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Set right on a stretch of sand, Eladio’s is a superb choice for a cool drink and a bite to eat while exploring the port town of Progreso. Dine in the large restaurant under palapa roofs or sit directly on the beach. Eladio’s has been a Yucatán favorite for over 60 years; the first outpost opened in Mérida in 1952. The coconut shrimp and fish in avocado sauce are great options for daytime dining, and the margaritas are refreshing in Progreso’s heat. Look for live music, day and night, which brings in the crowds.

Those who love a terrace view—and honestly, who doesn’t?—will have plenty to drink in on San Miguel rooftops. The most dramatic view is that of El Palomar Hotel, perched at the Centro’s eastern edge, high above it all. The Rosewood boasts Luna Bar, ground zero for popping the question. Hotel Nena offers an intimate rooftop spa along with liquid refreshments, while newcomers like 1810 Hotel Boutique and Casa No Name—no name doesn’t apply to the aptly dubbed Sky Bar—share breathtaking vistas for the price of a drink.

The classic, late-morning Mexican breakfast (quite good for hangovers) is typically spicy, abundant, and sophisticated in ways quite distinct from the brunches that have become synonymous with the urban weekend—think solid, cold beer instead of innovative mimosa iterations. But for one of the town’s signature Mexican breakfasts, in one of its lushest courtyard gardens, try the Yucatecan fare at La Casa del Diezmo. And if you just can’t shake where you came from, the eggs Benedict at Lavanda prove to be artistic creations indeed, akin to lotus-flower sculptures.

International cuisine proved slow to arrive in San Miguel, but the city now boasts multiple annual international food festivals, leading to more permanent international establishments. French-themed Chamonix (pictured here), which was early on the scene, is a sure bet for any Gallic standard. Berlin Bar & Bistro enjoys long-term status in town—Carlos cooks up a popular bratwurst among other German specialties—and the Lebanese dining room Fenicia has been serving great lamb for an age. Newcomers Bhaji Curry House and Russian bistro Verintort Café have upped the ante for globe-trotting taste buds.

Few places in North America are anchored in a heritage like the Pueblo of Taos. This is the longest inhabited living arrangement in the US. The Pueblo still has ten families of around 150 native people working to maintain the culture and the adobe architecture for generations to come. A living artifact, the past and present form a delicate harmony to produce a unique travel experience. The environment says a lot about the sustainability of this community. Tucked up against the Sangre de Cristo Mountains, with the Rio flowing through the center of the Pueblo, the inhabitants have maintained their lifestyle through wars, disease, cultural genocide and environmental impact to survive. From the efficiency of their adobe walls to provide comfort against extreme heat and cold, to the guiding wisdom of elders to keep the Pueblo vibrant, the way of life preserved within these walls is a testament to the strength and vision of native people, connected to this land with over a thousand years of tradition.

Looking for traditional Mexican crafts and home wares, such as the beautifully colored, hand-painted bowls and plates you’ve eaten off of at so many restaurants? Head to La Ciudadela, an artists’ market that for more than a century has drawn craftspeople from all over Mexico to sell their goods. In addition to kitchenware (handmade, blown glass swizzle sticks are a must-buy!), there are clothes, toys, and even musical instruments available for purchase. The market is big but not overwhelming, and bargaining is acceptable.

Running three miles along the Tulum coastline, this massive beach has some of the Riviera Maya’s best conditions: soft white sand, waves tame enough for a calm swim, plus incredible shades of turquoise water. The stretch is chockablock with restaurants and beach clubs offering on-the-sand food and drinks. Along the main coastal road that runs parallel to the shore, you’ll find rustic cabins and luxurious hippie-style hotels with plenty of amenities, whether you’re looking for a bed for the night or just somewhere to grab lunch. After dark, Tulum Beach has some of the region’s best stargazing due to its secluded location and absence of city lights.

Opened by a Guadalajara native, CURRO is a contemporary art gallery showcasing edgy, conceptual work by mostly Latin American artists. Many of the pieces here are in constant conversation with the physical boundaries of the gallery, which is located in the futuristic Cube Tower designed by architect Carme Pinós.

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.

Designer Francisco Cancino is, like many of his contemporaries, interested in ushering in the new era of modern Mexican fashion, and he’s acquired plenty of admirers in the process. Stop by his Polanco atelier for his women’s clothing: all sleek lines, ample room to move, and seasonless patterns, and made in Mexico.

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.

This local favorite breakfast spot has quickly become Los Cabos’ worst-kept secret. Far removed from the main tourist zone, Restaurant Bar Campestre has for years catered to local businesspeople, families, and in-the-know visitors. Even after a renovation that upped seating capacity, it remains a no-frills flavor palace well worth the wait for a table and the effort to find it. Come early for a heaping serving of chilaquiles (strips of fried corn tortillas). They’re available with red or green sauce, and topped with chicken or steak. All the breakfasts pair perfectly with just-squeezed orange juice and cup after cup of fresh-brewed coffee.

In the daylight, tacones (high heels) can be dangerous on cobblestoned streets, but during a night on the town, they’re great for dancing. San Miguel offers something for everyone’s taste. Salsa lessons can be enjoyed at places like Hacienda Guadalupe. Live music, at clubs like VC & Friends and on rooftops like Quince or Bond’s 007 Gin Bar, brings out everyone’s best Travolta moves. The younger set opts for the dance floors at El Grito and Mint, where the velvet rope amps up the Manhattan factor. That said, what happens on the dance floor at Cent’anni (pictured here)—even after a comforting Italian dinner—tends to be much more impromptu, lively, and festive.

Don’t roll up to 199 Campos Eliseos expecting to pop in and shop; this is an appointment-only antiques fever dream, the baby of Rodrigo Rivero Lake, perhaps Mexico‘s most renowned (and obsessive) collector. Paintings, photos, books, and a seemingly endless gathering of objects from Mexico and around the world: Rivero Lake can likely tell you the provenance of all of it. If you’re an antiques enthusiast, don’t miss the opportunity to soak up his knowledge and passion for all things vintage.