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!

Travel Contests: May 23, 2018 – Sri Lanka, Cambodia, Northern Ireland, & more

Here are your travel contests for this week. You can win trips to Riviera Maya, Mexico; Panama City, Florida; Sri Lanka; France, Spain, Morocco, or China; Crater Lake, Oregon; Cambodia; Rome, London, or San Francisco; Northern Ireland; Scottsdale, Arizona; and more. Good luck & be sure to subscribe to the weekly newsletter so you don’t miss any […]

Travel Contests: May 9, 2018 – Australia, Paris, Scotland, & more

Here are your travel contests for this week. You can win trips to Australia; Paris, France; Puerto Rico; Edinburgh, Scotland; Playa del Carmen, Mexico; Orlando, Florida; Morocco; Rome, Italy; Vancouver, Canada; any Westin hotel in Europe; Charleston, South Carolina; New York City; Lyft credits; Costa Rica; and more. Good luck & be sure to subscribe to […]

Travel Contests: April 25, 2018 – Spain, Nicaragua, Mexico, & more

Here are your travel contests for this week. You can win trips to Spain; London, England; Santorini, Greece; Sri Lanka; Whistler, British Columbia, Canada; a $10,000 dream vacation; Nicaragua; St. Lucia; Los Cabos, Mexico; Idaho; Puerto Rico; St. Petersburg, Florida; San Francisco, California; a Westin hotel; New York City; Cancun, Mexico; Vietnam; and more. Good […]

Travel Contests: April 18, 2018 – Iceland, Peru, Nepal, & more

Here are your travel contests for this week. You can win trips to Iceland; South Carolina; a glamping trip, the 2018 Kentucky Derby in Louisville, Kentucky; Belize; Napa, California; Peru; Jamaica; Cabo San Lucas, Mexico; Punta Cana, Dominican Republic; Nepal; the Cayman Islands; and more Good luck & be sure to subscribe to the weekly newsletter so […]

Travel Contests: April 4, 2018 – Hawaii, Morocco, Portugal, & more

Here are your travel contests for this week. You can win trips to Greece & Italy; San Francisco, California for the Rugby Sevens World Cup; Hawaii; a tiny cabin getaway; Riviera Maya, Mexico; Dublin, Ireland; Morocco; Turks & Caicos; Montreal, Quebec, Canada; Los Angeles, California; Orlando, Florida; Northern Portugal; 100,000 Rapid Rewards points from Southwest […]

Travel Contests: March 28, 2018 – Ireland, Dubai, NYC, & more

Here are your travel contests for this week. You can win trips to India, Thailand, Mexico, or Costa Rica; Ireland; Alaska, Costa Rica, or Utah; Tokyo, Japan; Ibiza, Spain; Riviera Maya, Mexico; Indonesia, Peru, Vietnam, or Italy; Dubai; Sonoma, California; New York City; Brazil; Iceland; Australia; Minneapolis, Minnesota for the 2019 Men’s Final Four; and […]

Travel Contests: March 21, 2018 – Japan, Ireland, California, & more

Here are your travel contests for this week. You can win trips to France or Greece; Tokyo, Japan; Palm Springs, California; Maine; Hot Springs, Virginia; San Francisco, California; the redwoods in Northern California; Ireland; Inverness, Scotland; Antigua & St. Lucia; and more. Good luck & be sure to subscribe to the weekly newsletter so you don’t miss […]

Travel Contests: March 14, 2018 – Aruba, Costa Rica, Japan, & more

Here are your travel contests for this week. You can win trips to Costa Rica; Japan; Aruba; Morocco; Cartagena, Colombia; Oregon; Los Angeles, California; Legoland in California; the NCAA Basketball Final in San Antonio, Texas; and more. Good luck & be sure to subscribe to the weekly newsletter so you don’t miss any contests and please share […]

Travel Contests: February 28, 2018 – Greece, Mauritius, India, & more

Here are your travel contests for this week. You can win trips to Morocco; Jaipur, India; Peru; Vail, Colorado; Greece; Mauritius; Cartagena, Colombia; San Francisco or New Jersey; Tulum, Mexico; a sailing trip through the Greek Isles; and more. Good luck & be sure to subscribe to the weekly newsletter so you don’t miss any contests and […]

Travel Contests: February 21, 2018 – Ireland, a Safari, Mexico, & more

Here are your travel contests for this week. There’s a crazy amount of sweepstakes ending this week, so there are plenty of prizes to win! You can win trips to Ireland; Iceland; an African safari trip to Botswana, Zambia, and Zimbabwe; Tulum, Mexico; San Francisco, California; Suzhou, China; Truth or Consequences, New Mexico; Oaxaca, Mexico; […]