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More promotion details
Full prize details
A trip for two to Italy valued at $10,000, presented as a six-night package split between Rome and Florence with travel components described in the official rules.
Organizer
Houchens
Type
sweepstakes
Entry limit
One entry per eligible participant through the official form, subject to the limits stated in the rules.
Deadline
Nov 3, 2026
Purchase
No purchase
Check your requirements
Optional check: tick only the conditions you have confirmed in the rules.
The public campaign information describes this as a United States promotion for adults aged 21 or over. Before entering, read the official rules carefully to confirm the precise territorial wording, any exclusions and the travel documents required if you were selected as the winner.
Conditions confirmed: 0 / 1.
Also check exclusions and entry limits in the official rules.
About this promotion
The appeal here is straightforward: Houchens turns the promotion into a single headline travel prize rather than a bundle of unrelated smaller rewards. If Italy is the reason you are clicking, the main thing to verify is the exact travel package and the winner obligations in the rules.
The official rules matter more than usual in this kind of promotion because they cover companion travel, booking windows and the sponsor’s right to substitute elements of the trip if needed.
Can I enter?
The public campaign information describes this as a United States promotion for adults aged 21 or over. Before entering, read the official rules carefully to confirm the precise territorial wording, any exclusions and the travel documents required if you were selected as the winner.
How to enter
Open the official Woobox entry form from the sponsor’s Passport to Italy page.
Complete the requested contact details and any required confirmations before the closing date.
Read the official rules so you understand the eligibility requirements, the prize structure and the steps a selected entrant must complete after notification.
What you can win
The advertised headline prize is a trip for two to Italy valued at $10,000. The campaign materials frame it as a multi-stop travel package connected to Rome and Florence rather than as a simple cash alternative.
That makes the rules especially important: they are the place to confirm what is included, how travel is booked and which costs remain the winner’s responsibility.
Official information
Houchens uses a direct Woobox entry route and a separate rules page. Use the form to enter, then keep the rules open if you want to verify age eligibility, travel obligations and what happens if the winner cannot travel on the sponsor’s timetable.
PrizeA used 2020 Ford F350 and a 2023 cargo trailer.
Purchase requiredWebsite form
United States (48 states, excluding Hawaii and Alaska, and D.C.)
Requirements
Be a legal resident of the 48 contiguous United States (excluding Hawaii and Alaska) or D.C.
Be 18 or older (19 in Alabama and Nebraska) and hold a valid driver's license.
Online entries come from a purchase at thewatercowboys.com during the period: one entry per $1 spent, before shipping and taxes, paid by card.
Free alternative: mail a hand-printed 3x5 card to the address in the official rules, postmarked between October 15, 2026 and February 1, 2027 and received before February 6, 2027.
PrizeStubHub cards for two Grand Prix tickets and $1,000 toward lodging.
No purchaseWebsite formRequires accepting marketing emails
United States (50 states and D.C.), excluding Alaska, Hawaii, Rhode Island, overseas military installations, Puerto Rico and other territories
Requirements
Be a resident of the 50 United States or D.C., excluding Alaska, Hawaii, Rhode Island, overseas military installations, Puerto Rico and other territories.
Be 18 or older, or 19 in Alabama and Nebraska and 21 in Mississippi.
Enter on The GIST contest page before 11:59 p.m. ET on October 26, 2026.
Subscribe to The GIST newsletter by email, which entering requires.