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  • 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.
  • La Perla, San Juan, Puerto Rico
    In the heart of El Viejo San Juan, the Plaza Colón (Columbus Plaza) is so much more than a place honoring an important piece of San Juan’s history. Sure, snapping an Instagram photo in front of the bronze statue of Christopher Columbus, credited for the first discovery of the island, is definitely a “must-do.” Find a local and in your best Spanish accent say “Perdón, podría tomar una foto por favor?” Or play it safe and ask another tourist in English (they’re not hard to find!). Either way, stay and hang out. Explore the local artists’ tents (like this one, with rings and bracelets made from brightly colored ceramic beads and recycled aluminum, customized to fit). Pick out unique, inexpensive gifts for loved ones and, of course, something to remember the trip! And don’t ignore the ringing bell of the sorbet vendors selling “coco frio” for $1. Try a scoop of papaya y piña to help cool off in the heat of the Puerto Rican sun.
  • 158, Calle Flamboyan, Vieques, 00765, Puerto Rico
    Designed by Fuster + Architects, an award winning firm located in San Juan, Puerto Rico, El Blok takes its visual cues from the surrounding light, land and sea. In addition to being a playful structure, it is highly functional and built to withstand storms and hurricanes (a big plus anywhere in the caribbean!). It is located at the beach, at the start of Esperanza’s sleepy malecon, with its low-key seaside huddle of restaurants, bars, and stores, most of them back open after hurricane Maria’s devastating sweep of the island.

    I loved my room, one of the spacious corner suites. The way the space captured the light was uncanny, every time I got back to my room, a new play of light beams and shadows was waiting for me. The restaurant downstairs serves up amazing food, hands down the best I had on island. Executive Chef, Carlos Perez. brings to the table a delicious, fresh take on Puerto Rican cuisine, centered around their bayahonda mesquite fired grill and Rotisol rotisserie. Just don’t expect much of a breakfast at the hotel. I took a short walk each morning to some cafés nearby, to grab a coffee and omelet. El Blok’s rooftop bar was ‘the’ place to hang in the evenings with locals and travelers alike, while listening to amazing music. When we were there, the duo Más Que Dos was playing and it made for an all around perfect sunset.

    El Blok currently has 22 rooms and is adding another 11, slated to open in summer 2019. We were warned about construction noise between 8am and 2pm, but I can honestly say it didn’t interfere at all with my stay. It’s of course when you’re supposed to be out and about anyways, exploring the island!

    Rates start at $140 per night plus tax.

    A heartfelt thank you to Discover Puerto Rico (@DiscoverPuertoRico) for 3 days in beautiful Vieques and a fun stop-over in San Juan, Puerto Rico.
  • 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.
  • 300 Calle San Francisco, San Juan, 00901, Puerto Rico
    The mallorca (“my-your-cuh”) is the iconic Puerto Rican sandwich that’s typically eaten at breakfast, washed down with a cup of coffee. When I was in Old San Juan, I had more than my fair share at Cafeteria Mallorca. The mallorca is a soft, buttery bun that’s classically sliced in half, both sides generously buttered and then the sandwich is pressed between the hot steel plates of a griddle. Before serving, it’s generously dusted with powdered sugar. Oh yum! How can you go wrong with butter and sugar? It took me one bite to get hooked and before you know it, I had ordered another one but this time – jamon y queso….ham and cheese. It too came with a generous dusting of powdered sugar. Ham, cheese, sugar. I know, it sounds like an odd combination but don’t knock it til you try it because it’s good, so good, it’s addictive! The bread was slightly crunchy on the outside, soft on the inside. The mallorca was warm, buttery, sweet and savory, every bite made my tastebuds sing with joy! If you decide that mallorcas are not your cup of tea, the menu also offers up eggs, pancakes and cereal along with coffee, tea and juices. Conveniently located in the heart of Old San Juan, Cafeteria Mallorca is a homey and unpretentious place that’s a throwback to the simple cafeterias of days gone by. Great place to bring the kids!
  • Calle Cementerio, San Juan, 00926, Puerto Rico
    San Juan Cemetery lies on the coast adjacent to El Morro (San Juan’s beloved fort) and nestled in the district La Perla, a rougher part of town. Its statues and tombs make it as beautiful as a New Orleans cemetery. Exiting El Morro, head down the grassy field to your left to catch this flustering overhead view. On this day, a powerful storm was rolling in, casting everything in gray.
  • 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.
  • Suppose I told you there was a small, remarkably idyllic and fairly unpopulated island in the Caribbean just a short distance from the mainland United States, an island so immaculate, plans were in the works to make it a National Wildlife Refuge, an island with a beach rated one of the best beaches in the world, an island where you could basically do whatever you wanted along its iridescent shores with little chance of being interrupted by prying eyes.... What’s the first thing you’d do? Well, if you were the U.S. military back in 1901 and the destination in question was the island of Culebra, you’d blow it all to hell! For nearly 75 years, bombs pounded Flamenco Beach on Culebra, la “Última Virgen,” while the U.S. military used it for target practice. Protests drove the Navy away, but some relics remain on the once pristine sands as a reminder of how never to treat one of the best strips of beach in the world. During the weekends, Flamenco Beach can get fairly crowded with “mainland” Puerto Ricans taking the ferry over for a day in the sun, so I recommend you make time during the week for a more secluded experience. There are vendors nearby, but not too near, to make your stay a pleasant one with local cuisine and plenty of ice-cold beer.
  • La Isla de Guilligan (Gilligan’s Island, though not the one from the television show) is a popular hangout for Puerto Rican locals. I myself am only home for several weeks a year and I still go once or twice every year. The island is sometimes isolated and sometimes crowded. It boasts snorkeling (I’ve spotted many anemones, fish, crabs, starfish, and barracudas), calm water perfect for floating and swimming, and several trees from which you can jump into the water. It’s off the coast of Guanica, and there are two ways to get there. Either take a ferry (call 787-821-5706 for more information) or rent a kayak from Mary Lee’s by the Sea. If you choose to do the latter, you might want to take your kayak to Isla Ballena (see my highlight “Kayaking and Snorkeling and Hoping for Whales”). This tends to be a day trip, so I suggest you have some food. You can either pack up your own or, if you take the ferry, place an order before embarking and tell them when you’d like to have it delivered. There are picnic pavilions that you can claim if it’s a calm day or you get there early.
  • C29M+7X7, Isabela, 00662, Puerto Rico
    This is a great place to spend a free day in Puerto Rico. There are many interpretative trails in this park, and all are free and open to the public. Some lead to caves, others lead to beautiful views.

