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  • Puerto Ferro, Puerto Rico
    One of my favorite places in the whole world—Vieques! I’m actually a little apprehensive to share, because I’d love to keep it the semi-secret it is. If you time it well, you can have this beach all to yourself.
  • While one nation, the islands of St. Vincent and the Grenadines couldn’t be more different—geologically, ecologically, historically, even culturally. What ties them together, however, is their unspoiled nature, breathtaking beauty, and laidback vibe.
  • While it’s true that Aruba has some of the calmest waters and most stunning beaches in the Caribbean, it also boasts attractions like animal sanctuaries, museums, golf courses, casinos, and great shopping, making it hard to ever be bored on this magical island.
  • Exploring Anguilla’s multiple beaches is an adventure in itself, with each one offering a distinct atmosphere and activities. But there’s also lots to do away from the white sand—you can delve into the island’s history, hike the rocky eastern edge, and shop for local crafts.
  • If you’re staying in Grenada, there are countless options for accommodations, from large resorts and boutique hotels to intimate cottages and luxurious villas. Spots like Mount Cinnamon and Spice Island Beach Resort feature suites with private pools, while Silversands Grenada—the first luxury hotel to open on the island in 25 years—brings true lavishness, with its thermal spa and 330-foot infinity pool. For something more low-key, there are places like Maca Bana, which offers secluded villas and a beachfront restaurant. Whether you’re looking for sea views, white sands, a great beach bar, or a centrally located stay, you’ll find something to suit your needs on the Spice Isle.
  • 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.
  • 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!
  • 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.
  • 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.
  • Even visitors who have never cared about jewelry before find themselves mesmerized by the black pearls found in French Polynesia, scanning the loose pearls at pearl markets, visiting farms where the gleaming little seeds are cultivated, heading to the Robert Wan Pearl Museum (where, of course, you can buy the lovely items on exhibit). At the Papeete Municipal Market, or Marché de Papeete, browse the spectacular local fruit and fish, but stop by the stands selling locally produced vanilla and fragrant body products made with monoi oil (which is coconut oil infused with the scent of flowers). While you’ll hardly need a souvenir to remember these magical islands, it can’t hurt to pick up a gift made here.
  • 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.
  • Esperanza is located on the southern side of Vieques island with a laid-back vibe reminiscent of Key West. This small town has an main street that runs parallel to the ocean called “El Malecón” that is dotted with friendly guest houses, funky bars and even gourmet restaurants. It makes a great base for exploring the island’s treasures: it’s walking distance to Playa Esperanza and Sun Bay and only a 10-20 minute drive to the secluded beaches in the wildlife refuge.
  • 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.
  • For fresh foods, souvenirs, and beautiful local produce, farmers’ markets and local shops peddle a wonderful assortment of island goods and produce.
  • For dining experiences that range from formal resort restaurants to scruffy beach shacks dishing up conch salad and conch fritters, your Bahamas vacation will offer lots of flavor. Chefs like Jean-Georges Vongerichten and Nobu Matsuhisa have imported their brand of fine dining to the islands, but you can find simpler fare, too, in resort dining rooms and beach bars from Harbour Island to downtown Nassau.