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One of the best views of Florence can be savored from the Piazzale Michelangelo, a short walk across the Arno River from downtown Florence. For a fun afternoon head to the square and enjoy an enchanting panorama of the city, followed by a relaxing alfresco lunch at one of the nearby restaurants. The Piazzale Michelangelo is also worth a visit at night to get a very different glimpse of Florence. The lights of the Duomo and the buildings surrounding it make for a magical nighttime scene.

I love staying in a private villa home over a hotel when traveling with a small group, and Breezy Villa by Island Escapes is both affordable and impressively chic. In a secluded hillside location, complete with multiple, swaying palms for privacy and glassy sea-foam green lagoon views that are just a shade lighter than the infinity pool melting into them, it’s easy to check skinny-dipping in paradise off the bucket list when sleeping here. If naked swimming isn’t your thing, no worries, the pool is also perfect for nighttime stargazing floats. And then there is the leeward lagoon location itself -- it is super calm and you can wade for ages through calm and crystalline water here without gaining much depth. There is no direct beach access, but a series of steps wind their way down from the travertine-tiled pool terrace to a small pier where a ladder offers direct sea access. Breezy Villa’s stylish interior is equally appealing. From the arched doorways and pitched roof in the open living room and modern L-shaped kitchen to the square-shaped original ocean-hued paintings hung on either side of the front door to the Grecian-Roman columns on terrace, I love the Zen beach house meets Italian palazzo vibe. Similar-sized sleeping quarters, each featuring a unique wooden bed frame and French doors opening directly to pool terrace, make this three-bedroom home equally perfect for families, especially those traveling with a nanny. It also works well for multiple couples.

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.

The St. George, opened in 2007, was recently purchased and renovated by Indigo, an international luxury hotel chain. The new owners have taken care to preserve the unique elements of the original structure, including an exterior of roughly hewn travertine. These white limestone blocks were laid in the 16^th century by Bramante; Pope Julius II commissioned the architect to build the Palace of Justice on his newly laid Via Giulia. Bramante never completed the project, but part of the building has been adapted into the current structure. Inside, the surfaces are smooth-polished limestone punctuated with contemporary art. Throughout, the decor blends modern design with classic details, often in the form of art pieces inspired by the very Renaissance masters who once strolled the cobblestones outside, so many centuries ago.

After a day traversing the city, unwind Roman-style, in the St. George’s subterranean spa. Never mind that they call the spa facilities a Turkish bath; the hot and cold bathing ritual was perfected by the ancient Romans not far from the hotel itself. After indulging in spa treatments, head to the rooftop bar for drinks and views of the river to Trastevere.

Open from first light until late in the evening, this relaxed bar, just around the corner from La Piazzetta, has an entirely different vibe from the fancier options there. You can have a quick caffè (espresso) standing at the bar with the locals or sit under the striped awning and watch the sunset over the Bay of Naples while drinking a spritz. This bar also serves as one of the island’s best bakeries. Try a flaky breakfast pastry with a morning cappuccino, then swing by later to order a lemon or chocolate version of the island’s famous dessert torta caprese, a flourless cake.

The carefully curated inventory of this shop across from the Hotel le Sirenuse is pretty much perfect, starting with a line of signature scents, L’Eau d’Italia, which evokes the magic of Mediterranean summers. Among your sublime choices are drinking glasses with swirls of color, made by the famous Venetian glassblower, Carlo Moretti; plates handmade in Milan by the owner’s sister, Costanza Paravicini; sophisticated beach cover-ups, the chicest bikinis, and bespoke swim trunks. In short, beautiful things sold in a beautiful space in one of the most beautiful destinations in Italy: Be prepared to want every single item.

Especially after its recent $35 milllion refurbishment, Four Seasons Costa Rica sets the standard for service and luxury in Costa Rica’s burgeoning luxury resort market. Its location is unmatched: perched atop a narrow isthmus, overlooking beaches on both sides, at the very tip of the Papagayo Peninsula. Three swimming pools form the hub of action, spanning the width of the peninsula; on one side of the enormous main pool is an adult pool leading to serene Playa Virador on the Pacific, while the busier family pool leads down to Playa Blanca, where most of the water activities happen—snorkeling, stand-up paddling, kayaking. There’s also an 18-hole Arnold Palmer–designed golf course that’s been tamed from the surrounding jungle. Guest rooms have marble baths, and outdoor terraces or verandas, while the larger suites (one- and three-bedroom) include their own pools. For light dining options, try the ceviche offerings poolside at Bahia or Italian seafood at Pesce. For a splurge, head to Caracol at the golf course for steaks and lobster tail.

