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 $4,000 trip for two to Pensacola, Florida in May with passes to the Brooks & Dunn Sand In My Boots Festival.
Contest ends: March 2, 2025
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsWin a $4,000 trip for two to the Sand In My Boots Festival in Pensacola, Florida.
Contest ends: March 2, 2025
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsWin a trip to Europe worth up to $20,000 by signing up for newsletters from 11 companies.
Contest ends: March 2, 2025
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsWin a $7,000 dream vacation to California or Italy with the Swiss Chalet Woodbridge contest.
Contest ends: March 2, 2025
Entry limit: Single Entry
Status: Open
Eligible for Canadian ResidentsWin a trip for two to Fort Lauderdale, Florida with tickets to see Disturbed: The Sickness 25th Anniversary Tour.
Contest ends: March 2, 2025
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsWin a 2-night trip for two to watch the Thunder and Celtics in Boston on March 12.
Contest ends: March 2, 2025
Entry limit: Single Entry
Status: Open
Eligible for Canadian ResidentsWin a 2-night trip for two to watch the Thunder and Celtics in Boston on March 12.
Contest ends: March 2, 2025
Entry limit: Single Entry
Status: Open
Eligible for Canadian ResidentsWin $2,000 in Delta Airlines vouchers for a dream trip by entering the VIWF Contest.
Contest ends: March 3, 2025
Entry limit: Daily Entry
Status: Open
Eligible for Canadian ResidentsWin a trip for two to WrestleMania in Las Vegas with the Slim Jim Sweepstakes.
Contest ends: March 3, 2025
Entry limit: Daily Entry
Status: Open
Eligible for USA ResidentsWin a 3-night St. Martin wine getaway with $500 Amex gift card and more, valued at $2,000.
Contest ends: March 3, 2025
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsWin a $4,500 trip for two to Dublin, Ireland, and explore the charming streets, Guinness Storehouse, and Temple Bar.
Contest ends: March 3, 2025
Entry limit: Daily Entry
Status: Open
Eligible for USA ResidentsWin a trip for two to the 2025 Juno Awards in Vancouver and a merchandise pack valued at $4,000.
Contest ends: March 3, 2025
Entry limit: Daily Entry
Status: Open
Eligible for Canadian Residents