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Even if it weren’t arguably the grandest hotel in all of Prague, you’re simply not going to find a more centrally located address than the five-star Four Seasons. At the foot of the Charles Bridge in medieval Old Town—with views across the Vltava to Prague Castle in one direction and over the Jewish Quarter and Rudolfinum Concert Hall in the other—the 157-room property is, in fact, three distinct historic buildings—one Baroque circa 1568, another Neoclassical from 1827, and the last an 1883 Neo-Renaissance edifice—tied together by a contemporary main building built in 2001. Given a sumptuous makeover by renowned French designer Pierre-Yves Rochon in 2012, the rooms and public spaces feel at once stylishly modern and timelessly refined. Though the neighborhood’s attractions beckon, don’t miss a chance to dine at CottoCrudo, the riverside Mediterranean restaurant and bar that is considered one of the city’s best.

Colombian fashion designer Silvia Tcherassi took the design world by storm when she transformed a 250-year-old mansion in the center of Old Town Cartagena into a contemporary refuge that honors both past and present. Mansion Tcherassi’s seven rooms blend fashion-forward decor (think sparkly gold throw blankets) and original features such as restored stone walls and private balconies, but the vibe is much more understated, with ethereal fabrics, soft colors, and natural wood, in the 42 neutral-hued rooms at sister property Tcherassi Hotel & Spa. You can order fresh-caught seafood and icy raspaos (traditional drinks made with fruit and condensed milk) at the restaurant, while carpaccios, pizzas, and ceviches are on the menu on the rooftop lounge; the Italian restaurant at the mansion extends to a cozy patio facing a plunge pool and vertical garden made with thousands of local plants. After a day spent exploring Old Town’s historic buildings, relax with a Chinese medicine–inspired treatment in the spa, or take a dip in one of the property’s four pools.

Once the center of commerce in Charleston, the City Market is now the heart of tourism. Although its location near the cruise terminal can make it feel like a kitschy open-air market in the Caribbean, the tackiness is part of its charm. Yes, you’ll find Christmas ornaments painted with Rainbow Row and enough cutely packaged pralines to give you a stomachache, but you’ll also see Gullah artisans weaving the finest examples of sweetgrass baskets available. Peak season brings 140 different merchants, and weekends include live music and food vendors. The market’s a requisite stop for any visitor and a one-stop gift shop for loved ones back home.

Design junkies will find plenty to love at The Cape on Monuments Beach. Designed by Mexican architect Javier Sánchez, the hotel eschews resort staples like wicker and rattan for a sleeker look that marries mid-century standards with locally sourced furnishings and art. In the 161 spacious guest rooms, leather headboards and copper-leafed tubs complement private tiled balconies with ocean views. The style extends to the public spaces, which include Manta (acclaimed Mexican chef Enrique Olvera’s globally inspired seafood restaurant), a saltwater pool, and a spa that’s cleverly tucked into a natural rock formation.

This modern 11-story hotel, built on the end of the beachside Larvotto strip, is a chic but unpretentious family-friendly resort that attracts travelers for its prime location and the amicable Mediterranean-style village atmosphere. Guests come for the three restaurants, spa, and two pools (one with an artificial sand-bottom lagoon), plus the Bay Casino, jammed with the latest high-tech slot machines. If guests want to relax, chances are they head to the lounge chairs surrounded by the botanical gardens or head down the road to the Monte-Carlo Beach for water sports. The comfortable, sleek, contemporary-style rooms have dark or blond wood furnishings, duvet-covered beds, plasma-screens TVs, and spacious white bathrooms. Another highlight is the sea-view terraces, with a dreamy vista of the illuminated pool, gardens, and the Sporting d’Eté complex. The highly affordable off-season prices are a deal, considering the Principality’s mild climate is reliably sunny, even during the winter.

One of the world’s most iconic hotels, the Pera Palace first swung open its doors in 1892 and has been a meeting point for travelers in the city for more than 100 years. Ernest Hemingway and Agatha Christie clicked at their typewriters in the guest rooms, Greta Garbo once wafted through the sumptuous lounge, and Alfred Hitchcock drew inspiration for his films while staying here.

The neo-Baroque interior was created by legendary French-Ottoman architect Alexander Vallaury, and luscious jewel-toned Turkish carpets and grand chandeliers immerse guests in the glamour of a bygone age as soon as they step through the front door. The original antique elevator still trundles guests to their rooms, where Old World furniture, classically inspired burgundy textiles, and decadent roll-top baths provide oodles of 19th-century elegance.

The Pera Palace is a timeless grande dame of the golden age of travel and is as much a part of the fabric of Istanbul’s history as the city’s monuments.

As rivalries go, this one is up there with Coke vs. Pepsi. Which of these two cultural institutions’ pastry chefs make the best version of Vienna’s famous Sacher torte? The Hotel Sacher is a historic property and, by legal right, has been recognized as the original home of the classic dessert. But a few blocks away on posh Kohlmarkt street, just steps from the Hofburg Palace, the pastry shop Demel proudly still carries the official title of royal confectioner. Both houses ship this spongy chocolate cake, covered with chocolate icing and layered with apricot jam, all over the world. But nothing beats tasting the sweet treat right there in old Vienna.

