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  • Port Antonio, Jamaica
    For those who aspire to travel as trendsetters in Jamaica, it helps to know that Port Antonio, way out on the eastern end of the island, is the destination to head for. And the address to shelter at is the Trident Hotel, whose 13 waterfront villas would not look out of place on South Beach. Nor would the crowd that hangs around its infinity pool or in its restaurant, Mike’s Supper Club, where local musicians and the occasional celeb sit down to knock out tunes on the 1917 Ferrari-red grand piano. The Trident Castle, a kind of fantasy annex, is a former private residence whose grand rooms, sea-view terraces, and dollhouse-size chapel make it ideal for destination weddings. A hard road to get there? Not for guests who avail themselves of the helicopter pad.
  • Av. Alvear 1891, C1129 CABA, Argentina
    The Alvear Palace is a Buenos Aires landmark. Dreamed up by businessman and socialite Dr. Rafael de Miero, who wanted to bring back 1920s Paris grandeur to his hometown, the hotel was erected in 1932 on the corner of Avenida Alvear and Ayacucho after a decade of on-and-off construction. Then after much fanfare, it expanded in 1940, taking over an old mansion next door. For several decades, Alvear Palace was owned by the Duke of Hornes, a cousin of King Juan Carlos I, though Argentina’s economic situation saw the hotel’s reputation steadily decline. Since Anglo-Argentine developer David Sutton Dabbah (also co-owner of Patagonia’s Llao Llao Hotel & Resort) purchased the property in 1984, the Palace has been renovated and renovated again, top-to-bottom in 2011, which lowered the room count and revived the lavish Louis XV furnishings, and most recently in 2016, with the debut of sleek rooftop suites, an indoor pool, solarium, and a rooftop bar. Bathroom amenities are custom-made by Hermès. The lobby bar exudes Belle Epoque elegance, and many of the rooms, while still as picture-perfect as ever, could be mistaken for another century. There are touches of modern luxury in the spa, but over-the-top opulence is still the dominant theme running through the signature French restaurant and afternoon tea, as high society lingers.
  • Via Alessandro Manzoni, 31, 20121 Milano MI, Italy
    The Armani Hotel Milano occupies a beautiful, box-shaped 1930s palazzo in the beating heart of Milan’s fashion district. As striking as it looks from the outside, it’s arguably even more glamorous on the inside. Every aspect of its interior, from the mother-of-pearl doors to the leather-lined walls, has been either designed or approved by Giorgio Armani himself. The overall aesthetic is smart and elegant, thanks to the neutral color scheme of beiges and light grays. Special touches abound, including Armani amenities in the gray marble bathrooms, complimentary minibars, and a “lifestyle manager” appointed to each guest upon arrival.

    The hotel’s 95 rooms come in various sizes and types, ranging from Armani Deluxe rooms, with their own deep bathtubs, to two-story Armani Signature Suites, which offer stylish central staircases and their own living rooms. The seventh floor of the building houses the impressive Armani/Ristorante, with floor-to-ceiling windows that look out onto Milan’s skyline. An Armani/Bamboo Bar and Armani/SPA provide further opportunities for exquisite in-house indulgence.
  • Am Wriezener Bahnhof
    This club, housed in an old industrial warehouse, does not look unlike a mental ward and, inside, has as many fascinating levels as an Escher drawing. To dance with a sea of the coolest kids in Berlin (and Europe for that matter—it’s a landmark destination for partiers across Europe), stay on the ground floor. For a smaller scene, head to the top floor, which gradually attracts a more queer crowd as the weekend goes on. That’s the other thing: it’s only open from Friday until Monday morning. Wear plain clothes and no smile to get past the doorman. If at first you don’t succeed, come back on Sunday nights when the line is shorter and the bouncers are known to be less prickly.
  • Via dei Palchetti, 6R, 50123 Firenze FI, Italy
    One of the most fun places I dined at in Italy was Il Latini, in Florence. It’s in a large, maze-like building with aged prosciutto hanging from the ceilings, and art collaged upon the walls. Seating is at communal tables, and at times it felt like we were all at a wedding. In our case, my boyfriend and I sat with another couple from Australia, who were beginning their tour of Italy, but it’s easy to meet locals at this spot, too. The waiters and the owner are very persuasive when it comes to traditional Florentine food. I requested half of a Florentine steak, but I am sure I was given a full one—one of the largest I have ever seen served. It was cooked rare, and was extremely tender and flavorful. However, I am not much of a carnivore, and as such, my favorite part of the dinner was the fresh sage ravioli. After our meal, the waiter kept bringing shots and wine, which appeared to be on the house. There are no exact prices, and the waiter determines your meal’s cost.
  • Little Cayman, Cayman Islands
    Despite its size (10 square miles) and population (fewer than 170 permanent residents), Little Cayman enjoys a worldwide reputation among serious divers. The island is renowned for its exceptional underwater visibility and vertigo-inducing walls, especially north-shore Bloody Bay. Dive boats flock to Three Fathom Wall, where bulbous coral heads teeming with fish rise to within 10 feet of the surface. Snorkelers are likely to encounter schools of blue tang and stoplight parrot fish, as well as hawksbill turtles and nurse sharks.
  • 1 IJpromenade
    Step inside the Eye Film Institute to discover an homage to international cinema replete with interactive displays and perched like an ivory spaceship ready for launch on the northern bank of the IJ River. The striking facility, accessible via a free ferry from the main train station, houses four movie-screening rooms, a museum shop, and an exhibit space showcasing the works of masters like Fellini and Kubrick. Topping the contemporary structure is the eye-popping Eye Bar-Restaurant, where you can wash down a plate of bitterballen with beer on tap while musing about cinematography. On sunny days, a spacious terrace beckons.
