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.
Win Andrea Bocelli concert tickets for his December 9th show in Hamilton. Don’t miss this chance to experience world-class music live!
Contest ends: November 23, 2025
Entry limit: Single Entry
Status: Open
Eligible for Canadian ResidentsWin a $6,300 VIP trip for two to a U.S. Soccer match in 2026 through the Behind The Assist Sweepstakes by New York Life.
Contest ends: November 30, 2025
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsWin a 7-night trip for two to the Cayman Islands and golf, valued at $14,600.
Contest ends: November 30, 2025
Entry limit: Single Entry
Status: Open
Eligible for Canadian ResidentsWin one of eight prizes worth $60,000, including trips to Paris and Greece, by picking up a Trevi sign and uploading a picture.
Win a 4-night trip to San Antonio, Texas with flights & accommodations valued at $5,000
Win a $15,000 Formula 1 US trip package with Heineken's sweepstakes, featuring tickets to Miami, Austin, and Las Vegas races.
Contest ends: November 30, 2025
Entry limit: Daily Entry
Status: Open
Eligible for USA ResidentsYou could win one of six prizes of $3,000 in Ticketmaster e-gift cards.
Contest ends: December 1, 2025
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsWin a $8,000 all-inclusive trip to Portugal with Gendron Tours' contest
Contest ends: December 4, 2025
Entry limit: Single Entry
Status: Open
Eligible for Canadian ResidentsWin a $8,500 Las Vegas Formula One trip package including tickets to the race and $2,500 in cash to help cover taxes.
Contest ends: December 7, 2025
Entry limit: Daily Entry
Status: Open
Eligible for USA ResidentsEnter the Recycling Is Real Challenge Sweepstakes and win a VIP trip for two to the Phoenix Open golf tournament.
Contest ends: December 12, 2025
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsWin hotel stays and winter festival experiences in Vancouver with the Very Merry Vancouver Giveaway.
Contest ends: December 12, 2025
Entry limit: Daily Entry
Status: Open
Eligible for Canadian ResidentsEligible for USA ResidentsRecycle to enter the sweepstakes and win a VIP trip, concert tickets, and other amazing prizes!