Live the Island Life, Win a Luxury Sandals Vacation!

Dreaming of a tropical escape? Enter the Elvis Duran Sandals Flyaway Sweepstakes for your chance to win a 4-day, 3-night all-inclusive vacation for two at a stunning Sandals resort of your choice. The grand prize includes a stay at a Sandals “couples only” resort in Jamaica, The Bahamas, Curaçao, or Saint Vincent & the Grenadines. Your stay will be completely all-inclusive, covering all meals, snacks, premium beverages, live entertainment, land and water activities (including daily scuba diving for certified divers and snorkeling), plus free Wi-Fi, resort taxes, and gratuities. The prize also includes one Island Routes Tour voucher, round-trip airport transfers, and two airline credits of up to $500 each. This unforgettable getaway has an approximate retail value of $5,054 and offers the perfect mix of adventure and relaxation.

At a glance

Free, no purchase needed. Apply and wait to be picked. US residents only. Ended September 27, 2026.

What it is

Live the Island Life, Win a Luxury Sandals Vacation! is a sweepstakes entry listed on TrySpree.

Who offers it

The offer is run by elvisduran.iheart.com; TrySpree links to it and does not ship anything itself.

How to claim

Click "Get Sample" to open the offer and fill out the brand's form; you must apply and be selected.

Status

Posted August 21, 2025; marked expired on September 27, 2026 and no longer available.

Where

Open to US residents.