Travel Contests and Sweepstakes

Win A Trip For Two To Hawaii!

Enter The United Packages 2025 Outrigger Hawaii Sweepstakes by June 5, 2025, for your chance to win a trip for two to Hawaii! This prize includes round trip airfare for two and a six night stay at Outrigger Reef Waikiki Beach Resort! Enter today for your chance to win!

Win A Trip For Two To Costa Rica!

Enter the Flor de Caña Rum Earth Month Sweepstakes by May 15, 2025, for your chance to win the Grand Prize of a trip for two to Costa Rica! This prize includes round trip airfare for two and a three night stay at Amor Arenal in La Fortuna, Costa Rica! Other winners could receive a Terra Thread sustainable backpack valued at $77 or a Stanley Quencher 30oz tumbler valued at $35! Enter today for your chance to win! Good luck!

Win A Trip For Four To Chicago!

Enter the Home Run Inn The Ultimate Chicago Experience Sweepstakes by August 31, 2025, for your chance to win a trip for four to Chicago! This prize consists of a $1,000 Visa Gift Card to use toward airfare for four, a two-night stay in two standard rooms at Hotel Zachary, four VIP Tours of Wrigley Field, four Wendella Chicago Architectural Tours, four tickets to a Chicago Cubs regular season game, the chance to throw out one Ceremonial First Pitch at the start of the game, and a $150 Home Run Pizza Gift Card! Enter today for your chance to win! Good luck!

Win A Trip For Two To Charleston, South Carolina!

Enter Nature’s Own Small-Town Giveaway Sweepstakes by May 17, 2025, for your chance to win a trip for two to Charleston, South Carolina! This prize includes round trip airfare for two, a five-night stay in a hotel, a carriage ride through downtown Charleston, a hands-on low-country cooking class, a private sunset sail, and $1,500 spending money! Enter today for your chance to win this getaway! Good luck!