Puerto Rico Holiday Sweepstakes

Let the music take you to Puerto Rico!

The rhythm doesn't stop when the show ends. Let the Latin GRAMMYs be your introduction to Puerto Rico's holiday season filled with music, traditions, and local flavors. Enter our holiday sweepstakes for a chance to experience the Island's festive spirit, from the energy of the Fiestas de la Calle San Sebastián (SanSe) to golden sunsets by the sea. 

Explore the Magic of the Holidays on the Island

Enter for a chance to win a Puerto Rico getaway during SanSe:

• Roundtrip economy-class flights for two (2) to Puerto Rico
• A five-day, four-night stay for (2) adults at Aire de O:live, in a Sal de Arena Suite with beachfront views, from January 20-24, 2027
• A $250 dinner certificate for two at Dante
• A catamaran tour for two with East Island Excursions
• A VIP experience at the Fiestas de la Calle San Sebastián (SanSe) at Nono's in Old San Juan on January 21, 2027

Sweepstakes Entry Period: November 11, 2026 through November 13, 2026.

Winner Notification: The winner will be notified via email on Monday, November 16, 2026.

Hotel reservations must be made by January 1, 2027, through [email protected], and require guests to be 21 or older with a valid ID and credit card. Advance reservations are also required for the catamaran tour and dinner. Flights for two (2) must be on the same itinerary to Luis Muñoz Marín International Airport (SJU) from a major U.S. airport near the winner's residence.