  • 565 W Fairbanks Ave, Winter Park, FL 32789, USA
    It’s no surprise that the opening of this beloved gastropub back in 2007 coincided with Orlando’s rise as a culinary hot spot. While its owners James and Julie Petrakis have not stopped opening other ventures around the city (including at Disney Springs), this local favorite—known for its Cask & Larder beers and sophisticated Southern fare—has hardly waned in popularity. Start with the charcuterie platter (a spread of rillettes, dried sausage, and salami), then choose from favorites like shrimp and grits and the enormous Pub Burger, which comes topped with caramelized onions and buttermilk blue cheese. Whether you come for happy hour, dinner, or something in between, expect a lively atmosphere that’s perfectly suited to groups.
  • Woodstock, Cape Town, South Africa
    A colorful working-class neighborhood near downtown that had fallen on hard times, Woodstock has been revitalized with a mix of galleries, artists’ studios, boutiques, and restaurants. Much of the area’s original vibe remains, however, thanks to the long rows of colonnaded shops that edge Albert and Victoria roads. Among the nearby storefronts that are open throughout the week are Espresso Lab Microroasters and Luke Dale-Roberts’s award-winning restaurant, the Test Kitchen. Continuing down Albert Road, you’ll find spots like the Woodstock Co-op and the very trendy Woodstock Exchange, with a great array of places to eat and stores selling local goods. At the end of Albert Road, there’s a concentration of galleries, including the Stevenson, Goodman, and SMAC. On Saturdays, Woodstock draws crowds to the Neighbourgoods Market, a prepared foods extravaganza in the Old Biscuit Mill.
  • Volcano, HI, USA
    Why I was so surprised to find a food truck in the village of Volcano outside of Volcano National Park, I’m not sure. All I know is that it was one of the many culinary surprises on the Big Island. This truck was packed with all kinds of wonderful things, and almost all of it was healthy too. If you can find it, and I have no way of telling you where they will be parked, ask for the special drink they mix up daily, I think it has ginger it in, but they’ll know what you mean. The company is called Higher Taste Vegetarian Cafe, and this truck was parked outside of the Rainforest Gallery at Niaulani near Volcano Village. That’s the best I can do, but then again, finding the truck is half the fun!
  • 72 Rue Bonaparte, 75006 Paris, France
    The great macaron debate may forever wage on, but from the first time I tucked into a small box of Pierre Hermé’s diminutive cookies, perfectly crisp on the outside and melt-in-your-mouth soft on the inside, I knew I’d remain loyal to his interpretation. Perhaps best known for his unique flavors—foie gras and chocolate, lemon and fennel, vanilla and basil, among many others—it’s his Ispahan croissant, with rose almond paste and crushed raspberry flakes, that really keeps me going back.
  • Regent St, Carnaby, London W1B 5AH, UK
    It’s no coincidence that walking around Liberty feels as if you’re exploring someone’s grand home; the department store’s founder, Arthur Lasenby Liberty, wanted to create that very feel, and so in 1875 settled on a Tudor-style building that featured a jumble of interconnecting rooms. A wooden staircase at one end connects the six floors, and a paper room sells stationery in the store’s iconic floral Liberty print, fashion and beauty halls, a cafe, and multiple branded treatment rooms. Still, it’s the florist’s shop outside that seems to provide the main draw; as any passing tourist will attest, its colourful array of blooms is highly Instagrammable.
  • 802 S Highland Ave, Marfa, TX 79843, USA
    I fell in love. I fell in love with the town of Marfa. Safari tents. Stand alone bathtubs. Vintage trailers. Twinkle lights. Hammocks. An off the beaten path campground takes you to another world. You can choose to stay in one of their hip vintage trailers, eco-friendly safari tents, or in one of two teepees. The place fills up so all that was left was the safari tent. I felt like I was in a part of Moonrise Kingdom. It takes up 18 acres in Marfa, Texas and it has a place where they host live music, a communal kitchen, a shaded nook full of swinging hammocks, a community lounge and a small little shop filled with unique finds. It’s a place that just steals your heart and makes you wonder when you can come back.
  • 20 W 29th St, New York, NY 10001, USA
    With headquarters in Portland, Oregon, the Ace Hotel brings a dose of Pacific Northwest cool to the Flatiron District of Manhattan. Located in a turn-of-the-century building, the Ace has become a hub for stylish visitors and freelancing New Yorkers—locals often set up shop in the hip lobby to work and sip Stumptown coffee. The aesthetic is laid-back yet creative, with fun local art, free Wi-Fi, and quirky touches like tabletops made from discarded Hubble telescope lenses. The Ace is unpretentious and inviting, with a social and interactive lobby and two destination restaurants. Rooms range from small bunk rooms to spacious loft suites—offering a match for a variety of price points.
  • Chiquibil Forest Reserve, Belize
    The massive ruins of Caracol were once a major Maya metropolis in prehispanic Belize, during the Classic Period. The majority of the site is yet to be reclaimed from the forest, but the structures that have been uncovered are truly impressive. The main structure is still the tallest building in all of Belize and places you “on top of the world.” The jungle surrounding the site is teaming with wildlife, and a pair of binoculars come in handy. The ruins are located south of San Ignacio along the rough Mountain Pine Ridge Road. There are several worthwhile stops on the way, such as Rio Frio Cave and Rio On Falls, but the best stop is a cool libation at the Blancaneaux Lodge Bar.