    There are also many covered areas for picnics. The trails are mostly leveled off and easy hikes, although some can be a bit more challenging. Be sure to bring lots of water, as it can be humid. Also, bug spray will be your friend! If you plan to take a trail that leads to a cave, be sure to have a flashlight with you as well.
  • 1055 Ashford Ave, San Juan, 00907, Puerto Rico
    Built in 1919, the Condado Vanderbilt Hotel is a Spanish Revival landmark, perched majestically above the Atlantic Ocean. From its opulent lobby to its luxurious guestrooms, the property fuses its storied past—it’s hosted everyone from European and Hollywood royalty to captains of industry—with distinctly modern amenities, making for one of San Juan’s best stays. Spread over a historic building and two towers, the 212 guestrooms feature stone-topped vanities, French windows, and ocean views, while the 107 suites include separate sitting and dining areas, L-shaped balconies, and 24-hour butler service. At the beach club and four pools, guests can also look forward to cabanas, personal butlers to bring refreshments, and assistance from a tanning and hydration specialist.

    When hunger strikes, the Vanderbilt is prepared with three different dining options. Hit Tacos & Tequila for escabeche pork tacos and Patron margaritas; Ola Oceanfront Bistro for Puerto Rican cuisine and water views; or, if you’re in the mood to splurge, 1919 Restaurant for sophisticated fare by Michelin-starred chef Juan Jose Cuevas. Also on-site is VC Lounge for expertly mixed cocktails, Marabar Martini Bar and Lounge for live jazz, Veritas Wine and Cognac Bar for rare vintages, and Avo Lounge for fine cigars. When you need to detox, head to the spa for indoor–outdoor treatments, rainforest showers, and hammam rituals.
  • Natales, Región de Magallanes y de la Antártica Chilena, Chile
    Genuine Magallanes fare such as open-flame, spit-roasted lamb is what you find on the menu at this bucolic oceanside estate on the Eberhard Fjord in Patagonia. Aperitifs in hand, visitors can watch how the flavor-packed food that just keeps coming is prepared, and the service is a paean to Patagonia’s renowned hospitality. Connoisseurs recommend ordering the matambre, an especially tasty cut of beef. Tables hold parties of six or more, and individual diners are seated with whatever group can accommodate them. Reserve on the restaurant’s website (and remember that mobile service can be intermittent in this corner of the planet). Open mid-September to late April.
  • Guavate, a section of Cayey better known as the Ruta del Lechon (“Pork Highway”), bursts into a rush of food-infused ecstasy every Friday and Saturday. People from all parts of the island come to watch someone roast a whole pig over the open fire before chopping it with a machete. Side dishes abound. I recommend sorrullos (corn sticks), bacalaitos (cod fritters), alcapurrias (fritters made of plantain dough and stuffed with meat), and rice with different types of beans. The blood sausage is not for me, but my father and boyfriend devour it every chance they get. Here in the mountains, shacks of all sizes let you pick your poison—beer, piña colada, or mojito (made from lime, mint leaves, rum, and sugar)—and drink to the beat of salsa and reggateon music. This creates the euphoric atmosphere for which Puerto Ricans are so famous. The cherry on top of the piña colada: Guavate lets you absorb the laughter, music, and food for a reasonable price. If you want the pig, but not the rambunctiousness, take your food to El Yunque National Forest and eat it by a waterfall (see my “Swimming Under a Hidden Waterfall” highlight). To find it, get on Luis A. Ferre Expressway, take the exit toward PR-184, and follow the signs for Guavate. You’ll start seeing pork soon after you take PR-184, but wait about fifteen minutes (until you’re around km 27) before you stop to get all the real action.
  • Malecón, Zona Romántica, Amapas, 48399 Puerto Vallarta, Jal., Mexico
    This novel walking tour combines a power work-out with sightseeing. You’ll climb a steep hill to reach a look-out spot with sweeping views of Vallarta and Banderas Bay, then descend to see Elizabeth Taylor’s and Richard Burton’s former homes (and the bridge that connected them), a tortilla factory, Cuale gardens, and a chocolate shop. Lots of samples and healthy snacks are included, as are plenty of photo ops.
  • km 1, Blvd. Kukulcan, Puerto Juarez, Zona Hotelera, 77500 Cancún, Q.R., Mexico
    This sleek outdoor mall sits in the lavish neighborhood of Puerto Cancún, known for its marinas, golf course, and luxury homes. The shopping center features international brands like Zara and Sephora, along with a stylish, upscale food court featuring its own bar, views of the marina, and cuisine from all over the globe (think Thai fusion, raw bar, gourmet burgers, French bistro, sushi). For entertainment, the expansive Cinépolis movie theater has a VIP section with cozy recliners and table service right to your theater seat. Though designed for tourists, the theater is popular with local crowds, as well, thanks to its convenient location between the Hotel Zone and downtown. On weekends you can catch performances throughout the mall, including live music and acrobatic shows.