World’s Unluckiest Traveler Contest – Win $10,000 or a RIMOWA Suitcase!

Have you ever had a trip go hilariously wrong? From misadventures on cruise talent shows to landing at the wrong airport and completely upending your plans, Travel Guard wants to hear about it! The World’s Unluckiest Traveler Promotion is your chance to share your funniest, most unforgettable travel fails and turn bad luck into epic prizes.

Simply upload a photo or video along with your story describing your unlucky travel moment — the more outrageous, the better! Your tale of mishaps could make you one of the lucky winners walking away with a life-changing reward: $10,000, $5,000, or $3,000 incash, or a sleek RIMOWA carry-on suitcase for your next adventure.

This is more than just a sweepstakes — it’s a celebration of the hilarious, unpredictable, and unforgettable moments that make travel truly memorable. Whether it’s a minor blunder or a full-on disaster, your story could be the one that turns your travel misfortune into fortune.

So, gather your photos, recount your funniest travel tale, and share your misadventures. Your unlucky trip could be your luckiest win yet!

Limit: Only one entry is permitted per submission. The minimum age limit to enter the giveaway is 21.

How to Enter in World's Unluckiest Traveler Contest:

Contest Submission Period: October 7, 2025, 9:00 AM CDT – November 12, 2025, 11:59:59 PM CDT

To enter:

Visit worldsunluckiesttraveler.com. Submit one video or one photo along with a title and a story describing your unlucky travel experience. Provide your full name, email address, phone number, date of birth, country, and state/province/territory of residence.

World's Unluckiest Traveler Contest Winner Selection:

Eligible Contest Entries received during the applicable Contest Submission Period will be posted on the Website for public voting based on the following equally weighted criteria:

1. Well-written with a clear beginning, middle, and end.
2. Accurately reflects the entrant’s personal unlucky travel experience, and the entrant was the actual traveler or travel companion.
3. Amusing or humorous.

The entry receiving the highest total votes will be the Grand Prize Winner. Entries with the second, third, and fourth highest votes will be Runner-Up Prize Winners.

World's Unluckiest Traveler Free Cash Giveaway Prizes:

One Contest Grand Prize winner will win $10000 cash.

Three Runner-up Prizes:

One winner will win $5000 cash.

One winner will win $3000 cash.

One winner will win Rimowa carry-on suitcase. (ARV: $950) 

World's Unluckiest Traveler Sweepstakes:

Limit: Daily one vote/sweepstakes entry is allowed per eligible person. The minimum age required to enter the giveaway is 21. It is void in Quebec.

How to Enter in World's Unluckiest Traveler Sweepstakes:

During the Voting Period for the Contest, visit www.worldsunluckiesttraveler.com, and submit your vote for one of the eligible Contest Entries and enter your email address to be eligible for the sweepstakes prize drawing.

World's Unluckiest Traveler Sweepstakes Winner Selection:

Voting period: November 13, 2025 to December 5, 2025

One winner will be selected randomly after the end of voting period.  

World's Unluckiest Traveler Giveaway Prizes:

One sweepstakes prize winner will win one GoPro action camera and kit. (ARV: $480)