About this Sweepstake
Win $25,000 cash in the Cayman Jack Escape-to-Paradise Sweepstakes. Open to residents of the 50 United States and DC, ages 21 and older. Enter daily for a chance to win. Sweepstakes runs from May 15, 2026 through September 14, 2026.
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Daily entry — come back tomorrow!
You can enter once per day until the deadline. Sign up for free to get daily re-entry reminders sent to your email.
Rules & Eligibility
Open to residents of the fifty (50) United States and DC, ages 21 and older. Daily entry allowed. One grand prize winner receives one $25,000 check. Sweepstakes ends September 14, 2026.
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Create a free account to track entries, count re-entries, and get reminders.
Get alerts for new giveaways
We'll notify you when new listings go live.