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When Charleston’s Blind Tiger opened in the late 1980s—long after Prohibition ended—its name, a phrase synonymous with “speakeasy,” lent the Broad Street bar a delightfully naughty air. Not that the joint needs more atmosphere. The building, which dates back to 1803, has the vibe of an old Irish bar, with big front windows, dark wood, the damp smell of years of spilled beer. But walk through the doors in back and you’ll find a tree-shaded, sun-dappled patio full of architectural ruins and kitted out with a few firepits for cool evenings. That handy backyard bar means you can stay in the fresh air and not venture inside for refills. Alas, the blissful al fresco scene is slightly marred by the inclusion of a television over the bar. (With college football enjoying nearly the same status of religion in the Holy City, only the fanciest cocktail bars can avoid having the game on in these parts).

In a city built on steep terrain, it is a wonderful thing to have the option to ride up and down the hillsides rather than walk. In 1883, Valparaíso’s first funicular (ascensor), the hydraulic Ascensor Concepción, made it unnecessary for locals to climb hundreds of stairs every day. Today, about 15 of these little vehicles, most using electric power, are in operation; passengers ride for a small fee. The most popular one—and the one with the best views—is the Funicular Cerro Artillería. The Ascensor Concepción Prat is the oldest.

A stay at the adults-only Rachamankha feels like an extended visit to a supremely stylish friend’s home. Designed by interiors maven Rooj Changtrakul and renowned Thai architect Ongard Satrabhandu (who happens to be Changtrakul’s stepfather), the 24-room boutique hotel is inspired by 15th-century Lanna and features crisp white walls that offset Chinese antiques, vaulted wood ceilings, and colorful Thai silks. Serene courtyards give way to a library, an art gallery, and a poolside massage pavilion for low-key relaxation. Even the restaurant is primed to make you feel at home, serving regional comfort food like Burmese curry in an alfresco setting that reminds you why you booked here in the first place.

With its 26 suites, private beach, and two waterfront bars, Calabash Cove offers a boutique hotel alternative to the typical all-inclusive experience. Set a stone’s throw from the turquoise waves of Bonaire Bay, the sprawling, Balinese-inspired Water’s Edge cottages are the ones to book thanks to private plunge pools, outdoor rain showers, and patio hammocks positioned to highlight superb sunsets. The resort’s remote location ensures tranquility, as does the spa, which offers in-room treatments using ingredients sourced from St. Lucia’s floral and culinary bounty. That abundance is also on display in the Windsong restaurant, where local dishes get an elegant twist (octopus tempura, smoked coconut crème brûlée) in a terrace dining room with the ultimate ocean backdrop. Follow your meal with a brief walk down Calabash Cove’s small boardwalk and stop to spot shooting stars in the dark skies above.

Dream about a Caribbean beach bar and chances are you’ll imagine someplace like MooMba, just south of Palm Beach. Here, you’ll find oversize palapas, tiki torches at night, and a crowd looking for fun with their feet in the sand. From its lounge chairs positioned under swaying palms to its extensive list of tropical cocktails, the watering hole is really what an island vacation is all about. To eat, there’s a buffet, with Sunday’s beach barbecue theme being your best bet. Go at happy hour, which is timed to coincide with the sunset, then stay into the evening for live music and DJs.

Scrub Island is one place where being shipwrecked might actually be a good thing—pity that dockside boat slips abound. Located on a volcanic speck just 75 miles east of Puerto Rico, Scrub Island Resort is the ultimate tropical idyll, with a spa, marina, and three restaurants. Its 52 suites and villas sit on 230 pristine acres, complete with neutral, colonial–style interiors (think four-poster beds, marble baths with soaking tubs, and floral curtains) that intensify the ocean views. Charter a boat to explore hidden coves or test your nautical skills at the resort’s sailing school. You can always forget what you know once the time comes to lift anchor and head for the mainland.

