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Sunny days should be cherished, and Puerto Rico offers plenty of them. Beaches are wonderful when you’re seeking to escape the heat, but Old San Juan will have you embracing the rays and feeling just as wild and free. The whole family will have a blast running around the fields of El Morro, tirelessly trying to keep a cat- or airplane-shaped kite soaring through the air. At the Plaza del Quinto Centenario, where water shoots up from the ground in foamy jets, join the locals as they gather around to frolic and cool off.

Much of Mexico City’s fervid contemporary art movement—galleries and collectors abound; the scene is now a launching pad for Mexican artists looking to conquer the world—can be traced to art patron Eugenio López Alonso, heir to the Jumex packaged-juice fortune, who over decades has amassed Latin America’s most extensive contemporary art collection and brought dozens of artists to the international spotlight. The collection’s flagship museum, itself a work of art by the British architect David Chipperfield, is a surprisingly intimate exhibition space that supports a rotating calendar of shows; the basement bookstore will delight bibliophiles and design freaks alike. Right nearby lies the Museo Soumaya, whose dramatic architectural form (which earned it the nickname “the Blender”) makes up for a collection some consider erratic.

This woman-owned artisanal aged-cheese producer was on the front wave of what is an increasingly vibrant local food movement. Wanda Otero, a microbiologist, decided to start her business in part to offer Puerto Ricans an alternative to expensive imported cheeses. She has since expanded into yogurt-making, and her products are now sold in supermarkets and found on the menus of the island’s finest restaurants. Travelers can visit the Vaca Negra facility for a tour, which includes the opportunity to make their own cheese.

You can find a number of small craft boutiques in Rincon, but none as eclectic as The Mango Beach Shop. Owned by a longtime resident of Rincon, one of the first non Puerto Ricans to call the west coast home, it’s a local legacy and favorite. Whenever I want to bring home a piece of local flare to friends and family, this is always my first stop. They have custom-made T-shirts, sarongs, jewelry, paintings, and more. Tell Milena that Chelsea sent you!

The laid-back restaurant Carbon Caribbean Cuisine takes you on a culinary journey around the Caribbean. You can order typical dishes from Cuba, Jamaica, Puerto Rico, and, of course, the Dominican Republic. Popular with locals, Carbon offers a glimpse of island life beyond the beaches and resorts.

Looking for something really unique to bring back from your time spent in Puerto Rico? Grab a t-shirt from Uncharted Studio (or a trucker hat, a bag, some stickers...). Established in 2005, this place put custom silk screening shirts on the map for Rincon. They use 100% ringspun cotton tees for a nicer quality and feel. and their printing solvents are non-chemical, soy and citrus based. Talk about eco-minded! This is something you want to support! Your trip to Rincon is not complete without stopping here for a t-shirt!

To stay at the Verana, an eco-lodge outside Puerto Vallarta, guests take a 30-minute boat ride to the village of Yelapa. (Dolphins accompanied me on the journey.) Scattered on a jungle hillside are eight variegated cottages and stand-alone rooms. My cottage, Palapa, had no walls, which maximized the views of the Bay of Banderas. A gang of chatty wild parakeets provided my wake-up call. The hotel spa offers facials and massages, and you can relax by the pool, which is crafted from concrete tinted in the hues of the local trees, rocks, and clouds. —Karen Catchpole

A landmark property perched between the city and the ocean, the El San Juan blends Old World elegance with tropical vibes. The famed hotel reopened on December 14, 2018 after a full restoration following Hurricane Maria and now features updated guestrooms, public spaces, and landscaping. Thankfully, the original feel was left intact, and details like the iconic chandelier and hand-carved mahogany ceiling in the lobby remain. Guests can still sip Champagne under sparkling crystals at the Chandelier Bar or party the night away at BRAVA, but now they can also sample Puerto Rico’s national spirit at rum bar 1958, grab a glass of vino at Wine Bar, or refuel with locally roasted Alto Grande coffee at El Cafecito. Also new to the property is Caña, a locally minded restaurant from Puerto Rican chef Juliana Gonzales, and Chico Cabaret, a hotspot off the lobby featuring live entertainment.

