You Could Win a Fly-and-Drive Vacation to Puerto Rico This Summer

Image: Aerial view of San Juan, Puerto Rico. (Photo via iStock/Getty Images/Medioimages/Photodisc)
Image: Aerial view of San Juan, Puerto Rico. (Photo via iStock/Getty Images/Medioimages/Photodisc)
Laurie Baratti
by Laurie Baratti
Last updated: 5:22 PM ET, Tue May 4, 2021

Discover Puerto Rico, the island's non-profit Destination Marketing Organization (DMO), is inviting aspiring travelers to come explore its Caribbean homeland with a fly-and-drive vacation-and possibly do it on someone else's dime! Puerto Rico has just been selected by Advance Auto Parts as one of five U.S. destinations for its 'Discover New Roads' summer road-trip sweepstakes.

Participants have a chance at winning a three-day/two-night vacation package to Puerto Rico-roundtrip airfare included, courtesy of Discover Puerto Rico-with a stay for two at Caribe Hilton in San Juan, a $100 dining credit, tours provided by Castillo Tours and a two-day car rental courtesy of Advance Auto Parts. The winner will be able to take his/her trip anytime within the next 12 months, with no blackout dates applied.

Legal U.S. residents, ages 18 and over, are eligible for entry with no purchase necessary. Just head to the online entry form and fill out your contact information and destination preference (other first-prize destinations are Myrtle Beach, South Carolina; The Outer Banks, North Carolina; Tampa Bay, Florida; and South Padre Island, Texas.

"An ideal way to experience a new place is to discover the freedom of the open road with a fly-and-drive vacation. And, with responsible travelers seeking a safe U.S. destination with a plethora of outdoor attractions in this time of social distancing, Puerto Rico is a great option for those looking to travel safely later this year," said Brad Dean, CEO of Discover Puerto Rico.

"At Advance Auto Parts, it is our purpose to help travelers advance and provide everything they need to ensure their next road trip is their best. Selecting Puerto Rico as one of the vacation package destinations was a no-brainer, given the abundant options of natural wonders and itineraries the Island has to offer," said Jason McDonell, Advance's executive vice president of merchandising, marketing and e-commerce.

Because Puerto Rico is a U.S. territory, it uses the U.S. dollar, so there's no need to worry about exchanging currency. It's also conveniently excluded from the CDC's requirement to provide a negative COVID-19 test result in order to return to the mainland United States.

However, the island does have its own entry requirements, set by the Puerto Rican government. A negative PCR molecular COVID test taken within 72 hours of passengers' arrival is currently required in order to enter Puerto Rico, regardless of the individual's vaccination status.

Travelers will need to upload negative PCR molecular COVID-19 test (rapid tests aren't accepted) results to the Puerto Rico Health Department's online portal and are also required to fill out a Travel Declaration Form prior to their departure. Failure to do so results in a $300 fine, per an executive order released at the end of April. Those who are still awaiting results must quarantine until they are reported and have up until 48 hours after their arrival to upload their results without being fined.


For the latest travel news, updates and deals, subscribe to the daily TravelPulse newsletter.

Topics From This Article to Explore

More From TravelPulse

Laurie Baratti

Laurie Baratti

Assistant Editor

Laurie Baratti is an Assistant Editor for TravelPulse. She is a San Diego-based journalist whose work has previously appeared in publications like TravelAge West, SPACE, Modern Home + Living, Montage, and Sandals Life magazines. Travel writing has long been her passion, and she is always looking for excuses to explore the world outside of her native California. Laurie is also a lifelong equestrian, a proud pet-parent, and an underground advocate of the Oxford comma.

Grow Your Travel Business With Certified Courses

Travel Agent Academy
Travel Agent Academy
Majestic Resorts Specialist ProgramDiscover all-inclusive luxury at Majestic Resorts in paradise.
Travel Agent Academy
Travel Agent Academy
Los Cabos Specialist ProgramSell the magic of Los Cabos: luxury, adventure, and endless sunshine.
Travel Agent Academy
Travel Agent Academy
Allianz Specialist ProgramProtect every journey with Allianz Partners Travel Insurance.
Travel Agent Academy
Travel Agent Academy
Majestic Resorts Specialist ProgramDiscover all-inclusive luxury at Majestic Resorts in paradise.
Travel Agent Academy
Travel Agent Academy
Los Cabos Specialist ProgramSell the magic of Los Cabos: luxury, adventure, and endless sunshine.
Travel Agent Academy
Travel Agent Academy
Allianz Specialist ProgramProtect every journey with Allianz Partners Travel Insurance.

Don't Miss These Travel Agent Events and Trainings

Upcoming Webinar
Every Island Tells a Story: Part 2 – Selling the Caribbean Through Immersive ExperiencesWednesday, August 19, 2026
2:00pm Eastern
Continue the journey in the second installment of our Every Island Tells a Story webinar series. This...
Upcoming Webinar
The Art of Destination Recommendation: Alternative Destination Strategies for Travel AdvisorsTuesday, August 18, 2026
2:00pm Eastern
What if your next best sale is a destination your client hasn’t considered—and you’ve never visited?...
Upcoming Webinar
From Interest to Booking: Selling HANKYU × PONANT Japan CruisesFriday, August 21, 2026
4:00pm Eastern
Take the next step in selling HANKYU × PONANT Japan cruises with a practical, advisor focused look at...
Upcoming Webinar
Every Island Tells a Story: Part 2 – Selling the Caribbean Through Immersive ExperiencesWednesday, August 19, 2026
2:00pm Eastern
Continue the journey in the second installment of our Every Island Tells a Story webinar series. This...
Upcoming Webinar
The Art of Destination Recommendation: Alternative Destination Strategies for Travel AdvisorsTuesday, August 18, 2026
2:00pm Eastern
What if your next best sale is a destination your client hasn’t considered—and you’ve never visited?...
Upcoming Webinar
From Interest to Booking: Selling HANKYU × PONANT Japan CruisesFriday, August 21, 2026
4:00pm Eastern
Take the next step in selling HANKYU × PONANT Japan cruises with a practical, advisor focused look at...