This Puerto Rico Resort Is Home to Stunning Villas, Chic Restaurants, and a Secluded Speakeasy

Photo: Courtesy of Annie Archer
Photo: Courtesy of Annie Archer

Photo: Courtesy of Annie Archer

A stunning string of islands with more than 270 miles of coastline, Puerto Rico oozes Caribbean charm, yet it is a mere three- to four-hour flight from most parts of the continental U.S. And since it's an American territory, you can leave your passport at home.

After a rather painless travel day from New York City — avoiding the lines at customs, no jet lag to worry about, and getting a window seat on my flight — I finally touched down in the coastal city of San Juan, Puerto Rico's most populous and widely visited destination.

Where I was staying was the real treat, though — the historic Fairmont El San Juan Hotel, located on Isla Verde Beach, only minutes from the cobblestone streets and colorful colonial buildings of Old San Juan. The property fittingly touts itself as a place where "lively urban vibes and peaceful ocean views meet."

A villa hammock at Fairmont El San Juan
A villa hammock at Fairmont El San Juan

Annie Archer

Built in 1958, the hotel evolved as a hot spot for affluent jet setters and entertainers throughout the 1960s. The allure of the resort today is undeniable, thanks to its eye-popping grounds: four pools, luxury cabanas, poolside and beachside villas, eight chic dining venues, and a full-service spa, to name a few.

My home for the next few days was the Banyan Villa, named after the property's 300-year-old banyan tree. My room was more than spacious for a solo traveler like myself, about 350 square feet, with a private terrace just steps from the pools and stunning bright gardens — a view made better from the villa's hammock.

The beautiful design doesn't stop at the hotel's rooms. In some ways, the lobby is the main event. It's the epicenter of the hotel's nightlife, where you can sip cocktails beneath a massive hand-blown crystal chandelier, dance at the on-site club, or if you're feeling lucky, pay a visit to the Foxwoods El San Juan Casino.

Photo: Courtesy of Annie Archer
Photo: Courtesy of Annie Archer

Photo: Courtesy of Annie Archer

Another highlight is the Chico Cabaret, a secluded speakeasy that's open only on weekends. Picture it: Burlesque dancers own the stage as '60s music fills the room. You can't help but be transported to an era when celebrities like Sammy Davis, Jr. and Frank Sinatra headlined the joint.

Then, there's the food. Choose from eight on-property restaurants or enjoy an in-suite or poolside meal (I did both). My favorite was the hotel's signature restaurant, Caña by Juliana Gonzalez, which serves traditional cuisine, including camarones al ajillo (garlicky shrimp, yucca fritters, sherry butter sauce) and mofongo.

Photo: Courtesy of Annie Archer
Photo: Courtesy of Annie Archer

Photo: Courtesy of Annie Archer

Beyond the resort walls, there are plenty of attractions worth exploring. Whether you're a foodie, history enthusiast, or adventure lover, the hotel offers a variety of experiences.

On my first full day, it was 92 degrees, so I opted to hop on the water with a catamaran tour. Our last stop was Culebra, a small, sparsely populated island 20 miles off the coast of Fajardo. With diamond-dusted sand and turquoise waters, it's by far one of the most beautiful places I've ever seen. And with a piña colada in hand, what could be better?

A street of Downtown Old San Juan
A street of Downtown Old San Juan

Annie Archer

The next day, the hotel organized a walking tour of Old San Juan with stops at five of the city's most famous dining establishments. We sipped coffee from beans grown on a fourth-generation family farm in Yauco and ate Puerto Rican-style pork shoulder with rice and beans all while learning about the Old San Juan's history. This experience — and the entire trip from start to finish — ensured my inner foodie and history buff were both satisfied.