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Everybody Hates A Tourist

Travel Contests – Win A Free Trip!

Home / Travel Contests - Win A Free Trip!

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: October 1, 2025 – France, Puerto Rico, the Bahamas, & more

Travel Contests: October 1, 2025 – France, Puerto Rico, the Bahamas, & more

ByJonathan Sacks October 1, 2025October 1, 2025

Here are this week’s travel contests. There are tons of great sweepstakes to win this week! You can win…

View Post Travel Contests: October 1, 2025 – France, Puerto Rico, the Bahamas, & moreContinue

Travel Contests: September 24, 2025 – England, France, Hawaii, & more

Travel Contests: September 24, 2025 – England, France, Hawaii, & more

ByJonathan Sacks September 23, 2025September 23, 2025

Here are this week’s travel contests. There are tons of great sweepstakes to win this week! You can win…

View Post Travel Contests: September 24, 2025 – England, France, Hawaii, & moreContinue

Travel Contests: September 17, 2025 – England, Jamaica, Hawaii, & more

Travel Contests: September 17, 2025 – England, Jamaica, Hawaii, & more

ByJonathan Sacks September 17, 2025September 17, 2025

Here are this week’s travel contests. There are tons of great sweepstakes to win this week! You can win…

View Post Travel Contests: September 17, 2025 – England, Jamaica, Hawaii, & moreContinue

Travel Contests: September 10, 2025 – Japan, Mexico, Hawaii, & more

Travel Contests: September 10, 2025 – Japan, Mexico, Hawaii, & more

ByJonathan Sacks September 10, 2025September 10, 2025

Here are this week’s travel contests. There are tons of great sweepstakes to win this week! You can win…

View Post Travel Contests: September 10, 2025 – Japan, Mexico, Hawaii, & moreContinue

Travel Contests: September 3, 2025 – Mexico, Las Vegas, New Orleans, & more

Travel Contests: September 3, 2025 – Mexico, Las Vegas, New Orleans, & more

ByJonathan Sacks September 3, 2025September 3, 2025

Here are this week’s travel contests. There are tons of great sweepstakes to win this week! You can win…

View Post Travel Contests: September 3, 2025 – Mexico, Las Vegas, New Orleans, & moreContinue

Travel Contests: August 27th, 2025 – South Korea, Jamaica, Las Vegas, & more

Travel Contests: August 27th, 2025 – South Korea, Jamaica, Las Vegas, & more

ByJonathan Sacks August 26, 2025August 31, 2025

Here are this week’s travel contests. There are tons of great sweepstakes to win this week! You can win…

View Post Travel Contests: August 27th, 2025 – South Korea, Jamaica, Las Vegas, & moreContinue

Travel Contests: August 20th, 2025 – South Korea, San Diego, Miami, & more

Travel Contests: August 20th, 2025 – South Korea, San Diego, Miami, & more

ByJonathan Sacks August 20, 2025August 20, 2025

Here are this week’s travel contests. There are tons of great sweepstakes to win this week! You can win…

View Post Travel Contests: August 20th, 2025 – South Korea, San Diego, Miami, & moreContinue

Travel Contests: August 13th, 2025 – Greece, Florida, Puerto Rico, & more

Travel Contests: August 13th, 2025 – Greece, Florida, Puerto Rico, & more

ByJonathan Sacks August 13, 2025August 13, 2025

Here are this week’s travel contests. There are tons of great sweepstakes to win this week! You can win…

View Post Travel Contests: August 13th, 2025 – Greece, Florida, Puerto Rico, & moreContinue

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

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

ByJonathan Sacks August 5, 2025August 6, 2025

Here are this week’s travel contests. There are tons of great sweepstakes to win this week! You can win…

View Post 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 July 29, 2025July 29, 2025

Here are this week’s travel contests. There are tons of great sweepstakes to win this week! You can win…

View Post Travel Contests: July 30th, 2025 – Japan, Ireland, Hawaii, & 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
  • Recent Posts
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From Grape to Glass: Winemaking in South Moravia at Skalák Winery
A Japanese Jazz & Whisky Bar Experience at Minton House in Yokohama
Civil Rights History Museums in Montgomery, Alabama
The Three Great Noodles of Morioka, Japan
A Perfect Cocktail Experience at Bar Cocktail Book in Shinjuku, Tokyo, Japan
Cocktail Saudade at Taberna Jovi in Cuenca, Spain
On Notre-Dame Cathedral, Evolution, Growth, & Rebuilding
What Anthony Bourdain meant to the world
Ultimate Guide to Port Tasting in Porto, Portugal
4 Great Cocktail Bars in Glasgow, Scotland
6 Great Places for Craft Beer in York, Pennsylvania
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Fairmont Le Château Frontenac Guided Tour Review
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