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Everybody Hates A Tourist

Travel Contests – Win A Free Trip!

Home / Travel Contests - Win A Free Trip! - Page 5

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

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 giveaways. New posts are published every Wednesday.

Most of the prizes are for residents of the United States and Canada, but some have larger availability around the world. Where available, I try to post the basic entry requirements, but always check each site for full rules. I never post any competitions that have an entry fee. Some may ask for a charitable donation, but those are never required. I include those contests since they are for a good cause. Most of these sweepstakes just require a simple signup where you give your e-mail address and some other information. I recommend having a separate e-mail address that you can use just for signing up for travel contests, but be sure to check it regularly in case you win a free vacation!

Once you’ve entered all the contests, be sure to share this site with your friends & family. When they win a trip, maybe they’ll take you. It’s worth a shot, right?

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. I love to hear about readers successfully winning a trip!

Here are examples of winners:

Dave won a trip to Costa Rica

Bruce won a trip to Singapore

I’ve actually won a couple of these free trips myself, including a trip to the U.S. Open. Good luck & have fun!

Travel Contests: August 6th, 2025 – Japan, Thailand, Charleston, & more

Travel Contests: August 6th, 2025 – Japan, Thailand, Charleston, & more

ByJonathan Sacks Updated onAugust 6, 2025

Read More Travel Contests: August 6th, 2025 – Japan, Thailand, Charleston, & moreContinue

Travel Contests: July 30th, 2025 – Japan, Ireland, Hawaii, & more

Travel Contests: July 30th, 2025 – Japan, Ireland, Hawaii, & more

ByJonathan Sacks Updated onJuly 29, 2025

Read More Travel Contests: July 30th, 2025 – Japan, Ireland, Hawaii, & moreContinue

Travel Contests: July 23rd, 2025 – Japan, Hawaii, Ireland, & more

Travel Contests: July 23rd, 2025 – Japan, Hawaii, Ireland, & more

ByJonathan Sacks Updated onJuly 22, 2025

Read More Travel Contests: July 23rd, 2025 – Japan, Hawaii, Ireland, & moreContinue

Travel Contests: July 16th, 2025 – San Francisco, Mexico, Hawaii, & more

Travel Contests: July 16th, 2025 – San Francisco, Mexico, Hawaii, & more

ByJonathan Sacks Updated onJuly 15, 2025

Read More Travel Contests: July 16th, 2025 – San Francisco, Mexico, Hawaii, & moreContinue

Travel Contests: July 9th, 2025 – Italy, Hawaii, California, & more

Travel Contests: July 9th, 2025 – Italy, Hawaii, California, & more

ByJonathan Sacks Updated onJuly 9, 2025

Read More Travel Contests: July 9th, 2025 – Italy, Hawaii, California, & moreContinue

Travel Contests: July 2nd, 2025 – Italy, Aruba, Austin, & more

Travel Contests: July 2nd, 2025 – Italy, Aruba, Austin, & more

ByJonathan Sacks Updated onJuly 8, 2025

Read More Travel Contests: July 2nd, 2025 – Italy, Aruba, Austin, & moreContinue

Travel Contests: June 25th, 2025 – England, Alaska, Mexico, & more

Travel Contests: June 25th, 2025 – England, Alaska, Mexico, & more

ByJonathan Sacks Updated onJune 30, 2025

Read More Travel Contests: June 25th, 2025 – England, Alaska, Mexico, & moreContinue

Travel Contests: June 18th, 2025 – Greece, New Orleans, Mexico, & more

Travel Contests: June 18th, 2025 – Greece, New Orleans, Mexico, & more

ByJonathan Sacks Updated onJune 18, 2025

Read More Travel Contests: June 18th, 2025 – Greece, New Orleans, Mexico, & moreContinue

Travel Contests: June 11th, 2025 – Scotland, Greece, Kenya, & more

Travel Contests: June 11th, 2025 – Scotland, Greece, Kenya, & more

ByJonathan Sacks Updated onJune 13, 2025

Read More Travel Contests: June 11th, 2025 – Scotland, Greece, Kenya, & moreContinue

Travel Contests: June 4th, 2025 – England, Greece, Kentucky, & more

Travel Contests: June 4th, 2025 – England, Greece, Kentucky, & more

ByJonathan Sacks Updated onJune 4, 2025

Read More Travel Contests: June 4th, 2025 – England, Greece, Kentucky, & moreContinue

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Jonathan Sacks

Hi, I'm Jonathan, the traveler, writer, photographer, enthusiast, & terrible dancer of Everybody Hates A Tourist with decades of travel expertise. I've visited over 40 countries so far. Join me as I share my personal experiences finding the best food, craft beer, cocktails & spirits, wine, culture, & history around the world!

MORE ABOUT ME
  • Favorite Experiences
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