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About half an hour south of Cancún stands the rickety wooden entrance sign to La Ruta de los Cenotes, a small highway leading into the jungle, populated only by the occasional souvenir stand or rental cabins. But the real attraction here is the cenotes: natural springs connected to the Yucatán Peninsula’s extraordinary underground river system. Ideal for swimming and snorkeling, the pools often feature diving cliffs, picnic grills, and maybe even a small zip line. Most forbid sunscreen and bug repellant to protect the water’s pristine quality. Top options include Las Mojarras, Verde Lucero, Boca del Puma, and Siete Bocas.

San Juan’s Condado neighborhood is Puerto Rico’s version of Miami Beach. It’s a great place for beach-lounging and people-watching, with a multitude of bars, cafés and resorts along the sand. Be aware that the water can get rough in places, so use caution when swimming. La Ventana al Mar Park sits right on the beach, and the footpath along the jetty offers great views up and down the waterfront.

It may be only 22 miles west of San Juan, but Dorado Beach, a Ritz-Carlton Reserve feels a world away. The resort has a spectacular location on a three-mile stretch of beach on Puerto Rico’s north shore, where Clara Livingston once ran a sugar plantation—and Amelia Earhart visited before departing for her fateful world tour. In 1958, Livingston sold the property to Laurance S. Rockefeller, who turned it into the first of his legendary Rock Resorts. Known for his green streak, he designed the hotel to respect the local beauty, mandating that buildings could not be taller than the surrounding palm trees.

The Ritz-Carlton—which reopened in October 2018 after a meticulous restoration following Hurricane Maria—pays homage to that original vision. Here, every room is beachfront, with floor-to-ceiling sliding doors that disappear into ocean views, plus deep soaking tubs, outdoor showers shaded by gardens, and either spacious balconies or private plunge pools. As part of the property’s renovation, rooms were refreshed with a color palette that amplifies the natural beauty just beyond the doors. Additionally, the grounds showcase 3,000 new plant species, the spa is offering new locally inspired treatments and cuisine, Encanto Beach Club Bar & Grill features a refreshed dinner menu, and the Positivo Sandbar debuted an omakase and ceviche bar directly on the sand. There’s even an entirely reimagined signature restaurant, Coa, which serves farm-to-table fare cooked on the grill. Still standing strong on the verdant, 1,400-acre grounds are the five 18-hole championship golf courses. The biggest challenge is pulling yourself away from the luxury of the resort to tee up a shot.

The Mercado Agrícola de Montevideo is a must-see for both architecture- and culinary-minded travelers. The majestic cast-iron structure is one of the most elegant buildings erected in the early 20th century in Montevideo. And while the Mercado del Puerto has been converted to a home for upscale restaurants, the Mercado Agrícola remains a working market. A walk through its food hall provides a chance to sample the best of Uruguayan produce as well as sauces, jams and sweets. The market also regularly hosts musical performances.

As of May 2018, El Conquistador Resort and Las Casitas Village are closed indefinitely, due to damage sustained during Hurricane Maria.

Situated atop a 300-foot bluff on the eastern tip of Puerto Rico, El Conquistador Resort, a Waldorf Astoria Resort, spreads across 500 acres overlooking the converging waters of the Caribbean Sea and the Atlantic Ocean. A stay at El Conquistador is a transformative experience. Guests can relax at the Eucalyptus steam room, enjoy exotic cocktails while gazing at the El Yunque Rainforest, or even kayak around a private island. Guestrooms and suites are divided into five villages, and feature ocean views, 23 restaurants, an 18-hole golf course, a state-of-the-art aquatic playground/water park for families, and the resort’s private island, Palmino Island, featuring water sports and white sand beaches.

“For those folks who enjoy camping, Hix is the Four Seasons. And for those who stay only at the Four Seasons, at Hix they will think they are camping.” So goes the saying of the owners of Hix Island House, located on remote and beautiful Vieques Island. Puerto Rico’s first sustainable lodging facility, the hotel caters to guests who know that going green and living luxuriously are not mutually exclusive. Rooms come with See Design bedding as well as Frette robes and towels. Solar panels provide power, and wastewater from each room supplies the lush gardens. Canadian architect John Hix is responsible for the hotel’s striking concrete exterior, which stands in stark contrast to the surrounding hills, yet provides guests with both privacy and sweeping views out to sea.

The Riviera Maya’s most beautifully styled adventure park begins with a reception area inside a natural cave. Tours here include Latin America’s highest zip lines over the tropical forest, amphibious vehicles you drive through caves and jungles, and swimming and rafting through underground rivers. Though Xplor is a family-friendly attraction, it may be better suited to teens and adults because of the physical activity required. If you don’t have all day, book Xplor Fuego, the nighttime admission: Temperatures are cooler, torchlight adds an exotic touch, and you soar over the trees by moonlight.

