Win a Free Puerto Rico Trip Inspired by TLC's '90 Day: Hunt for Love'

Image: Hunt for Love Trip of a Lifetime Sweepstakes. (Photo Credit: Discover Puerto Rico)
Image: Hunt for Love Trip of a Lifetime Sweepstakes. (Photo Credit: Discover Puerto Rico)
Patrick Clarke
by Patrick Clarke
Last updated: 1:35 PM ET, Mon September 28, 2026

Discover Puerto Rico has launched the Hunt for Love Trip of a Lifetime Sweepstakes in collaboration with TLC.

The Caribbean hotspot is giving travelers a chance to win a four-night romantic getaway valued at $4,900 during a four-month sweepstakes inspired by TLC's 90 Day: Hunt for Love, which returns for its second season on October 5.

Travelers can enter now through January 25, 2027, for a shot to win the grand prize, which includes round-trip economy-class air transportation for two from a major U.S. airport to Puerto Rico and a four-night stay for two in a one-bedroom oceanfront suite at La Concha Resort Puerto Rico. The latter features daily breakfast for two and one dinner for two at Levant by Chef Michael White.

The grand prize also includes an adventure for two at Toro Verde Adventure Park in Orocovis, two $100 dining certificates redeemable at participating restaurants in DISTRITO T-Mobile and a curated itinerary of the island's best offerings, including locations and experiences featured or referenced in the upcoming season of 90 Day: Hunt for Love.

"Puerto Rico has a way of bringing people closer—through the warmth of our people, rhythms that invite you to dance, flavors meant to be shared and experiences that turn into lasting memories," Storm Tussey, Chief Marketing Officer of Discover Puerto Rico, said in a statement.

"Through this collaboration, we're inviting fans to experience the Island that inspired the new season and discover a love story of their own—whether that means romance, reconnection or simply falling in love with Puerto Rico," added Tussey.

Travelers can visit discoverpuertorico.com/hunt-for-love to enter the sweepstakes, review eligibility requirements, prize details, restrictions and the official rules.


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Patrick Clarke

Patrick Clarke

Senior Editor

A Maryland native and wanderer who has lived across the U.S. from North Carolina to SoCal, Patrick Clarke graduated from Towson University with a B.S. in journalism. He previously worked for Bleacher

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