Got to fly a plane with the other sweepstakes winners, free booze from beginning to end, prizes (including 2 tickets to the actual game, but we didn't win it!), money to spend around New York, and a watch party of the game at a hotel with the other winners. It was super fun, I've never won something like this. These travel contest and sweepstakes for fall include prizes with trips all over the world.
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Subscribe to our newsletter & never miss a sweepstakes! Win a Rock-Your-Reset Concert & Travel Prize Package! The Dave's Killer Bread Rock Your Reset Sweepstakes is serving up a fresh start with a prize that's all about music, travel, and fun. Three winners will score a stacked package that includes airfare, hotel stays, concert tickets, rideshare credit, and cash you can use however you want.
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I worked for a travel company and we did a giveaway one year for multiple trekking and rafting trips, some with flights and accommodations included. It wasn't just a voucher, I actually booked their entire vacations. It was super fun to work with them! The grand prize winners had never even taken a flight before and were so happy to have won.
Travel Sweepstakes Find Sweepstakes to win free trips to London, Las Vegas, Ireland, Italy, Hawaii and other amazing destinations on SweepstakesMag. Test your luck this fall with these free travel sweepstakes. You could win a cruise vacation, a million frequent flyer miles, an RV trip and tickets to the Super Bowl.
Travel Sweepstakes We have the best list of travel sweepstakes you can enter to win a vacation, including the ones from Travel Channel. Some might be ending soon so hurry up and you could be among the winners! Expedia Cruises Sweepstakes 2026 Enter the Expedia Cruises Sweepstakes today for a chance to win a $5,000 cruise for two to the Caribbean, airfare included. Sunday, January 25, 2026 5:38.
