An Insider’s Guide to Puerto Rico: Where to Eat, Stay, and Play

If Bad Bunny’s Super Bowl halftime show taught us anything, it’s that Puerto Rico is more than just a vacation spot. It’s a way of life.

Vivier Lo Boricqua The project takes center stage as Levi’s Stadium transforms into a scene inspired by the Caribbean island (and Nuevayol) all the way to Brooklyn’s Toñita’s Social Club.

The Grammy Award-winning artist sings almost entirely in Spanish, matching Puerto Rican rhythms. “Bad Bunny” was joined by Ricky Martin and “Tití Gaga,” who danced on stage in a baby blue Luar dress by Dominican-American designer Raul Lopez. It was even called out across America, culminating in a powerful sentiment: The only thing more powerful than hate is love.

Nearly 135 million viewers tuned in, breaking the record for the most-watched halftime show ever. So if you’re thinking of booking a flight to San Juan, you’re probably not alone.

My own first trip to Puerto Rico was three years after Hurricane Maria. Driving through the countryside, the worst natural disaster in the island’s history still leaves its mark. I see blue tarps affixed to roofs and bare trees slowly returning to their former green glory. While visiting Kaye’s family, I heard stories about how strong the wind was. Went out the next morning to check on the damage and found that the rainforest appeared to have been burned, with all the vegetation stripped away. Five months without electricity, playing dominoes and picking fresh papayas from my grandfather’s house Tia Noida and Tio In Efrain’s backyard, the stories are similar, but always end with a faint smile and “things could be worse.”

Puerto Rico has long since regained its old-world charm and modern flair. According to Discover Puerto Rico, the island continues to boom and will welcome approximately 7.5 million visitors by 2024, with a total economic impact of $18 billion. “In 2025, Puerto Rico reaches new heights, reaffirming the island’s status as a premier global destination,” said Storm Tussey, CEO of Discover Puerto Rico.

The island’s versatility provides travelers with choose-your-own adventure activities. Whether you’re looking to escape the winter blues or simply enjoy the latest news while traveling alone, you’ll find a unique experience here. new york times Bestsellers as your only companion.

For personal chef Anjelica Velázquez, flying to the island was a moment in itself. “When the plane landed, ‘Bienvenido a Puerto Rico’ was playing from the speakers and the whole cabin erupted in applause,” Velázquez said. “As soon as I stepped off the plane, I was greeted by the unmistakable smell of the sea and the warm embrace of the island’s humidity. It felt like my ancestors were praising my safe return to my homeland.”

Commercial Real Estate Director Alex Zyndorf finds Puerto Rico the perfect haven for solo travelers. “It feels like you can travel far without worrying about where you put your passport,” Zyndorf shares.

This is also the home of Eli Valentin, co-founder of the creator commerce platform Fourthwall. For Valentin, who was born and raised on the island, “Introducing others to the real Puerto Rico is one of my favorite things to do. It’s wonderful to see people learn more about our culture and get in touch with our way of life. They know this paradise is not far away.”

Without further ado, here’s Puerto Rico’s ultimate playbook, filled with newfound gems from industry insiders near and far. Book your flights to the Caribbean’s crown jewel now—no passport required. As Benito reminds us, remember More photos.

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The Cuartel de Ballajá, where local artisans sell handmade jewelry and art, dates back to the 1800s and was built to shelter Spanish troops and their families. Several arts organizations are also based here, and the Museum of the Americas is also located on the second floor.

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