Travel Guard World's Unluckiest Traveler Contest – Win $10,000 Cash & More

Your worst travel disaster could turn into a $10,000 payday in the Travel Guard “World's Unluckiest Traveler” Promotion. Share the major trip mishap you still tell stories about for a chance at the cash Grand Prize, while eligible voters can also try for a GoPro action camera and kit. Turn an unlucky travel memory into something worth celebrating and enter while you can.

Limit

• Contest entrants must be legal residents of the 50 United States or District of Columbia who are age 21 or older, or residents of Canada excluding Quebec who are age 19 or older. The Promotion is void where prohibited.
• Limit one Contest Entry per person and email address. During the Voting Period, eligible voters may submit one Vote and receive one Sweepstakes Entry per person and email address per day. Limit one prize per person and household.

How to Enter - Travel Guard “World's Unluckiest Traveler” Contest:

Contest Entry: Visit https://www.worldsunluckiesttraveler.com/ and submit either one video or one photo, together with a title and a story describing your personal major travel disaster experience. The story must be typed in English and contain at least 500 but no more than 3,000 characters. Entrants must also provide their full name, email address, phone number, date of birth, country and state, province or territory of residence. The submission must meet all Official Rules and Submission Guidelines.

Sweepstakes Entry by Voting: During the Voting Period, visit https://www.worldsunluckiesttraveler.com/, vote for one eligible Contest Entry and submit your email address. Each valid Vote provides one Sweepstakes Entry. Eligible voters may vote once per person and email address per day and may vote for the same or different Contest Entries on different days.

Random Drawing

Contest: Eligible Contest Entries are judged from 10/06/2026 through 10/16/2026 using equally weighted criteria covering how well-written and amusing, humorous and/or compelling the story is; whether it reflects the entrant's personal major travel disaster experience; whether the submitted photo or video is from that experience; and whether the submission is family-friendly, respectful and appropriate. Eight finalists are selected and announced on 10/26/2026. Public voting determines the Grand Prize winner and three Runner-Up winners, with the highest vote totals determining placement. Contest winners are announced on or about 11/30/2026.

Sweepstakes: One Sweepstakes winner is selected in a random drawing from all eligible Votes received during the Voting Period. Potential winners are contacted by email and/or phone on or about five days after the Voting Period ends and must return required eligibility and liability/publicity documents within seven days. Contest and Sweepstakes winners are confirmed from 11/10/2026 through 11/29/2026, with the Sweepstakes winner announced on or about 11/30/2026.

Prizes - Travel Guard “World's Unluckiest Traveler” Sweepstakes

Contest Grand Prize:

• 1 winner receives $10,000 USD cash, or $14,203.54 CAD.
• ARV: $10,000 USD / $14,203.54 CAD.

Runner-Up Contest Prizes:

• 1 second-place winner receives $5,000 USD cash, or $7,101.77 CAD.
• 1 third-place winner receives $3,000 USD cash, or $4,261.06 CAD.
• 1 fourth-place winner receives an AWAY Aluminum Edition carry-on suitcase.
• Suitcase ARV: $625 USD / $887.72 CAD.
• Total ARV of all Contest Prizes: $18,625 USD / $26,454.09 CAD.

Sweepstakes Prize:

• 1 winner receives one GoPro action camera and kit.
• Total ARV of Sweepstakes Prize: $480 USD / $681.77 CAD.

Total ARV of All Prizes: $19,105 USD / $27,135.86 CAD.