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  • 401 Biscayne Blvd, Miami, FL 33132, USA
    Even if you’re in Miami for a short amount of time, it’s important to get out on the water. Take a 90-minute sightseeing cruise departing from downtown Miami and you’ll cruise past Brickell Key, Fisher Island, and the stretch known as Millionaire’s Row on Miami Beach, as well as get a great view of the Miami skyline and the big cruise ships steaming out of the Port of Miami. The tour passes the homes of Shaquille O’Neal, Gloria Estefan, Julio Iglesias, and Al Capone, the house where Scarface was filmed, and more.
  • Families visiting this coastal city will find outdoor adventure at beaches, waterparks, and islands. Above it all, a thrilling Ferris wheel with air-conditioned seats (really!) beckons view seekers. Back on land, kids may encounter camels and wild animals, and learn about desert culture. Yes, the younger set can easily have fun in this largest emirate.
  • It’s time to experience island time at your own pace, with your toes in the sand and a cocktail in hand. Sip a happy-hour rum concoction at a beach bar, watch the sun go down with a glass of wine at an open-air bar, or sip a cold local beer while dancing the night away to live music—in the sand.
  • Jamaica is much more than just the beach. The island’s great outdoors includes thick rain forest, numerous waterfalls, rivers on which the sport of rafting was born, swimming holes, and more. Jamaica’s natural beauty has been the set for more than one Hollywood movie, and if you really can’t drag yourself away from the beach, the bioluminescent bays offer a different form of outdoor adventure.
  • Along its Atlantic and Caribbean coastlines and in its mountainous interior, the Dominican Republic rolls out the welcome mat for all types of travelers. Whether you feel most at home in a clifftop villa with a private butler, a treehouse in the jungle, or a thatched-roof bungalow on a pristine beach, you’ll find your ideal hotel on this magical island.
  • Given its long history—including time before records or even writing—Scotland has a wealth of fascinating sites to visit. Spread across the country, from the Borders in the south to the Shetland Islands (which are closer to Norway than to most of Britain), these must-see attractions range from standing stones and prehistoric settlements to ancient abbeys, medieval battlegrounds, and Jacobite monuments.
  • 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!
  • Robben Island, Cape Town, 7400, South Africa
    One of South Africa’s most famous sights, Robben Island is located four miles to the west of Cape Town. Its history as a prison is almost as old as the first Dutch settlement on the cape, dating all the way back to the 17th century. Today, the island is a UNESCO World Heritage site and museum, offering guided tours by former prisoners. After visiting the graveyard and maximum-security facility, guests can finish with a stop at the cell of the island’s most famous prisoner, Nelson Mandela. The half-hour ferry ride to Robben Island includes breathtaking views of Cape Town and Table Mountain. Just note that the ferry only runs three times a day in the low season; in the spring and summer, there’s an additional departure in the late afternoon. Book your tickets far in advance.

  • St. Vincent and the Grenadines are home to a wide variety of restaurants, from fine-dining spots in luxury resorts to authentic local joints on St. Vincent and Union Island. Don’t miss the great beach bars on Bequia and, if you’re lucky enough to be visiting Mustique, the famous Basil’s Beach Bar on Britannia Bay.
  • Many rivers to cross, and beaches to check out, and swimming holes to test: Jamaica offers visitors a busy schedule of taking it easy. When the most difficult hike on your itinerary ends at a rain forest waterfall, you know you’ve come to the right island.
  • 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.
  • 317 C. de la Fortaleza, San Juan, 00901, Puerto Rico
    Chef Peter Schintler’s San Juan restaurant remains one of the capital’s top fine dining destinations after more than a decade in operation. Marmalade, located in Old San Juan, has allowed Schintler to experiment with international flavors and techniques picked up at previous stints in kitchens around the world, including one at New York’s fabled Le Cirque. While beloved by omnivores and travelers who will jet-set for cocktails, vegetarians especially appreciate Schintler’s menu, which includes a spiced cauliflower meze and hand-rolled black truffle pappardelle. Reservations are definitely recommended.
  • Berlin, the urban center of Germany, caters to anyone’s interests. If you’re a history buff, visit Museum Island, a UNESCO World Heritage Site in the River Spree consisting of five museums, including the Museum of Islamic Art. If there’s time, take a tour of Brandenburg Gate, the city’s most famous landmark. For art lovers, the East Side Gallery can’t be missed. If you’re traveling with family, be sure to spend time in Prenzlauer Berg, which has children-friendly cafes, shops, and playgrounds. There’s also a popular flea market there on Sundays.
  • A weekend trip to visit Berlin offers just enough time to explore some of the city’s history and cultural hotspots, and, of course, tuck into some German cuisine and street food (hello currywurst). If it’s a meet the locals sort of weekend you’re after, pick a few neighborhoods to focus on: perhaps the restaurants, street art, and galleries of Mitte and Friedrichshain? Don’t miss the East Side Gallery. And, on Sunday, Prenzlauer Berg for its open air flea market. A perfect weekend indeed.
  • With 800 miles of coastline, the Dominican Republic boasts more than 200 beaches, from remote stretches of sand with limestone cliffs and no crowds, to soft shores with calm waters. On this varied island, you’ll also find populated beaches lined with all-inclusive resorts and restaurants; coves that are difficult to reach but worth it for the privacy; and shores backed by coconut palm groves and towering sand dunes. Whether you want to swim in tranquil water, surf major waves, or simply relax and do nothing, you’ll find a place for that here, along with standout beauty.