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From the dusty street, the Hotel El Convento in León, Nicaragua, beckons with its stately façade and red Spanish-tiled roof. Step inside and you instantly feel at home amidst ornate period furnishings that are surely a far cry from the building’s humble beginnings as the 1639 San Francisco Convent. The elegant Restaurante El Victoriano offers an indoor-outdoor retreat centered on the hotel’s manicured, tropical courtyard—an example of the colonial hacienda style found throughout León. The restaurant is a meeting place for people from all walks of life—aged former Sandinistas who now hold positions of leadership, locals splurging on a fine meal, or foreign students from one of the city’s many Spanish language schools seeking tranquility and an excellent cup of coffee.

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.

No, your mastery of languages hasn’t led you astray—“amigo” isn’t a French or Flemish word. Rather, when the Spanish controlled the city in the 16^th century, they misunderstood the Flemish word for “prison,” and so the city jail earned its incongruously friendly nickname. Now one of Brussels’ premier luxury hotels, under the discerning eye of hotelier Sir Rocco Forte, the landmark has finally earned its name, welcoming celebrities, captains of industry, and international dignitaries into its refined space. Designed by Forte’s sister and longtime collaborator, Olga Polizzi, the hotel blends contemporary Italian and Belgian styles—clean-lined furnishings, velvets and Belgian linens in muted tones, soaring windows framed by heavy drapes—with distinctive Flemish classics like Magritte paintings and original flagstone floors. As impressive as it all is, especially when paired with its acclaimed fine-dining restaurant and popular bar, the real star is the view, which, from most rooms, includes the city’s famous town hall.

There’s a touch of Old World glamour to the Cape Royale—the imposing facade, the dramatic lobby, the bellmen in top hats—but just when you start to wonder if the whole experience is going to be resolutely old-school, you’ll find yourself pleasantly surprised by the sleek rooms. They feature contemporary furniture, granite and porcelain bathrooms, and a soothing palette of mostly grays and whites with the occasional punch of lime green or aqua blue. It’s also the site of six restaurants, cafes, and bars, each with its own theme, from Italian cuisine to healthy eating to Thai or Middle Eastern fare.

The city’s best beaches and nightlife—not to mention Green Point’s dazzling Cape Town Stadium, erected for the 2010 World Cup and now the site of many a mega-concert and local soccer match—are minutes away.

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.

Situated between two lakes at the bottom of the Jungfrau mountain in the Bernese Highlands of Switzerland, this venerable five-star hotel and spa, which dates back to 1865, offers scenery and comfort in equal measure. Subtly balancing tradition and modernity, the rooms are bright, spacious, and brimming with refined furnishings and fabrics. Plus, all come with picturesque views across the town of Interlaken or the Harder Kulm mountain. There are several higher-end suites to choose from; modernists might like the clean lines of the stylish Bel-Air suite, while hedonists will love the lavish Tower Suite, with its two terraces, kitchenette, bar, and dining room.

The hotel’s two restaurants serve Mediterranean-inspired dishes from the south of France and Italy, and there are two handsome bars and a gloriously expansive spa for further diversion.

Set in an 18th-century palazzo, once a former bank, the Park Hyatt Milan boasts interiors designed by American-born, Paris-based architect Edward Tuttle. It aims to wow from the outset. Guests are greeted by a lobby decorated with sophisticated materials such as warm travertine stone and alabaster, and topped with a 30-foot glass-domed cupola. There’s a discernibly modern aesthetic throughout the rest of the hotel, though, from the vibrant modern art scattered throughout the public areas to the contemporary color palettes (creams, beiges, and gentle grays). Rooms are correspondingly elegant, with high ceilings, expensive dark woods, rich wool carpets, and hand-selected furnishings (Murano light fixtures, Bang & Olufsen TVs). The bathrooms are especially impressive, not only because of their generous size and marbled interiors, but also thanks to the mirrored walls, double sinks, octagonal stone and glass showers, and Lauro Tonatto bath products.

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.

Gabriele Bonci’s famous pizza-by-the-slice joint serves some of the best pizza in town. The slow-leavened dough is made from organic stoneground flour, and toppings change throughout the day. Pizzarium also sells excellent bread and supplì (fried rice balls with various fillings). If you dare, get one of every slice. Doing so will certainly push Pizzarium out of the moderate budget range, but it is a worthwhile splurge. Pair your pizza with a craft beer from the fridge. Beware: the tiny place gets crowded at lunch, there are only a couple of benches outside to sit on, and there is no table service.

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.

Built on the foundations of a 16th century fortification, the Museo delle Culture del Mondo is housed in the 19th century Castello D’Albertis - the private home of the global traveler and collector of antiquities. Veer off the standard art/church museum trail, and up the massive staircase to the Castello, to see a beautifully preserved piece of Genovese history (and some super fascinating collections of global interest). While the walk is quite the hike, the view from the top floor library of the museum is stunning.

This Santo Spirito classic has two main selling points: Daniele, the barrista, who makes one of the best cappuccinos this side of the river, and the comfortable back room, where you can sit down without having to pay extra. There’s also a wonderful terrace out front that looks onto the comings and goings in one of Florence’s most lively piazzas, but you have to pay to sit there. Ricchi is great for coffee and afternoon tea, but you can also eat lunch and dinner here, and their homemade ice cream isn’t bad either.