Latest Travel Contests and Sweepstakes

February 12, 2026

Win a Classical Greece Trip in the Road Scholar Campus of the Year Giveaway

Road Scholar’s Campus of the Year Giveaway is your chance to trade everyday routines for ancient ruins with a Grand Prize featuring the “Classical Greece: Islands of the Aegean” educational travel program for two, including airfare from a major gateway airport. If you’re 50 or better and dreaming of blue waters, historic temples and lifelong learning on the Mediterranean, this sweepstakes delivers a bucket list adventure in one unforgettable package. Single entry style, big reward energy. Open to U.S. residents 50+. Enter by June 30, 2026.

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.

February 10, 2026

Win an 8-Day Mediterranean Cruise with Viking

Viking Q1 2026 “8-Day Mediterranean Journey” Sweepstakes is basically a dream vacation on autopilot, sending one lucky winner and a guest on an unforgettable Mediterranean cruise complete with roundtrip business-class airfare and a gorgeous veranda stateroom. Think iconic coastal cities, endless ocean views, and that slow, luxurious Viking pace where everything feels elevated without feeling stuffy. It’s open to U.S. and Canadian residents 21+ (excluding Quebec), entry is free, and this is the kind of once-in-a-lifetime Mediterranean cruise that makes hitting “enter” feel very worth it. Entries close March 31, 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!

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