Travel Contests and Sweepstakes – Page 3

Latest Travel Contests and Sweepstakes

March 12, 2026

Win a Trip to Iceland in the Tiptoe Reykjavík Challenge Sweepstakes

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.

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!

February 26, 2025

Win A Trip For Two To Tokyo, Madrid, or Washington, D.C.!

Enter IGN’s Great Civilizations Sweepstakes by March 3, 2025, for your chance to win a four-night trip for two to Washington, D.C., Tokyo, or Madrid! All options include round trip airfare for two, a four-night hotel stay, a tour or excursion in the destination city, and $1,000 spending money! 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!

December 6, 2022

Win An All-Inclusive Getaway For Two To Antigua!

Enter the Romantic Getaway to Pineapple Beach Club, Antigua Sweepstakes by December 10, 2022, for your chance to win a trip for two to Antigua! This prize includes $600 in Visa Gift Cards, a 5-night all-inclusive stay for two at Pineapple Beach Club Antigua, $250 in eyewear, a year supply of Tastykake products, and $150 in Book Reads compliments of Bookfinity! Enter today for your chance to win! Good luck!

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