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: August 23, 2017 – Italy, Florida, Mexico, & more

Here are your travel contests for this week. You can win trips to San Francisco, California; New York City; Mexico City, Mexico; Tulum, Mexico; Montego Bay, Jamaica; Hawaii; Florida; Italy; Kona, Hawaii; an Airbnb credit; Rioja, Spain; New Orleans, Louisiana; and more. Good luck & be sure to subscribe to the weekly newsletter so you don’t miss […]

Travel Contests: August 2, 2017 – Kyoto, San Francisco, St. Lucia, & more

Here are your travel contests for this week! You can win trips to San Francisco, California; Thailand & Cambodia; New York City; Los Angeles, California; Aspen, Colorado; Kyoto, Japan; Costa Rica; the National Fried Chicken Festival in New Orleans, Louisiana; Austin, Texas; Chicago, Illinois; St. Lucia; the Hamptons; and more. Good luck & be sure […]

Travel Contests: July 26, 2017 – San Francisco, Italy, Paris, & more

Here are your travel contests for this week. You can win trips to San Francisco, California; Rome, Italy; Machu Picchu, Peru; Paris, France; Berlin, Germany; Copenhagen, Denmark; Houston, Texas; Santa Cruz, California; Iceland; North Carolina; Cayman Islands; Nashville, Tennessee; Italy; the Hamptons; and more. Good luck & be sure to subscribe to the weekly newsletter so you […]

Travel Contests: July 19, 2017 – Cuba, Iceland, Italy, & more

Here are your travel contests for this week. You can win trips to Canada; Boston, Massachusetts; Destin, Florida; Nashville, Tennessee; Jamaica; Iceland; Havana, Cuba; Charleston, South Carolina; Miami Beach, Florida; Tuscany, Italy; and more. Good luck & be sure to subscribe to the weekly newsletter so you don’t miss any contests! Win a trip to Canada from […]

Travel Contests: July 5, 2017 – Lollapalooza, Aruba, Costa Rica, & more

Here are your travel contests for this week. You can win trips to Lollapalooza in Chicago, Illinois; Los Angeles, California; Miami, Florida; Aruba; San Diego, California; a staycation; Costa Rica; New York City; and more. Good luck & be sure to subscribe to the weekly newsletter so you don’t miss any contests! Win a trip to Lollapalooza […]

Travel Contests: May 24, 2017 – Italy, Montreal, Sonoma, & more

Here are your travel contests for this week. You can win trips to Riviera Maya, Mexico; Hong Kong; St. Lucia; Tuscany, Italy; New York City; Boston, Massachusetts; Punta Cana, Dominican Republic; Montreal, Quebec, Canada; Cancun, Mexico; Sonoma & Napa, California; Ashland, Oregon; Yosemite National Park; San Francisco, California; Florida; 140,000 Hawaiian Airlines miles; and more. […]