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Jade Bar regularly tops the local “Best Of” lists for places to drink. It’s a modern, cocktail-focused bar with sips like the Old Fashioned Whiskey, bourbon, simple syrup, bitters and citrus oils, and the Honeydew Liverthump made from gin, fresh lemon and honeydew juice, and sliced cucumbers, among other things. It’s the kind of place where bartenders are called mixologists and it actually means something. For a drink with a view, take it outdoors to Edge, the fashion-forward patio bar that juts out just below Elements restaurant.

My friend Andy says you can’t go to Milan without having an evening in Brera, the tiny artsy area adjacent to Milan’s fashion center. Bar Brera is the hangout of choice for expensive liquor and people watching.

Just 10 minutes from downtown Orlando, in village-like Winter Park, the Alfond Inn has a unique legacy: The boutique lodging was created to provide income for scholarship funds at neighboring Rollins College, one of Florida’s oldest liberal arts schools. If helping students isn’t reason enough to book a stay, the hotel offers lots more incentive. A skylit domed atrium in the Spanish colonial–inspired main building draws your eye to a rotating collection of artwork curated by Cornell Fine Arts Museum, and pet-friendly guest rooms are simple and cheerful. While the hotel is not a full-fledged resort, it offers guests plenty of opportunities to linger. Fire pits and rocking chairs are dotted around the property, and shaded areas for loungers enhance the rooftop pool’s already undeniable appeal. Hamilton’s Kitchen restaurant serves modern Southern cuisine paired with wines selected by an award-winning sommelier. And shops, wine bars, and independent boutiques like Rifle Paper Co. line the town’s Park Avenue, a few blocks away. You can also take a pontoon boat tour for views of many of the Mediterranean-style mansions along the waterfront. Perhaps best of all, Disney and Universal theme parks are only a half-hour drive away.

On a hilltop perch overlooking 8,000 acres of grounds designed by famed landscape architect Frederick Law Olmsted, the Inn on Biltmore Estate’s 210 rooms and suites evoke traditional 19th-century manor houses, with dark mahogany beds and desks, billowing window treatments, and comfortable overstuffed chairs; book a room with a balcony to breathe fresh mountain air while appreciating views of rolling hills—or simply take in the vista from the hotel’s veranda. The formal dining room showcases seasonal specialties using estate-raised cattle and lamb, vegetables from the on-site garden, and wine from the property’s own winery, where you can participate in a free tasting, then ride back in a complimentary shuttle. If you’re looking for something more casual, the lobby lounge and library bar offer salads and sandwiches—and no dress code. But the main attraction is the 250-room Biltmore château, the Gilded Age mansion George Vanderbilt built here in the late 1800s, and its 16th-century tapestries, Renoir and Sargent originals, and 65 fireplaces.

On an island that’s less than two square miles with fewer than 2,000 people, new hotel openings are bound to cause a stir—as did Bahama House when it launched on Harbour Island in January, 2017. It’s the newest outpost from the folks at Eleven Experience, a vacation outfitter known for offering elegance after a full day of bespoke escapades. Spread across a restored colonial home built in 1800, an annex, and two authentic Bahamian cottages and enclosing a freshwater lap pool, handcrafted tiki bar, and hot tub area, Bahama House’s 11 suites have been appointed with eclectically curated furnishings, artwork, and wall coverings, eschewing island kitsch for beach-chic sumptuousness. Though the hotel leans toward softer adventures than sister properties in Colorado, Iceland, and the French Alps, the flip-flop–wearing “experience managers” are on hand to arrange snorkeling and bonefishing excursions and paddleboard or kayak outings. Or they’ll simply provide a fully stocked Yeti cooler for a day of lounging on famous pink-sand beaches.

Hundreds of years ago, at the height of Florence’s Renaissance heyday, visitors to this cultural capital wouldn’t have stayed in the kinds of luxury hotels that now line its picturesque streets. Rather, the well-heeled would have come at the behest of friends, lodging in private homes whose unassuming facades in the best neighborhoods belied their sumptuous interiors and private gardens, outfitted with art and artifacts collected from around the world.

A guesthouse to its core, Casa Howard continues this Florentine tradition; there is neither lobby nor restaurant, and the owner Massimiliano Leonardi di Casalino lives in his own apartment here while in town (note, it can be rented when he’s away). Jennifer Howard Forneris, one of the design-conscious proprietors who has since passed away, was the daughter of renowned textile designer Luciano Forneris. She gave each room its own look, with finds from her and Leonardi di Casalino’s world travels. A media room is the sole common area, and a hammam steam room and an on-site concierge service are the only nods toward traditional hotel services. Insider recommendations are personalized according to guests’ preferences, and the honor bar feels more like a friend’s (well-stocked) fridge.

