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The Belmond Villa San Michele knows something about history. Michelangelo designed its facade, Franciscan monks tended its gardens, and Brigitte Bardot stayed here. But, like any elegant host, it’s not brash about its pedigree. Manicured Italian gardens—designed by 15th-century friars—beckon you for sun-soaked strolls. The colonnaded loggia is a pleasant place for a sunset aperitivo or candlelit dinner, especially with a view of Florence and the Arno Valley. The hotel’s expansive rooms are already decked out in the most tasteful, almost understated interpretation of Renaissance luxury—terra-cotta tile floors, heavy wood furnishings, just a dash of red velvet, and plenty of cream-colored walls—and then the panoramic views, original frescoes, and modern Carrara marble bathrooms steal the show. There’s a real-deal cooking school, where the chef actually works with each person in hands-on preparations—no demonstrations-only here. Other perks include the hillside pool, the concierge service that can get you into the Uffizi outside of operating hours, and, from the Loggia Restaurant, a view of the ancient Roman road that once connected Florence to Fiesole.

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.

The fragrant, pleasingly cluttered Central Grocery is a holdover from an era when Italian-run groceries occupied storefronts throughout the city. This timeworn shop across from the French Market still boasts an old-world charm, filled with tall shelves crowded with imported goods and various whatnots, mostly Italian. But that’s not why you’ll see lines out the doors. The crowds are clamoring for muffulettas, classic New Orleans sandwiches that originated here about a century ago. (Slogan: “Imitated by many, but never duplicated.”) A muffuletta comes on a type of round, flattish loaf (not unlike a focaccia) that originated in Sicily. The details may vary, but it typically includes cured meats (capicola, salami) and cheese (provolone). What distinguishes it from a hubcap-shaped hoagie is the topping—a tangy marinated-olive salad. Know this: You don’t need to order a whole one; a quarter-sandwich is still plenty filling for one person.

This Spring Street café’s name is deceiving—yes, two in-house sommeliers assure there’s a focus on excellent wines, but this isn’t a pecorino-and-prosciutto wine bar—it’s a full-service neighborhood restaurant serving hearty entrees like a cast iron-seared hanger steak, and squid ink pasta alla chitarra with zucchini, chilis, and local shrimp. That’s not to say there isn’t cheese; it’s a fine place for a snack and a glass of wine (over a dozen are offered by the pour). But likewise, don’t let the name steer you away from house cocktails like the namesake Josephine, with its balance of grapefruit juice, yellow chartreuse, and Lillet. House sodas like a passionfruit limeaid with jalapeño syrup appeal to non-drinkers in search of inspired mocktails. Picture-worthy, white-and-gold décor lends elegance to the space, whether you’re sipping in the late afternoon natural light or out on a dinner date after dark.

The Rome Cavalieri, like the Hassler and St. Regis, is synonymous with five-star luxury in Rome. The hotel, opened in the 1960s, channels a Versailles-meets–Dolce Vita vibe, and given its unbridled opulence, it’s a top destination for honeymooners and jet-setters seeking the ultimate comforts. Its location atop Montemario, a hillside residential district north of the Vatican, offers spectacular views of the city from various terraced levels and many of the rooms. The very location, affording such panoramas, is also a drawback for travelers wishing to be in the thick of it all, so the Rome Cavalieri is best suited to those who relish spending significant time in the hotel rather than out on the town.

There are plenty of appealing amenities for guests who choose to stick around the property. The outdoor pools, the finest in Rome, are set amid lush gardens. The pool area doubles as a sort of private club for local elite and is ripe for Italian athlete and celebrity sightings. Back inside, the lobby and rooms are sumptuously furnished and feature antiques and original works of art.

A key component to the mastery of a skill is knowing when to break the rules. As its name implies, Jovanina’s Broken Italian breaks away from the traditional rules and expectations of Italian cuisine with the measured confidence of a master. Owners Jennifer and Jake Linzinmeir bring years of restaurant experience, both in the kitchen and in management, to Jovanina’s, which allows them to find an approachable balance of new flavors and classic dishes to the menu. The airy ground-floor space feels festive, with whitewashed brick walls along one side and a bar running the length of the other; a downstairs wine-bar dining area has a quieter, more intimate vibe. Try any of the handmade pasta specials or go with the favorite: a brick-oven pizza topped with fennel sausage, smoked mozzarella, and caramelized onions.

