Here are several contests that offer travel winnings. Good luck!
Princess Cruises are sending a new ship out to see, The Regal Princess, and they want to send you and a guest on the inaugural voyage. Grand prize includes airfare to Ft. Lauderdale, tickets to the official naming ceremony, and one balcony stateroom aboard the Regal Princess on her first cruise to the Bahamas.
Contest ends August 31
Fairmont Hotels & Resorts want to hear your stories about your favorite hidden gems, off-the-beaten-path experiences, and travel adventures. Put together a 90 second video showcasing your travel tale, and enter for a chance to win the grand prize of a 7 day trip to a destination of your choosing (in the U.S., Canada, Mexico, Bermuda or Barbados). They are giving away a lot of other prizes, and you don’t necessarily need to submit a video to enter. Make sure to read the official rules.
Contest ends Sept 14
Air Canada wants to give you a year of free business class air travel. This sweepstakes offers weekly drawings for prizes, with the grand prize being 10 round-trip tickets for 2 people to anywhere Air Canada flies. This contest is only open to residents of Canada.
Contest ends Sept 23