
Eligible for USA ResidentsEnter for a chance to win a $2,500 Dallas trip for two, featuring tickets to an exciting NHL Stadium Series hockey game.
Contest ends: September 14, 2026
Entry limit: Single Entry
Status: Open
Eligible for Canada ResidentsEligible for USA ResidentsEnter for a chance to win a luxury Canyon Spirit Rail Experience for two, featuring a scenic journey from Denver to Moab.
Contest ends: September 14, 2026
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsEnter for a chance to win an Ultimate Spring Escape featuring luxury accommodation, a hot air balloon flight, and vineyard experiences for two.
Win a School Holiday Family Escape featuring Hyatt Place Melbourne Essendon Fields accommodation and Royal Melbourne Show tickets for the whole family.