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Set amid olive groves and vineyards in the middle of the Istrian countryside, this typical stancija (homestead) is small—it has just four rooms and suites—but delightful. It first opened as an exclusive restaurant serving regional cuisine, wines from its own vineyard (one of Istria’s most renowned), and single-sort extra-virgin olive oils (made from indigenous olives and lauded for their quality). As its reputation grew, however, Meneghetti transformed into a boutique hideaway with rustic rooms—and a Relais & Châteaux designation, to boot. Lounge on the series of outdoor terraces, swim in the indoor and outdoor pools, and dine on creative dishes like bream sashimi and lamb chops with stuffed zucchini.

At the very northern tip of the Isle of Skye, which is an island off of the upper north western shore of Scotland, are the ruins of Duntulm Castle. To get there, you have to drive for several hours on narrow dirt roads, but the sense of remoteness and peacefulness is worth it. There is a tiny bed & breakfast nearby, which also feels a little lost in time, in a good way.

The beef goes back centuries, and will never be entirely resolved: what are the true origins of pisco, a grape-based, aguardiente distillate that became a national symbol of Chile…and Peru. To end the conflict, the people behind this bar and restaurant invented a new, independent republic dedicated to Pisco that is known as Chipe Libre. Inside a vast Lastarria mansion, this imaginary state unites lands in southern Peru and northern Chile, in obeisance to a sole monarch, pisco. The bar features a good 100 labels and cocktails like “Pisco’s in the Air,” made with lime juice, raspberry, papaya and basil; plus a full range of what are among Santiago’s best traditional sours. Standout food include the crunchy-seafood saltado (marinated and grilled beef strips), with mango, served on a sizzling grill; the joint’s star sandwich, El Presidente, is a solid slice of roast beef, fried egg, and shoestring potatoes. To avoid any sovereignty disputes, Chipe Libre flies its red-and-black, center-starred flag as the republic’s national colors.

The Darcy is high on style and also loaded with substance, thanks its eye-popping design, contemporary art collection, and free amenities that make every guest feel like a VIP. Kids can check out a Darcy Daypack full of items chosen to encourage a space or art-themed adventure in the city. Gentlemen can take advantage of the in-house haberdashery service to borrow or buy a pair of cufflinks or accessory, or have a whole suit custom-tailored in their room. A bike and scooter rental helps guests explore beyond the trendy Logan Circle neighborhood, while a nightly happy hour gives a taste of local grain-to-glass Green Hat gin. The swank captain’s quarters of Siren Restaurant serves a seasonal seafood menu, raw bar and caviar service, and craft cocktails, while the Lil’B Coffee Bar goes full Southern with a day menu of espresso drinks and New Orleans favorites.

Despite its unappealing name, Dead Rabbit is one of the most popular bars in all of New York City and has also charmed the judges behind the World’s 50 Best Bars list, which listed it second in 2015. Drinks are served in two discrete spaces: The first is the downstairs Taproom, where you can have “craft beer, bottled punch, and whiskeys of the world"; the second is the upstairs Parlor, which features “72 historically-accurate cocktails dreamed up by the 19th century’s most celebrated bartenders.” The names, however, aren’t very 19th-century (and frankly, not all of the ingredients are, either). Take the Snake Charmer, for instance, a concoction of mezcal, New York and Oregon gins, blanc vermouth, yellow chartreuse, and gentiane. Whatever time and place they’re trying to evoke, no one who comes to drink here really seems to care; the cocktails and service are just so great, that’s all that matters.

Requiring some expert navigating through the graffiti-covered back alleys of town, it’s not easy to find the restaurant/pub Osteria del Sole. But like most tricky things in life, this one’s worth it in the end. Lorenzo, the owner, has just recently returned to Genoa to open Osteria Del Sole after 13 years of running restaurants in New York City (thus, he speaks incredible English), and brings a metropolitan feel to his space (I love the couches in the front). Come early to grab a seat at the bar (a real rarity in Genoa). With a great liquor cabinet, feel free to order your favorite cocktail, and then stay for dinner. Lorenzo has a fabulous kitchen.

