Vacation Contests
This list contains many contests for Trip that are open world wide. If you are looking for local contests checkout the contest locale archive.
Win a snowboard prize package valued at $1,240 with Cutty Sark's Gear All Year Sweepstakes.
Contest ends: December 31, 2025
Entry limit: Monthly Entry
Status: Open
Eligible for USA ResidentsWin a 2-night trip for your nominated minor hockey team to the 2025 Memorial Cup in Rimouski, Quebec, and get to practice with Hockey Hall of Fame Legend Jarome Iginla.
Contest ends: February 28, 2025
Entry limit: Single Entry
Status: Open
Entry method: Web Submission
Eligible for Canadian ResidentsEnter to win a 6-night trip for two to Tokyo, Japan, from Vancouver, Seattle or Los Angeles, valued at $10,000.
Contest ends: February 28, 2025
Entry limit: Single Entry
Status: Open
Entry method: Web Submission
Eligible for Canadian ResidentsEligible for USA ResidentsYou could win a pair of tickets to a Vancouver Canucks game with a 1-night stay in Vancouver and $200 towards transportation.
Contest ends: March 27, 2025
Entry limit: Daily Entry
Status: Open
Entry method: Web Submission
Eligible for Canadian ResidentsWin $2,500 in ticket marketplace gift cards with a $1,000 airline gift card and $1,000 in hotel gift cards in Sparkling Ice's Get Caffeinated For Courtside Sweepstakes
Contest ends: April 6, 2026
Entry limit: Daily Entry
Status: Open
Eligible for USA Residents