With its waterfront location across from the San Francisco Ferry Building on the edge of downtown, the 1 Hotel is an ideal launchpad to explore San Francisco. Rooms have expansive views of the Bay or the city, and travelers can step out onto the Embarcadero for a morning run, to browse at one of three weekly farmers’ markets at the Ferry Building.

The luxury hotel upholds a commitment to environmentalism, using local and reclaimed materials for the biophilic interior design, sustainability sourced bedding, and providing filtered water taps instead of single use water bottles. Rooms are equipped with soft cotton robes, slippers, and yoga mats to help turn a stay into a relaxing, wellness-minded retreat.

On the first floor, the bar and restaurant, Terrene is a lovely place to swing by for a drink or meal—whether you’re a guest or not. If the weather is nice, don’t miss the chance to enjoy a cocktail on their expansive outdoor patio (complete with space heaters) with great views of the Bay Bridge. If you’re looking for something more substantial, they have an excellent selection of fresh, Mediterranean-inspired dishes, like roasted carrots with a feta dip and refreshing tuna tartare.

Pets are welcome and there’s also a rooftop spa on site, complete with stone tubs and scenic views.

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.

They had me at the yellow building. I love wandering the Dogpatch neighborhood of San Francisco and both Piccino restaurant and separate coffee bar, are lovely places to gather. The coffee bar on 22nd Street serves carefully crafted Sightglass organic coffee drinks. Their baking team aims to impress and I can’t get enough of the mushroom turnovers. Bonus: If you’re looking to make a to-go order from the Piccino restaurant around the corner, the coffee bar is where you’d place and pick up that order (hours have recently been extended until 10pm).

La Piazza is regarded as one of the finest Italian eateries in New Delhi. And rightly so. It’s been highly ranked by various local magazines year after year. Every bite of every dish oozes with freshness and is cooked to perfection. It’s one of the few restaurants where I found that they offered healthy substitutes such as whole wheat pasta. The ambiance is dimly-lit and romantic, mimicking somewhat of a sidewalk Italian cafe with cascading white pillars, stone tiles, and wooden louvres. Top off your experience with scrumptious desserts and crisp Italian wine…and VOILA, you’re in Italian heaven! As expected, the dress code is upscale and classy. They will refuse service, so dress up! To try: the wood-fired pizzas!

If you are looking for a super modern, contemporary cocktail bar in Genoa, head to Mua just a few blocks away from Piazza Ferrari. With super sleek white leather couches, you almost feel like you are not even in Genoa anymore. And while the food isn’t anything to write home about, they have an extensive cocktails menu - including my favorite, the Raspberry Mule. My suggestion is to have a few drinks with the friendly bartender, and then move on to a nearby osteria for dinner later in the evening.

Established in 1917, this cantina keeps tradition alive while not shying away from new, trendy touches. Swing through saloon doors to find live music, drinks served in mason jars, and lots of free regional nibbles in a lively barroom that extends to a large open-air patio. On weekends the space fills up with twenty- and thirtysomethings swinging to salsa beats and sipping cocktails or some ice-cold, locally brewed Montejo beer. The limonada eléctrica, a drink in the namesake shade of blue that’s charged with a powdered-chili rim, is a real crowd-pleaser.

With its gold-hued, Egyptian pyramid-inspired exterior—topped by a glass peak that lights up like a beacon at night—it’s easy to recognize the 19-story Raffles hotel among Dubai’s glittering skyline. Inside, distinguishing features include the spacious rooms and suites—the 252 options are among the largest in town, and come with private terraces, Arabic design touches, tubs and walk-in showers, and service from a Raffles butler. The seven dining options draw a mix of in-house guests, expat locals, and business people. Choose from restaurants for Italian, Japanese, Arabic, and international buffet fare, a tea salon for refined sweet and savory creations, a cabana-ringed garden for shared plates and weekly barbecues, a bar and café adjacent to the well-sized pool, and a cocktail bar that pairs drinks with telecasts of the latest sports matches. Global influences can also be felt at the well-appointed spa, where the treatments are inspired by Asian, European, and Middle Eastern techniques.

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.

If you’re a shopper, then Bologna is the city for you. Thanks to the combination of a large student population and a robust corporate climate, the ability to spend some money shopping abounds. One of the top buys can be found at the many food shops around town. Bologna is one of the culinary centers of Italy and you can find everything from the freshest of foods to the coolest of kitchen gadgets around town. This is also northern Italy, so fashion is always close at hand as well. If high-end labels are your thing, then a walk through the main shopping district won’t leave you disappointed.