Latest Travel Contests and Sweepstakes

February 11, 2026

Win a Trip to Vegas to See Kenny Chesney at the Sphere

Blue Chair Bay Rum Kenny Chesney Sweepstakes is bringing full beach-to-Vegas energy, with prizes that range from fun instant wins to a full-on concert weekend. You can enter once, then come back daily to play the instant win scratch game for Blue Chair Bay Rum merch, and you’ll also be in the running for bigger prizes like Kenny Chesney autographed guitars and the grand prize trip for two to Las Vegas to catch Kenny Chesney at the Sphere. Open to U.S. and D.C. residents 21+, and yes, the daily play means more chances to win without doing anything complicated. Entries close June 28, 2026.

October 20, 2025

Win A Trip For Two To Whistler, British Columbia!

Enter the Dare to Go Deeper Contest by May 5, 2026, for your chance to win an unforgettable winter vacation in Whistler, British Columbia! The grand prize includes round-trip airfare for two to Vancouver, six nights in a one-bedroom Mountain View suite at the Sundial Hotel, round-trip shuttle transportation, 3-day Whistler Blackcomb lift tickets, premium ski or snowboard rentals, a snowshoe and sauna experience, Vallea Lumina tickets, a thrilling bungee jump, and multiple gourmet dining experiences including The Raven Room, Earls Whistler, Hunter Gather, and Alta Bistro. Don’t miss this incredible opportunity to experience the magic of Whistler in luxury and style!

June 9, 2025

Win A Trip For Four To Universal Orlando Resort!

Enter The Fandango Trip to Universal Orlando Sweepstakes by July 4, 2025, for your chance to win a trip for four to Universal Orlando Resort in Orlando, Florida! The winner shall receive round trip airfare for four to Orlando, a four-night stay in a standard room at a Universal Orlando Resort hotel, transport to/from the airport/hotel whilst in Orlando, and 3-Park 3-Day Park-to-Park Plus 1-Day Universal Epic Universe Tickets for four! This prize is valued at $4,987.88! Enter today for your chance to win! Good luck!

March 15, 2023

Win A Trip For Two To Italy!

Enter the Get Carried Away with Chloe Sweepstakes by April 30, 2023, for your chance to win trip for two to Capri, Italy! This prize includes round trip airfare for two and hotel accommodations. This prize is valued at up to $18,000! Enter today for your chance to travel away to Capri! Good luck!

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