If you’re looking for the epitome of “Hipster Berlin,” you can’t find anyplace more suitable than Mein Haus am See. In the most hip area of Mitte, Rosenthaler Platz, the cafe is more than just a coffee spot. It’s also a bar and club. During the day, you’ll see locals working on their laptops or drawing in sketchbooks, but when dusk starts to settle, the lights will dim and usually a DJ will be setting up the sound system. Get a seat in the back of the stadium benches and watch time just pass by. As an added bonus: Mein Haus am See offers free Wi-Fi and is open 24 hours!

Just minutes from PAMM, this festive downtown Miami marketplace is on Biscayne Bay. Take a stroll, rent a charter boat, or simply practice your photography skills, as the views along the bay are breathtaking, especially at sunset. Restaurants range from a Bavarian beer hall to a seafood bar and grill to a Cuban hot spot. To truly soak in the Miami music spirit, venture here in the evening for the free concerts. Expect crowds when there’s gorgeous weather (since this is Miami, that would be most days), but you will still be able to find some open space to take in the scene.

Make your way to Market Street and head to the Hearst Building, where downstairs you’ll find Local Edition. This cocktail bar takes its inspiration from the thriving San Francisco newspaper business of the 50s and 60s, and it shows—you’ll sip on drinks while surrounded by vintage paper presses and archival newspaper clippings. Try their updated version of a San Francisco favorite, the Bloody Mary. Local Edition is open Mondays through Fridays from 5 p.m. to 2 a.m. and Saturdays from 7 p.m. to 2 a.m.

As rivalries go, this one is up there with Coke vs. Pepsi. Which of these two cultural institutions’ pastry chefs make the best version of Vienna’s famous Sacher torte? The Hotel Sacher is a historic property and, by legal right, has been recognized as the original home of the classic dessert. But a few blocks away on posh Kohlmarkt street, just steps from the Hofburg Palace, the pastry shop Demel proudly still carries the official title of royal confectioner. Both houses ship this spongy chocolate cake, covered with chocolate icing and layered with apricot jam, all over the world. But nothing beats tasting the sweet treat right there in old Vienna.

The constantly evolving Seaport District just got even cooler with the opening of Mr. C Seaport, the first New York City hotel from Maggio and Ignazio Cipriani. An intimate 66 rooms make up the seven-floor property, each one showcasing a rain shower, 50-inch interactive 4K television, and fine Italian linens by Casa Rovea. Timeless luxury is the goal here, evident in the rich textures, classic color schemes, and thoughtful collection of handmade Italian furniture. Upon arrival, visitors are greeted with an on-the-house Bellini, a gesture that pays homage to the classic cocktail created by Giuseppe Cipriani in 1948. It’s also a nod to the hotel’s restaurant Bellini, which offers an array of rustic Italian dishes (think lasagna Bolognese and bucatini cacio e pepe). When guests feel like venturing beyond hotel limits, they have a couple of options for wheels: a fleet of 2018 Lincoln Navigators for rides within 15 blocks, and a custom collection of Mr. C Seaport bicycles by Fourth Floor Distribution.

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.

This modern 11-story hotel, built on the end of the beachside Larvotto strip, is a chic but unpretentious family-friendly resort that attracts travelers for its prime location and the amicable Mediterranean-style village atmosphere. Guests come for the three restaurants, spa, and two pools (one with an artificial sand-bottom lagoon), plus the Bay Casino, jammed with the latest high-tech slot machines. If guests want to relax, chances are they head to the lounge chairs surrounded by the botanical gardens or head down the road to the Monte-Carlo Beach for water sports. The comfortable, sleek, contemporary-style rooms have dark or blond wood furnishings, duvet-covered beds, plasma-screens TVs, and spacious white bathrooms. Another highlight is the sea-view terraces, with a dreamy vista of the illuminated pool, gardens, and the Sporting d’Eté complex. The highly affordable off-season prices are a deal, considering the Principality’s mild climate is reliably sunny, even during the winter.

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.

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.