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Founded in 1954, La Cueva, in the seaside town of Barranquilla, gained renown as a favorite watering hole of some of Colombia’s most famous artists, writers, and intellectuals, most notably the so-called Barranquilla Group—which included Gabriel García Márquez—and painter Enrique Grau. All-night affairs were said to be equal parts pontification and house party, with a dollop of boogie. Today’s La Cueva serves a varied menu and invites visitors to relive the bohemian spirit of the artists who put this place on the map (some of their faces adorn a portrait that takes up an entire wall). Jazz bands play here on Wednesdays and Thursdays.

El Prado, a grand hotel that stands as a testimony to Barranquilla’s golden days as Colombia’s gateway to the world, is now on the nation’s registry of historic places. When it opened in 1930, it boasted of being the first luxury lodging in Colombia, with private bathrooms and telephones in every room. Narcotraficante interests acquired the property in the 1980s and made it an operations center, which drove away legitimate guests. But after government seizure and decades of decline, things are once again on the upswing. Don’t miss the expansive pool and its shady vegetation, especially when the mercury soars (day passes are available). And afternoon aperitifs or lunches beneath these palms are always a welcome respite.

Located in the charming neighborhood of Colonia Lafayette, Hotel Demetria is among Guadalajara’s trendiest boutique hotels. In addition to stylish rooms, a rooftop pool, and a popular restaurant, the hotel features a contemporary art gallery and bookstore on its mezzanine level. Even more impressive, however, is the fact that the steel-and-glass structure is sandwiched between two pieces of architectural history—Casa Franco and Casa Quiñones, designed by Mexican modernist masters Luis Barragán and Pedro Castellanos, respectively.

A Carioca version of the São Paulo classic, the Rio Astor has two straightaway advantages: It sits on a magical city corner, at the start of Ipanema, just across from the beach, and it has a wide, airy terrace. From there, visitors delight in its drink menu (one of the city’s most complete) as waiters scurry hither and yon at cocktail hour, serving draft beers, which are called chopps and which somehow taste creamier here. The Astor also features a wide-ranging menu that updates Brazilian classics with unusual ingredients and more ambitious presentations of standards like arroz com feijão. The entire mix translates to one of Rio’s winningest combo of bar-rail and white tablecloth venue.

Since 2014 the last word in Rio for contemporary cuisine has been Lasai. Chef Rafael Costa e Silva cut his teeth in the kitchen at the Basque country’s famed Andoni Aduriz. At Rio’s Lasai, he presents two menus—Festival and Don’t Tell Me Tales—both of which aim to take diners on a culinary tour of Brazil via local ingredients and garden vegetables. You can order your own wine bottle, of course, but the proposed pairings are highly recommended. The warm-toned surroundings and multinational staff ease you into the restaurant’s vibe. For these reasons and more, Lasai—one of seven Michelin-starred restaurants in the city—merits your visit.

A Madrid-based gallery that showcases some of Guadalajara’s best artists, Travesía Cuatro serves as a bridge between the European and Latin American art scenes. Perhaps more impressive than the work on display, however, is the gallery’s setting inside Casa Franco, a 1929 Mediterranean-style home designed by the father of Mexican modernist architecture, Luis Barragán. The landmarked space has the casual feel of a home—that just happens to have a fantastic art collection.

The dive sites scattered around the Maldives are some of the best in the world, teeming with underwater life and vibrant coral—and boasting excellent visibility. Banana Reef, a North Male Atoll spot that owes its name to its curved shape, was one of the first places to put the Maldives on the map for divers. The protected marine area is marked by cliffs and overhangs, sheltering the barracudas, snappers, and groupers below. The reef is also set up for snorkeling, and even those swimming near the surface will be able to see schools of fish, sharks, and manta rays.

These ruins, rediscovered in 2011, reveal a fundamental part of Rio and Brazil history (and indeed that of humankind itself). On the unearthed stones, slavery left its mark; this site was South America’s largest slave port at which, between 1811 and 1831, it’s estimated that between a half-million to a million captured Africans were unloaded from ships and sold as slaves. Buried in 1843 to make way for a different wharf, this blot on history was hidden (at least for a time) but came to light once more as the neighborhood was being fixed up for the Olympics. It was named a World Heritage Site in 2017 and merits a visit, if only to recognize and atone for the tragedy it represents.

