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  • Calle Vilella
    The Heladería de Lares, a 45-year-old family business, sells about 50 unusual flavors of ice cream up in the mountains. Salvador Berreto, known to the locals as Yinyo, founded the shop to commemorate the Grito de Lares, a battle for freedom that had taken place exactly one century before. Yinyo started with corn, a flavor at the heart of the Puerto Rican diet and the current bestseller. Other flavors are cod, coquito (the Puerto Rican version of eggnog), and rice and beans. Fortunately, you can taste two flavors before deciding what to buy, and the ice cream is cheap, so you can stock up. Every weekend, people form what locals like to call lines, but are really boisterous blobs extending half a block down from the shop’s entrance. While eating, people skim through newspaper clips about when Denise Quiñones, a girl from Lares, won a Miss Universe pageant, or study photos of the 1945 Fuego de la Candelaria (a fire in Lares). After reading about the history behind Lares’s anthem and running their hands over the guiro (a musical instrument played by scraping its serrated surface), people often wander outside to the Plaza de la Revolucion. Here, on a typical Sunday, artisans sell paintings of the three magi (the Puerto Ricans’ second Santa) and of flamboyanes (the national trees with orange flowers). If you have doubts as to whether it’s worth it, just ask Bill Clinton and his daughter Chelsea. In 2008, Clinton forced $100 into the hands of Yinyo’s son for a mango ice cream.
  • Calle del Cristo, San Juan, 00926, Puerto Rico
    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.
  • 493 Km. 0.7, Hatillo 00659, Puerto Rico
    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.
  • Km4 Hm 7 Carretera 413 Ramal
    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!
  • Calle Gri Gri, Punta Cana 23000, Dominican Republic
    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.
  • 6 Cll Sol, Rincon, PR 00677
    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!
  • Calle Zaragoza, Centro, 48304 Puerto Vallarta, Jal., Mexico
    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
  • 6063 Av. Isla Verde, Carolina, 00979, Puerto Rico
    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.
  • 525 Av. Franklin Delano Roosevelt, San Juan, 00918, Puerto Rico
    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!
  • 255-257 Calle Méndez Vigo
    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.
  • 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.
  • 109 Calle Jesus Cortez Torres, Arecibo, 00612, Puerto Rico
    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.
  • 202 Cll San José
    Puerto Rican plazas are laid-back gathering spaces where locals buy snacks, watch shows, play dominoes, and chat with friends. Take a seat on a bench to give your feet a break and soak up some of the everyday comings and goings. At the Plaza de Armas in San Juan, buy the kids traditional treats like sesame-seed lollipops or coconut candies and check out the fountain with the four statues symbolizing the seasons. The Plaza las Delicias in Ponce is made up of two squares divided by a cathedral—one has a statue of journalist and governor Luis Muñoz Marín, while the other is home to the Lions Fountain from the 1939 World Fair.