Built between 1914 and 1916 on an octagonal base, this stone, double-lens lighthouse is Aruba’s marquee landmark. Standing tall at 98 feet, it’s the highest structure on the island and offers the best views in its respective area. It gets its name from the SS California, a British steamship that sank in nearby waters in 1891 and now functions as a fantastic dive site. Adjacent to the lighthouse, visitors will find a beloved Italian restaurant and the California White Sand Dunes, a hot spot for dune surfing.

Hotel Victor, located along buzzing Ocean Drive in South Beach originated in the 1930s as one of the original art deco Gregorian style buildings that drape the streets of Miami Beach. This year, the hotel went through a full renovation, upgrading all guestrooms and public spaces. “Every piece of furniture was designed specifically for this hotel,” says Claudia Marulanda, director of sales/marketing. The color palate transitioned from dark purples, reds and blacks to softer shades of violet, ivory and cream. The expansive lobby space uses soft woods and chrome furnishings. While lounging in one of the new cabanas in the recently-renovated pool deck, enjoy sweeping views of the sandy beaches and candy colored buildings along Ocean Drive. Head out onto the streets on rentable bikes that are available through the concierge. Within the next few months, Hotel Victor will expand its lobby space and debut Sushi Mi Casa restaurant and renovations to Bice Italian restaurant. The independent owners also required ownership of the iconic Versace Mansion, which will be the new home for special meetings and events for hotel guests.

If you’re looking a place for wood-fired pizza topped with seasonal, artisanal ingredients, then We, The Pizza is not the spot for you. On the other hand, if you want a place to go to for a quick lunch of thick crust pizza, topped with simple, classic Italian American ingredients, then come here. The pizza crust is well made—chewy and slightly salty. Toppings are straightforward. I would recommend going with a simple pizza – sausage and peppers is a good introduction. If you’re not in the mood for a pizza, go for a sandwich—solid and flavorful. Wash it down with one of the housemade sodas; sarsaparilla is my favorite. After you place your order, you’ll be handed a pager. While you wait, you can watch the pizza makers work their magic. WE, THE PIZZA is the latest addition to celebrity chef, Spike Mendelsohn and his family’s roster of restaurants and the family touch shows up both in the food and in the décor. There’s counter and stools downstairs but head on upstairs where there’s a larger dining room and more comfortable banquette style seating. Metro stop: Eastern Market

To dress like the gondoliers you’ll need to pick up a pair of genuine friulane slippers at Gianni Dittura, one of the few remaining purveyors of the original footwear in Venice. Friulanes (or furlanes) were born of frugality in the 19th century, when the women of poor families in the Friuli countryside began hand-stitching cast-off fabric scraps to old bicycle tires to make shoes for their families. The slippers eventually made their way to Venice, where gondoliers snapped them up because they were cheap, comfortable, and didn’t scratch the paint on their boats. But as the years passed, friulanes inevitably went from lowly upcycled footwear to cult object and luxury product coveted by tourists. Today Gianni Dittura has two Venice shops, and you’ll find every color and size of the original velvet and rubber shoes, as well as more chic and contemporary winter models by in-house designer Laura Biagiotti.

The doorway of the Portrait Roma is one of a growing number of blink-and-you-miss-it boutique hotel entrances behind which contemporary luxuries await. Tucked behind an unassuming facade on a side street off the busy Via dei Condotti, the Portrait Roma is part of the Lungarno Collection, a small group of boutique hotels owned by the Ferragamo fashion house. Opened in 2006, the property prides itself on customized service, and each of the rooms comes with a Lifestyle Manager, or 24-hour concierge, who provides personalized holiday management throughout the stay based partly on the guest questionnaire completed before arrival.

All 14 rooms are suites, and each is classically decorated and designed to mirror the prestige of the Ferragamo brand. Rooms are accented with linen, leather, and cashmere, as well as artwork that evokes the beauty and spirit of Ferragamo. Weather permitting, the rooftop terrace hosts food and drink service and offers views of the historic center.