What began in 1854 as a high school—then grew into a college and, later, a law school—has served as one of San Antonio’s top hotels since 1968. Located near the River Walk, not far from the city’s historic district, the leafy former campus is centered around a seven-story, Spanish colonial-style main building with 338 guest rooms. Each one mixes original touches like wood-beamed ceilings, exposed brick walls, and French doors with modern amenities like HDTVs, marble baths, and Wi-Fi (complimentary for loyalty club members). Some even look out on the River Walk, while others offer views of a verdant garden. Healthy extras like in-room fitness kits, a 24-hour gym, and a year-round heated pool help offset the indulgences served at the on-site restaurants and bars, which include the fine-dining Las Canarias (don’t miss the popular Sunday brunch.) Younger guests can look forward to game-filled backpacks and scavenger hunts, while adults will enjoy the award-winning spa and restaurant at La Mansion’s sister property, Mokara, located across the river.

Set amid lush, expansive grounds on the banks of the churning Urubambo River, this spa hotel is a luxurious base for exploring the Sacred Valley—or just relaxing in nature. For those heading to Machu Picchu, Tambo del Inka offers something that no other hotel can: a private train station on the Cuzco-to-Machu Picchu line. If you’re not sightseeing, there’s still plenty to do on the property, including watching hundreds of white butterflies dance against the backdrop of the Andes from the indoor-outdoor pool, or enjoying a farm-to-table meal next to the river. The highly regarded Hawa restaurant is a must for dinner and also serves a comprehensive breakfast spread with “detox” options, while the Kiri bar offers signature pisco cocktails and a full gin-and-tonic menu.

The resort captures the drama of the surrounding mountains with soaring ceilings and Incan-style stonework through the public spaces. In the large, airy rooms, guests also enjoy balconies or terraces with river or mountain views, as well as elegant marble bathrooms with both tubs and standing showers. For even more space, spring for one of the suites, which include separate living rooms and butler service.

The Court, an off-the-radar lounge bar with front row seats to the Colosseum, is the perfect place to wind down in Rome. The bar overlooks the archaeological ruins of the Ludus Magnus (the site where the gladiators trained) and offers a view of sunset over the Colosseum, the world’s most amazing arena. The cocktails are the creation of mastermind Matteo Zed, one of Rome’s top bartenders, whose tasty Rising Sun (a gin, yuzu, and matcha cocktail) may well keep you at the bar until dawn.

Bar Hidalgo 56 is probably one of my top three pintxo bars in the entire city. With a bar stacked full of equally delicious pintxos, a menu of hot pintxos that is incredibly varied and delicious, and an attention to product that you simply don’t find in other bars, Hidalgo 56 is worth a visit. Try the volcano of morcilla.

Obladee is the only wine bar in downtown Halifax. The bar has a casual atmosphere with an ever changing wine menu and a few other select drinks like beer and cider if that is what you would prefer. They feature wine “flights” that pair three wines together for a reasonable price, as well as cheese and charcuterie that is locally sourced.

Tucked away on Rampart Street on the sliver between the French Quarter and the Treme enclave, this cool bar balances neighborhood dive-iness and of-the-moment popularity. Find yourself a cozy corner and order up an updated version of a Big Easy classic or something fantastic hatched from the mind of one of the skilled cocktail craftspeople behind the bar.

Overlooking the Yas Marina, this upscale take on an American sports bar is a perfect place to unwind. This bar is very popular with sports enthusiasts of all countries due to the number of televisions and breadth of broadcasts. The establishment serves both alcoholic and non-alcoholic beverages, in addition to a large menu dominated by delicious American fare.

One of the capital’s most popular bars (which becomes a nightclub in the wee hours), Bar Constitución feels like the inside of a factory warehouse. The walls are graffitied, and it’s got a refreshing mix of people from Santiago hipsters to foreign expats and university students. Bartenders pump out well-mixed cocktails and there’s room to hang out or dance to eclectic music from house to funk to ska. Constitución 61, Bellavista Phone: 56 (2) 2244 4569

Sitting at the tip of the peninsula of St-Jean-Cap-Ferrat, which juts out into the Mediterranean, the iconic Grand-Hôtel du Cap-Ferrat, is now under the management of the Four Seasons brand. Located halfway between Nice and Monaco in the striking Antibes cape, the beyond-glamorous property first opened in 1908, and remains the epitome of the bonne vie, Jazz-era French Riviera. A destination resort, it has hosted everyone from Winston Churchill to Charlie Chaplin to Pablo Picasso, and is set on multiple lushly landscaped acres full of gardens, pools, and tennis courts that tumble down to the Mediterranean. Rooms are in three buildings. Try for one in the hotel’s original core, as these have soaring ceilings and floor-to-ceiling, sliding-glass-door windows looking out to the sea. The suites are also enormous, but ask for a higher floor for the best ocean views.