Housed across a 1940s mansion and modernist tower, Casa Fayette is a stylish boutique lodging inspired by Guadalajara hometown hero Luis Barragán. With the architect in mind, Milanese interiors firm Dimore Studio designed the hotel’s 37 rooms in a Mexican palette of artichoke, salmon, and burgundy, adding a mix of custom and European furnishings by the likes of Pierre Frey and Michael Thonet. Downstairs, public spaces take on a global-chic aesthetic informed by the surrounding Lafayette neighborhood. Graphic cement tiles line the pool and spa area, while a glam brass-and-wood bar complements tropical-palm-patterned seating in the restaurant.

Colombians from the Caribbean coast, known as Costeños, are immensely proud of their cultural, musical, literary, and historical heritage, all of which are on display at this interactive museum. The country’s famous shore stretches from the jungles bordering Panama up through the historic cities of Cartagena, Barranquilla, and Santa Marta, all the way to the deserts of La Guajira. Multimedia exhibits here offer insight into the region’s indigenous cultures, and into the varied musical expressions that have emerged along the long coastline.

Beginning right at the entrance to downtown Cancún (kilometer 0, where the median is also home to a spacious outdoor gym) and tracing the Hotel Zone’s entire northern stretch, this wide, red-paved path is a favorite for runners, in-line skaters, and cyclists in search of outdoor exercise with a merciful bit of shade (the path along Boulevard Kukulcan is lined with jungle flora, palm trees, tropical plants, and a smattering of hotel entrances). Locals especially love working out on the Ciclopista early in the morning and in the evening, when temperatures are cooler.

There’s a lot to recommend the Camino Real in Polanco, especially if you’re an architecture and art aficionado. The hotel, designed by the late Mexican architect Ricardo Legoretta, is considered one of his master works; the shape of its pink and yellow exterior is intended to call to mind a pre-Hispanic pyramid, and its caldera-like fountain in the driveway, designed by Noguchi, is perpetually roiling. Inside, you’ll find museum-quality art, including pieces by Mexican masters José Luís Covarrubias and Rufino Tamayo, as well as Alexander Calder. Rooms are large, quiet, and comfortable, and the hotel, a favorite among business travelers, has a full complement of amenities, ranging from pools and a fitness center to a number of restaurants, including Morimoto.

The best of Brazil is only a short walk from Cabo San Lucas’s downtown tourist heart. Madeira Bistro, a burnt-orange corner joint, features a wide entrance and wall made nearly entirely of windows. The airiness invites breezes in and allows the intoxicating aroma of the rodízio-style grilled meats to waft out. Here, round after round of rib eye, hanger steak, top sirloin, and other preparations are served, along with sides of basil mashed potatoes, coleslaw, sweet potatoes, and more. The food keeps coming until you cry uncle. The knowledgeable staff is there to help with pairings and perhaps wheel you out.

One of the capital’s original contemporary cocktail bars, Limantour ranks #20 on the World’s 50 Best Bars list. Mixologists here take their sweet time to make drinks, so don’t plan on stopping by if you’re in a hurry; the idea is to slow down and savor the experience of having a drink crafted carefully for you. Cocktails are named for places that inspire them or from which their spirits were derived. Try the Pernambuco, prepared with paprika-infused Cachaça from Brazil and mixed with a compote of plantain, vanilla, and lemon.

Put on your comfortable shoes and head to the many trails of Cayman Brac to see wildlife, as well as scenic and geological sights. There is a path for all skill sets. Listen to the mating calls of the parrots flying above at the National Trust Parrot Reserve Hiking Loop, or descend carefully into Peter’s Cave and move through the various layers to discover a truly breathtaking natural wonder. Most hotels have a brochure of all the hiking trails; this includes images, difficulty, and a brief description of each trail.