One of the most luxurious Western guest ranches, opened in 2005, Paws Up Montana, in Greenough, sprawls over 37,000 acres of classic Montana landscape: elk-filled meadows, rocky peaks, and ponderosa pines in the Blackfoot Valley, with the river of the same name running through it all. The most sought-after accommodations are the “glamping” tents on the banks of the Blackfoot or along Elk Creek that are available May through October and organized into five separate camps, taking just six guests each. The camps combine a Western lifestyle with an African safari formula: canvas suites with private baths, a communal dining pavilion with fireplace and fire pit, private camp chef, and butlers to help organize guest activities. Families and friends who prefer four walls between themselves and nature stay in enormous wood-and-stone villas with heated hardwood floors, fireplaces, leather furniture, huge flat-screen TVs, and panoramic windows; some of these homes come with outdoor hot tubs and tented bedrooms for kids.

All guests have the opportunity to hike, rappel, canoe, play paintball, take cooking classes, and more, but the main action is on-site fly-fishing and horseback riding for all levels on 100 miles of private trails or in a 23,000-square-foot equestrian arena; adults and kids 12 and up can help move small herds of Black Angus cattle on sample stock drives. If parents want private adventure time, kid wranglers entertain young’uns. In the evening, communal entertainment takes place in a renovated barn that serves as stock sales venue, dance floor, and movie theater. Despite the busy activity menu and flow of golf carts transporting guests to and fro, the ranch is large enough, and accommodation so widely spaced that guests can survey the landscape and not see anyone.

Charco Azul, in the north of the island in Vega Baja, Puerto Rico, is one of the most well known swimming holes on the island, and accessible by a short path from the parking area. The hole is 15 feet deep in places, and ideal for swimming while enjoying the small waterfalls that feed into it.

The beauty of the island doesn’t get more mesmerizing than this! Bring lunch and plan to stay for a while.

Note that the bathrooms have not been repaired post Hurricane Maria.

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 is known for its atmospheric and historic hotels, but none quite match the Gallery Inn for personality and creativity. Composed of six intertwined town houses, this endlessly fascinating hotel beckons guests to wander through its nine interior gardens and patios, and seven parlors and porticos. Dating to the mid-1700s, the oldest building, La Cueva Del Indio, is located above Old San Juan’s north walls, meaning the views out to sea are the same ones that captivated the conquistadors.

Owner Jan D’Esopo, is a well-known sculptor and her works dot the hotel’s meandering interior, which has enough comforts and homey character to avoid feeling like a museum. Equally unique are the 25 rooms, decorated with everything from silk screens and watercolors to sculptures and paintings. Some even feature elegant, four-poster beds and balconies with views of the ocean. Just don’t expect to watch TV—one, there are no TVs, and two, the views out over the old fortress walls are better than anything on Netflix.

True, it’s not much to look at, inside or out, but this humble shop produces the best handmade sandals in all of Puerto Vallarta. Samples of the various styles of leather sandals, or huaraches, hang on white pegboard; choose one you like and try it on for size. If it doesn’t fit, don’t worry; the resident zapatero can make a pair custom fitted to your feet.

Plaza Cívica, or Civic Plaza, is Ensenada’s central square, buzzing with locals and visitors. Busts of some of Mexico‘s most important historical figures populate the plaza, along with vendors selling everything from used books to jewelry, crafts and street-food snacks. A gigantic flag and, often, musicians make this a uniquely Mexican spot, perfect not only for shopping but also for photos.

When famed chef and restaurateur José Andrés opened this Mexico City restaurant in 2015, it was his first franchise outside of the U.S. and Puerto Rico. J by José Andrés is located inside the W Hotel in the upscale neighborhood of Polanco, and the interior design would be a satisfying experience even if the food wasn’t absolutely fantastic. All reds and yellows and just short of over-the-top elements (e.g. dozens of tassels) evoke Spain and bullfighting, but in a way that’s totally contemporary and delightfully playful—much like Andrés himself. (If you really want to play, there’s a foosball table in one of the rooms in the restaurant.) Thankfully, the food is fantastic, too. Like the decor, the menu evokes Spain, with classic recipes like ham croquettes alongside dishes that incorporate Mexican elements. Think traditional paella, but garnished with squash blossoms.

Over the past two centuries, the covered market at Borough, not far from London Bridge, has become one of the country’s most famous foodie spots. From Wednesday to Saturday each week hundreds of traders gather to sell homemade breads, hand-reared pork, artisan chocolate and all manner of ingredients—plus excellent coffee, fresh juices and organic wine. Plentiful samples add to the convivial vibe, and restaurants around the market’s edge provide additional sustenance for longer stops.