Cayman Jack Escape to Paradise Sweepstakes

Posted Date: June 8, 2026

Enter to win $25,000 cash from Cayman Jack to use toward an escape-to-paradise getaway.

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If you’re new to online sweepstakes, this page walks you through exactly how it works, from entry limits and instant wins to avoiding scams and improving odds.

Prize Description:

Win $25,000 cash from Cayman Jack to use toward an escape-to-paradise getaway!

Entry Frequency: Daily Entry

Total Prizes: 1

Grand Prize ARV: $25,000

All Prizes ARV: $25,000

Start Date: May 15, 2026

End Date: September 14, 2026

Eligible States:
All states

All states

Quick Take!

Oh wow, a $25,000 getaway fund, I can already picture the family packing their bags. The prize is legit money presented as a check, so no awkward prize vouchers. Entry is a quick, toss-your-name-in and move on daily attempt, super easy with the online form. Great for families dreaming of a trip, skip it if you hate daily entry reminders.

How to Enter:

Online entry form

All Prizes

Grand Prize: (1 winner)

$25,000 check payable to winner to be used toward an escape-to-paradise getaway
Alcohol beverages are not part of the Grand Prize
Winner must have a street address within the fifty (50) United States or the District of Columbia
Winner will be required to complete a W-9 and other tax forms as the prize value exceeds $1,999

ARV: $25,000

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Good to Know:

Limit is one entry per person per day; taxes are winner’s responsibility and a W-9 will be required.

Frequently Asked Questions:

Is this sweepstakes free to enter?

Absolutely! You can enter for free, and buying anything won’t give you an edge.

How and when will the winner be notified?

Potential winner will be contacted by e-mail on or about 09/15/26 and must complete, sign and return an Affidavit of Eligibility, Liability and Publicity Release (and a W-9) within seven business days or the prize may be forfeited.

Not sure what a real winner notification looks like? See real examples of actual sweepstakes winner emails on our How to Know If You Won page.

Is this sweepstakes legitimate?

Yes, this sweepstakes is sponsored by Mark Anthony Brands Inc. and governed by the posted official rules, so you can review the rules for full details.

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