Key West doesn’t have many swimmable beaches, but this elegant 1920 oceanfront resort sits on the largest private one in town—an 1,100-square-foot strand punctuated with tall palms. While the shoreline itself is on a rocky shelf, a long dock extends out to the shallows for laps and snorkeling. Just off the beach, two large pools are set into green lawns and lush landscaping in front of the Spanish-style main building, which is on the National Register of Historic Places. The hotel’s wooden coffered ceilings, arched entryways, red-tile roofs, and other key architectural details recall the hotel’s glamorous heyday, while the clean, refreshed rooms are entirely modern, with sleek wood-framed beds, white linens and curtains, and ocean views. Children under 16 stay for free and babysitting is available for adults who want to take a break at the Spa al Mare, which has an open-air cabana right on the sand for al fresco massages and treatments.

The Pestana Hotel Group has a knack for turning historical properties into luxe hotels; the Pousada de Lisboa is no exception. Situated on Lisbon’s grandest square, the Praça do Comércio, the 90-room property inhabits the elegant former home of the Ministry of Internal Administration. Furnishings combine clean, modern lines with ornate wall moulding and a neutral color scheme dominated by pale greens and whites. Choose one of the mezzanine rooms for views of São Jorge Castle; the high-ceilinged Suite Praça do Comércio offers sweeping vistas of the square and River Tagus from two large windows. The hotel’s RIB Beef & Wine restaurant caters to the expense account crowd, specializing in premium cuts of meat aged for 14, 28, or 60 days and served with a regional touch: Lodosa piquillo peppers. There’s also an indoor pool lined with loungers, and a spa offering a full range of treatments, including a body scrub inspired by the scents of Madeira and the Algarve.

Formerly Blue Sydney.

Carefully constructed around support beams and pipes from a 100-year-old wheat and wool wharf, this hotel offers a beautiful mix of old and new that juts out into the Woolloomooloo harbor. The Heritage Level is where you’ll find original wooden pier pilings, metal wheels, and conveyor belts that date to 1910, but classic touches such as early-20th-century photographs of Sydney are scattered throughout the property. Goose down bedding, plush furnishings, walk-in showers, and in-room iPads make modern travelers feel right at home, and the bar that runs the length of the central atrium—hanging Swarovski crystals shine pink and purple in the evening candlelight—often hosts fashion shows and cocktail events. Most rooms have sliding glass doors that take advantage of the hotel’s over-water location between the Royal Botanic Gardens and Rushcutters Bay; they open to either the city skyline or the Potts Point naval base. Maritime history buffs should book the latter and check out the site on the wharf from which sailors boarded ships for Gallipoli.

A former 18th-century bishop’s palace in Korčula Old Town, this Relais & Châteaux property has been meticulously restored into an all-suite luxury hotel. Each of the five rooms is decorated along a different theme inspired by the Silk Road and the explorer Marco Polo, who is rumored to have been born on Korčula. The two-bedroom China Suite features low-slung furniture, red pillows, and a scene-stealer of a terrace with views across the town and coastline, while the one-bedroom Arabia Suite includes an all-white color scheme and intricately carved wood screens.

The hotel’s LD Spa specializes in Thai and Ayurvedic treatments, and the restaurant serves fresh, local seafood on a long terrace above the Old Town wall. The restaurant also produces three different olive oils from the groves around Korčula, and works with local partners to serve wines made from indigenous grapes like grk and pošip.

Hotel Hofgarten is a warm, welcoming establishment housed in one of Lucerne’s oldest manor houses. From the outside, the restaurant looks like a casual pub, but the minute you enter, you sense the elegance housed inside. The space is light and airy. One white-walled dining room has high ceilings, ornate chandeliers, and is flooded with light. The other dining area feels like an upscale greenhouse with floor-to-ceiling windows and a gleaming open kitchen. The chef focuses on fresh ingredients sourced from Lucerne greenmarkets and local cheesemongers. Menu items are seasonal and include favorites such as roasted scallops, porcini ravioli, pumpkin soup, venison, braised veal, poached salmon, and fresh soups and salads. This is a wonderful restaurant if you are seeking lighter, more sophisticated fare in an airy environment while you’re in Lucerne.

The newly refurbished Sheraton Kona Keauhou Bay Resort is stylish, with a large pool and water slide. But it was the history and the view from the hotel (located off the famous Ali’i Drive) that won me over. The hotel gives you an excellent vantage point to the bay around which King Kamehameha III was born (stillborn, as legend has it). He grew up to become Hawai’i’s powerful and benevolent ruler, and sought to unite the people. He called The Big Island his home and is beloved by many. The hotel offers several notable cultural markers, including two heiau (Hawaiian temple) replicas.

There are many things to love about staying at La Tangerina, but the panoramic views from the roof terrace are at the top of my list. In this photo, the Strait of Gibraltar is visible under a cloudy sky. Standing at this viewpoint, if you turn a little to the right, you’ll see the busy Port of Tangier and endless beaches. Turn a bit further to the right, and you’ll enjoy a spectacular multilayer vista, with the White City’s historic Kasbah in the forefront, followed by an array of more modern buildings, with the Rif Mountains as a distant backdrop. The hotel is perfectly located at the highest point on the Kasbah and has been beautifully restored and decorated. We enjoyed large breakfasts and a quiet retreat from the hustle and bustle of the medina.

Siem Reap’s emergence as a somewhat unlikely destination for fashion lovers is largely due to the efforts of one individual: Madagascar-born Eric Raisina. Inspired by the Khmer artisanal silk weaving he witnessed on a trip to Cambodia back in 1996, Raisina decided to base himself in the country and hasn’t looked back since. He opened his original haute couture outlet in 2005, and his daring designs, colorful and often inspired by ancient Cambodian culture, have earned acclaim worldwide. Admirers of his work can find it for sale at two locations in Siem Reap: at his couture house on Charles de Gaulle Avenue and at the FCC Angkor hotel.