Travel Contests – Win A Free Trip! – Archive

Find the latest travel contests here! You can win free trips all over the world. Every week, I track down as many travel sweepstakes & contests as possible. I present them in a weekly post of the best travel contests around.

Be sure to subscribe to my free weekly travel contest newsletter and follow me on my other social media channels & never miss a contest! You can also bookmark this page to find out about these travel sweepstakes.

Most of the prizes are for residents of the United States and Canada, but some have larger availability around the world. I never post travel contests that have an entry fee. Most just require a simple signup where you give your e-mail address and some other information. I recommend having a separate e-mail that you can use just for signing up for travel contests, but be sure to check it regularly in case you win a vacation!

Once you’ve entered all the contests, be sure to share this site with your friends. When they win a trip, maybe they’ll take you!

Have you won a travel contest that you found out about from my site? Please let me know & you can be featured as a winner!

Amazon luggage sale – save up to 60%

Amazon.com currently has another great sale on luggage, with discounts of up to 60%. Among the luggage brands included in the sale are Samsonite, American Tourister, Delsey, Hartmann, Nautica, Travelpro, and Victorinox. If you’re looking for some new suitcases for a trip this summer, check out Amazon’s selection. You can find everything from large hardsided suitcases […]

Travel Contest Roundup: April 22, 2015 – Aruba, Mont Blanc, Ireland & more

Here are your travel contests for this week. There are some cool prizes here, including trips to France, Italy, Aruba, the Dominican Republic, Ireland, Amelia Island, Florida, Detroit, Michigan, Riviera Maya, Mexico, Switzerland, and more! Good luck! Win a hiking trip to Mont Blanc France & Italy Two (2) places G Adventures “Mont Blanc Explorer” […]

$20 off any Roomorama booking

Roomorama is a vacation rental company similar to AirBnb. While I haven’t booked with them yet, I’ve checked out their listings, and they have some nice properties available for rental. While they aren’t quite as comprehensive as AirBnb, Roomorama is another option if you’re looking for a more authentic local stay when you’re traveling. With over 300,000 […]

Travel Contest Roundup: April 1, 2015 – South Africa, Portugal, Final Four & more

Here are your travel contests for this week. You can win trips to South Africa, Portugal, New York City, San Francisco, Aspen, Colorado, Las Vegas, Nevada, the 2016 Final Four in Houston, Los Angeles, California, Kissimmee, Florida, Paris, France, and more. Good luck! Win 2 economy class flights to Cape Town, South Africa from KLM […]

Travel Contest Roundup: March 25, 2015 – Ireland, Hawaii, New York, and more

Check out the best of this week’s travel contests. This week’s prizes include trips to the British Countryside, Ireland, Maui, Hawaii, San Diego, California, Austin, Texas, the British Virgin Islands, New York City, the Kentucky Derby, and more. Win a trip to the British countryside from Visit Britain Trip for two (2) people to “The […]

Travel Contest Roundup: March 18, 2015 – London, Ireland, Argentina & more

Here are this week’s travel contests. Win trips to Cancun, Mexico, Buenos Aires, Argentina, Orlando, Florida, London, England, Dublin, Ireland, France, the Cook Islands, and more. Win a trip to Cancun, Mexico to see The Swon Brothers from CMT Two (2) round-trip coach airfare tickets to Cancun. Four (4) nights hotel accommodations at Generations Riviera […]

Travel Contest Roundup: March 4, 2015 – New Zealand, Croatia, Thailand, & more

Here are your travel contests for this week. You can enter to win trips to New Zealand, Slovenia, Croatia, Thailand, Napa Valley, California, Brazil, Los Angeles, California, Orlando, Florida, Las Vegas, Nevada, Charleston, South Carolina, and more. Win a trip to New Zealand from Air New Zealand Roundtrip economy class air transportation for two (2) […]