Travel Contests and Sweepstakes

If a European getaway sounds like your kind of prize, SWISSGEAR Sweepstakes is giving one lucky winner a trip for two to Switzerland, plus a premium SWISSGEAR luggage set and a $1,500 travel stipend to help make the adventure even sweeter. This travel sweepstakes is a simple one-time online entry, and the email signup is pretty standard, so it’s an easy one to toss into your list if you love international trips and travel gear. Open to legal residents of the U.S. and Canada who are 18+. Ends June 15, 2026.

Ready for waterfalls, geothermal spas, and stunning Nordic scenery? Tiptoe Reykjavík Challenge – Win a Trip to Reykjavík is giving one lucky traveler a getaway for two to Iceland, including roundtrip flights with Icelandair, a two-night hotel stay with breakfast, spa access, a three-course dinner, and admission to popular attractions like Sky Lagoon, Perlan Museum, and the Lava Show. This travel sweepstakes is a simple one-time online entry, making it easy to throw your name in the hat if Iceland has been on your bucket list. Open worldwide to entrants 18+. Ends August 31, 2026.

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.