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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.

Set on what was once the original campus of the University of Washington, this downtown landmark was opened in 1924, and now sits on the National Register of Historic Places. Its stately spaces have played host to generations of weddings, proms, banquets, and other opulent events, as well as a number of notable guests; John F. Kennedy stayed in the Presidential Suite during his visit to Seattle, for example.

Following a renovation in 2016, the Fairmont Olympic Hotel now features 450 rooms and suites with sophisticated décor, comfortable furnishings, and Le Labo products. Among the dining options are the elegant Georgian, a much-lauded favorite for breakfast, lunch, and the famous Afternoon Tea; The Terrace Lounge, for great drinks and live music; and Shuckers, one of the city’s oldest (and best) oyster bars. The latter pairs fresh seafood with local microbrews, including the hotel’s signature honey ale, made using honey from the building’s rooftop hives. Other amenities include a day spa and salon, and a health club with Jacuzzi, sauna, and indoor pool.

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.

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.

Romance is easy to come by at Emelisse, on a private beach on Kefalonia. One turquoise infinity pool spills into another before seeming to pour directly into the glittering Ionian Sea. Come evening, dozens of glowing lanterns illuminate the stone terraces and two outdoor restaurants, as well as the open-air cinema. Framed by dark cypress and cedar trees, the suites, villas, and two-story maisonettes cater to every combination of adults and children with teak canopy beds and fine Italian linens. Just as enchanting as the setting are Emelisse’s myriad activities. Guests can sign up for scuba lessons and tennis matches, or take a 25-minute walk to the quaint port town of Fiskardo. If you’re looking for more adventurous pursuits, the largest of the Ionian islands offers everything from steep cliffs and mountains (Mount Aenos is the third highest in Greece) to stunning sand and pebble shorelines.

If you’re looking for a pizzeria, this is the place; you will find the best pizzas in town—in a perfect location. Pizzeria Casanova was opened by Maria Paola Porru, an Italian woman living in Portugal for 30 years.

With long tables, the chances of meeting a stranger or making a new friend are quite good. There is a nice terrace outside (heated in winter and freshened in summer) just in front of the river, though the view can be blocked when a cruise ship is in town.

Inside, you can see the thin-crust pizzas coming out of the oven, and lamps above your head allow you to “call” the waiter via a switch.

By the way, if you have a desire for pizza at midnight, catch the metro to Santa Apolónia—where the kitchen is still open but you will probably find a line, even at that time.

Chances are you’ve seen Maria Pinto’s works at some point in recent years—she’s known for dressing the likes of First Lady Michelle Obama, Oprah Winfrey, and Brooke Shields. That fan base is only growing with the opening of her West Loop Style Studio, where women can shop M2057 by Maria Pinto, a ready-to-wear collection inspired by urban architecture and design. Created for the time-pressed but fashion-forward woman, Pinto’s pieces marry runway ideas with a low-maintenance aesthetic (the upscale fabrics might be imported from Italy, but they’re also machine-washable and wrinkle-resistant—perfect for travel). In addition to plenty of day-to-night options like dresses, skirts, tops, and pants, the boutique also carries belts and jewelry by outside artists, curated by Pinto.

This glamorous villa is situated on Capri’s main road—and just a five-minute walk to the port—but JK Place feels like a refuge from the tourist throngs. Interiors have a chic, polished aesthetic that’s the embodiment of la dolce vita: The crisp white-and-navy spaces are filled with beautiful art and antiques, dramatic fireplaces, and colorful bouquets of blooms, while large windows and panoramic terraces capture views of rugged green hills that fall into the sea. (Yes, that’s Mount Vesuvius looming in the distance.) Posh touches continue in the guest rooms—think monogrammed pillows, canopy beds, wingback chairs, and marble- and mosaic-tiled bathrooms. Lemon trees scent the air throughout the property, from the elegant pool deck and on-site spa to the terrace bar, where sunset aperitivos are accompanied by tasty bites such as sea bream sliders and quail-egg canapés.

The history of the palaces and streets and artwork of Florence comes alive during this multimedia theater performance, acted out (in English) in a small baroque church. The show tells the story of two feuding Medici siblings—the last grand duke of the dynasty, Gian Gastone, and his sister, Anna Maria Luisa—and the patto di famiglia, or family pact, that bequeathed the family treasures to the city-state their forebears had ruled for hundreds of years. Long before there was reality television, there was family drama, Florentine style.

A. Caraceni is often described as the very best in Milan when it comes to tailors. At this shop, you’ll only find high-quality suits, impeccable cuts, and polished styles. The Caraceni tailoring legacy goes back more than a century, when the needle-working family was still in Rome. What followed was a line of talented tailors who have traversed continents to create beautiful suits. Everything at the store is hand-sewn, from formal smoking jackets to more casual hunting wear. Pick up a double-breasted jacket, the shop’s signature piece.

The beautiful “suburb” of Genoa, Nervi boasts a lovely series of green parks (something Genoa lacks overall) and a well-tended passeggiata path that runs directly along the rocky shore. Especially popular with families on the weekend, the path is easily accessible from the Nervi train station (a 10-minute ride from Brignole Station in central Genoa). Spend the day escaping the bustle of central Genoa by walking along the shore, enjoying the museums tucked into centuries-old palaces in the parks, and having dinner at a small fish restaurant along the coast.