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In the shadow of El Yunque, The St. Regis Bahia Beach Resort is situated on 486 acres of former coconut plantation and native maritime forest. There are still plenty of palms here, but now the flora also includes all manner of tropical flowers and trees, positioned around numerous trails for walking, running, and biking. Families love the resort for its many amenities, from four tennis courts and a Robert Trent Jones Jr.-branded golf course to a luxurious spa and state-of-the-art fitness center. A new partnership with Aquavento Water Sports provides equipment for everything from kayaking and paddle-boarding to fishing and sailing on nearby lakes, while the Soul of Bahia program gives guests the opportunity to volunteer with a rescue organization for local cats and dogs or help maintain a turtle sanctuary during hatching season. Still, the most popular activity might just be lounging at the pool or on the two-mile-long golden beach.

Part of a $60 million renovation following Hurricane Maria, the hotel now features a design by celebrated Puerto Rican designer Nono Maldonado and San Francisco-based firm Hirsch Bedner Associates. The plantation-style dark woods and warm browns have been swapped out for more modern, sea-inspired colors, and the 139 rooms have a chic, residential feel, with sprawling bathrooms, private terraces, and glass bar cabinets that can be stocked to your personal tastes by a 24-hour butler. Occupying a two-story building overlooking the ocean, the Casa Grande lobby is the place to go to experience the hotel’s daily Champagne sabering ritual, enjoy live music from a Steinway piano, admire the mural over the St. Regis Bar, or enjoy Greek-inspired fare at the hotel’s signature restaurant, Paros. The poolside restaurant and beach shack have also been redone to ensure uninterrupted views over the water.

Old San Juan may look, at first glance, like a few other charming cities built during the height of Spanish colonialism—Havana or Santo Domingo, for example—but what sets it apart is the extent to which its architectural infrastructure from that era remains visible. It’s the only city that has its original colonial wall almost entirely intact, and both of its principal forts are in excellent condition, remain accessible to the public, and offer panoramic views of the Atlantic Ocean (so bring your camera). Both El Morro and Fuerte San Cristobal are run by the National Park Service; guided tours will leave you with greater knowledge about the era, as well as the forts’ construction and their role in Puerto Rican history. (There are other, smaller forts in and around the capital, next to the Caribe Hilton, and in Luís Muñoz Rivera Park, plus Fort San Juan de la Crúz in the nearby town of Cataño.)

The “beautiful game” is dear to most Chileans’ hearts—you’ll even hear stories of families who could not afford a real ball and so fashioned one from layers of old pantyhose. Regardless of where the ball comes from, there is no limit to the enthusiasm with which locals embrace their national sport. When the Chilean national team is playing an international match, busy streets go quiet and a cab is impossible to find, but you’ll hear shouts erupt in unison from thousands of windows in a countrywide goal celebration. Julio Martínez Prádanos National Stadium can hold nearly 50,000 spectators; if you want a real sense of the game as experienced a la chilena, buy cheap tickets and find someone who can translate hilarious and highly off-color chants that fans spontaneously invent to goad or humiliate the opponent.

Get down and dirty on an unforgettable spelunking experience at the Venado Caves, 45 minutes from La Fortuna. The caves were formed some 15 to 20 million years ago by tectonic shifting and erosion from underground streams. In them, you’ll see stalagmites and stalactites galore, and get the chance to check out colorful frogs and fascinating marine fossils and learn about the bat communities hanging right over your head. The experience is real (and really humid)—so wise adventurers bring insect repellent, knee pads, and an extra change of clothes. Waterproof your camera, too.

This white tablecloth, fine dining restaurant in the country’s capital. Headed by Chef Alejandra Girón, who trained at Institut Paul Bocuse in France, the menu is informed by her stint in that country, as well as stages and jobs at renowned restaurants in Spain and Australia. Dishes include rabbit, veal, and tongue entrées, and a wine list that’s fairly extensive for this region.

A Hawaiian fantasyland on Oahu’s more remote leeward coast, about 40 minutes from Waikiki, Aulani is so seductive—for all ages—that many guests are loath to leave the property at all. And who can blame them? The beach is an idyllic cove (albeit a man-made one) stocked with kayaks, boogie boards, and everything else little beach bums could want. Then there are the three pools, including one for adults only and one filled with tropical fish for snorkelers-in-training, two impressive waterslides, and the biggest crowd-pleaser of them all, a 900-foot-long lazy river where guests, big and small, splash around on inner tubes as they meander around a faux-rock grotto. Goofy, Minnie, Mickey, and the rest—all in their vacation outfits—make occasional cameos at the breakfast buffet or by (sometimes, in) the pool. But while Aulani is most assuredly every kid’s dream, it is not every parent’s nightmare. The resort decor is more traditionally Hawaiian than obnoxiously Magic Kingdom; the lobby is built to recall an old canoe house, on a grand scale, and is covered in murals, painted by local artists, depicting island life. Hawaiian storytellers gather around a fire pit at night, and rooms have warm woods, with a single subtle reference to the Mouse King—a wooden carving of Mickey with a surfboard and ukulele that doubles as a desk lamp. Perhaps best of all, the Aulani has an outstanding, supervised kids’ club that’s free to guests ages 3 to 12. Babysitters are available for kids as young as six weeks old.

Old San Juan offers historically and culturally significant experiences including a walk through 500-year-old forts, visits to UNESCO sites, historic churches, museums, the second oldest cathedral in the Americas and Ponce de Leon’s mansion. Cobblestone streets and pastel buildings are perfect for exploration during the day and variety of restaurants and shops make for a complementary evening.

This little private church is probably the most photographed stop in Oia. Our rented house was right next to it but lower on the steps so we could see lots of people getting lots of photos. Married couples would take their photos next to it, photographers were offering workshops that included this spot. I woke up at 5.30AM to wonder when nobody else was around. Best time of day to walk around this very busy tourist destination.

This itinerary trades busy beaches for cloud forests, quiet rivers, and rural communities.

December 2, 2025 | 18:00–19:30 CET

On this episode of View From Afar: Live From ILTM, Nayara CEO and cofounder Leo Ghitis reveals how his resorts blend sustainability, social impact, and extraordinary natural beauty to create meaningful luxury for the next generation of travelers.

Watch the recap of AFAR and the USTOA’s virtual panel discussion.

Taste your way around the Caribbean Island—from chocolate and coffee to ice cream and roasted pork—on this self-guided road trip.