Travel Contests and Sweepstakes

If a big family adventure sounds like your kind of prize, Fresh Del Monte Sweepstakes Celebrating the Release of Toy Story 5 is sending one winner, another adult, and two children to Barcelona, Spain. The trip package includes roundtrip airfare, five nights of hotel accommodations, daily breakfast, airport transfers, and a fun lineup of family-friendly experiences like a GPS-led mini car tour, museum visits, a horseback excursion in Montserrat, park admission, a science museum visit, and even space-themed gelato. It’s a simple one-time online entry, with optional trivia just for fun. Open to legal residents of the U.S., D.C., and Canada who are 18+ or the age of majority. Ends July 31, 2026.

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.