Ranging from guestrooms in the grand tower to villas surrounding the pool and beach, the 388 rooms all feature floor-to-ceiling windows with city, ocean, or pool views, as well as modern conveniences like sensor-activated air-conditioning, large HDTVs, and complimentary Wi-Fi. When not lounging on their Lovell Plush mattresses made exclusively for the hotel, guests can take a dip in one of four pools, sunbathe on the two-mile-long Isla Verde Beach, or visit the brand-new, tri-level Well & Being center for balancing spa treatments and fitness classes on the open-air rooftop.

Coco frios are sold on every corner during the high season (fall and winter) in Puerto Rico. Cold, fresh coconut water is the lifeblood of island living. Literally, if you were ever stranded on an island, you could sustain yourself on what’s inside a coconut (just ask Les Stroud). There is a difference between coconut water and coconut milk. Coconut water is clear to translucent and not as sweet—you harvest this from a fresh green coconut that has just fallen, or is ready to fall from the tree. It might taste unusual at first if you have never tried it, but this is actually the best form of natural electrolytes to replenish yourself after a workout or surf session. Watch the roadsides for the carts and folks with machetes—because this is your hint that coco frios await you!

The customary dessert of Puerto Rico, the brazo gitano (gypsy arm), can be found at Franco’s in Mayaguez. This place has been around for generations, preparing the rolls for local markets and grocers and also for their own store. The cake is rolled into a log shape and then pumped with a filling. This one is a zanahoria (carrot) cake with a cream cheese filling. You can find many types of rolls, with all sorts of fillings. The traditional ones contain fruit jams. When in Mayaguez, be sure to stop here for this delicious roll.

Spain takes its food seriously. After all, it’s the country that gave birth to El Bulli and, as of 2015, has 169 Michelin-starred restaurants (11 in Madrid alone). So it comes as no surprise that a top hotel on a main boulevard in the capital should be home to one of these temples to gastronomy, the two-Michelin-starred Santceloni. But the Hotel Hesperia Madrid doesn’t content itself with just a world-class restaurant. No, this sleek retreat—decorated boldly by some of Spain’s top designers, including Pascua Ortega, Erico Navazo, and Mercedes Gonzalez López-de-Carrizosa—is devoted to the best of contemporary Spanish dining, with a total of three acclaimed restaurants and a sultry scotch bar attracting the most discerning palates in Madrileño society. In between decadent meals—and exploring the ritzy shopping and myriad sights just outside the hotel’s front door—work up an appetite at the open-air gym up on the rooftop, yet another of the Hesperia’s claims to fame.

A new 16-bungalow beach retreat lures travelers to Mexico’s Pacific coast surf town of Puerto Escondido. When the sun goes down, locals and guests hit the underground dance club. From $213. This appeared in the January/February 2014 issue.

La Poza del Obispo (Bishop’s Pool) is a hidden treasure near the Arecibo Lighthouse in Puerto Rico. This beach is loved for its contrast. You will find a calm spot (though it can get rough in bad weather) where you may float, swim, or simply stand around talking to friends. This area is surrounded by limestone rocks. On the rocks and beyond them, as you near the open sea, large bursts of water spray into the air. The water is so clear that a fish and I once became friends. He kept swimming by my side and stopping when I stopped. The tiny silver and blue fish amused me for quite a few minutes. It’s a clean little area where you can sift through seashells and, if you snorkel, you can take a peek at coral on the rocks. Feel free to bring food and have a picnic, since there are a couple of tables and trashcans around.

When I first moved to the island, I joined a friend in the Old City for a tour and lesson on the history of Puerto Rico. When passing by this little section of town near Pigeon Park, my friend and native-turned-tour-guide said that this was the smallest house in Old San Juan. Wow, okay, so this little yellow portion is technically a house? I’ve visited this site several more times since then and have never actually seen anyone enter or leave this door. Whether it’s true or not, it makes for a cool story and great photo.

On Puerto Rico, horses roam the farms, the mountains, the town centers—and also the beaches. A couples’ horse ride at sunset is a perfect way to kiss the day good-bye. With Tropical Trail Rides, in the northwestern municipality of Isabela, you can take a two-hour ride through the forest and by the beach as the sun sinks down toward the water. Make sure you take the opportunity to break for a hike or a swim along the way. On the north side of the island in Manatí, Kerry’s Horses designs personalized sunset rides by the beach or through nature reserves.