Sir Bani Yas is a desert island five miles off the city’s Arabian Gulf coast with some curious residents, namely cheetahs, ostriches, and giraffes, among others. Three distinct properties allow visitors to make the most of the rustic wildlife refuge with game drives and one-of-a-kind animal encounters: the Desert Islands Resort & Spa, with its plethora of amenities and dining options; the safari-style Al Sahel Villa Resort, at the island’s rugged center; or the luxe shorefront Al Yamm Villa Resort, where barasti-style villas have turquoise infinity pools and a lagoon teeming with migratory birds. Though each property stands on its own, guests can take advantage of all the amenities with free transfers between them. Don’t miss the innovative Dining by Design experience, which lets you dine at different venues around the island, from a romantic dinner on the beach to a family picnic on safari plains.

Small and intimate, Hotel Casa Oaxaca feels quintessentially Oaxacan: It’s colonial in style, with whitewashed walls contrasting with vivid pops of carnelian red and fuchsia. It’s surrounded by local vegetation. And it’s filled with Oaxacan handicrafts and art. Common areas invite visitors to settle in and relax, like the on-site library, pool, and terrace with beautifully-made cotton hammocks. The hotel’s seven rooms are arranged around the central patio. Visitors consistently say the service is exceptional, with attention to detail and a “go the extra mile” attitude mentioned frequently as one of the main reasons to return. Another is the hotel’s central location, as it offers an easy walk to many of Oaxaca’s top sights.

Though Belize is replete with Maya sites, including some spectacular archaeological examples that are open to the public, Chan Chich may well be the only hotel in the country that can claim to sit atop a known former Maya site. In the late 1980s, owner Barry Bowen sought and received permission from the country’s Department of Archaeology to build on the site, whose plaza was beyond repair. No doubt guests are surrounded by the spirits of ancient Maya as well as actual artifacts that remain hidden in the soil around the lodge. Accommodations are individual casitas and cabanas decorated with local art, fresh tropical flowers, and simple but sturdy furnishings. The hotel is part of the historic 130,000-acre Gallon Jug Estate, which is, among other things, a private nature preserve. Guests enjoy wildlife spotting on the property, whose staff has kept a running list of the bird species seen here: the current count tops 350 types.

Located in Park City‘s renovated Masonic Hall on historic Main Street, the Riverhorse caters to a high-end fine-dining crowd. Seth Adams, the executive chef and co-owner who drives the seasonally appropriate creative menu, has brought home prestigious awards, including a few that were firsts in the state of Utah. While the Riverhorse has a great selection of wine, it does allow patrons to bring in their own bottles for a $25 corkage fee. The restaurant is family friendly, with healthy selections on the kids’ menu. Dress is “mountain casual,” and reservations are strongly encouraged.

Not every celebrity who visits Harbour Island stays at the Pink Sands Hotel. Bill Gates, for instance, has his own home on the island. But Keith Richards has checked in here, as have Martha Stewart and Kate Moss. Since its opening in the 1950s, the 25-room hotel, like the island itself, has been a low-key enclave of the rich and famous, drawn not just by the like-attracts-like vibe (one of the previous owners was Island Records founder and Bob Marley “discoverer” Chris Blackwell), but by its location on Pink Sands Beach, widely considered one of the world’s prettiest. Accommodations are in plush one- and two-room cottages that have king beds and ocean or garden views; some have outdoor showers. Reserve a table at the British-colonial–inspired Malcolm 51 for island-style bouillabaisse and charred octopus salad, but don’t get too carried away with the sundowners. All manner of aquatic activities (snorkeling the nearby coral reef, bonefishing in the shallows, or merely swimming in the heated freshwater pool) await in the morning.

Not to be mistaken for the popular izakaya of the same name (and same owners) down the street, on Boulevard Saint-Laurent and Avenue des Pins, this Big In Japan is on the corner of Boulevard Saint-Laurent and Rue Rachel. You may not notice the sign, or even the door – it adds to the sense of mystery of this high-class drinking establishment (look for the black door near the fast-food restaurant Patati-Patata). From the vaporous curtains to the long shiny U-bar, the atmosphere here is distinctly speakeasy, and the classic cocktails maintain that illusion. The champagne cocktail will never go unwanted, and the Tom Collins is fizzy and tart, as it should be. Or you could dip into the house specialties: sakes, prune wines and Japanese whiskeys, used bottles of which serve as the basis for this stylish spot’s contemporary lamp fixtures.

John Rutledge was an active player in early American politics, signing the Constitution and serving as South Carolina’s first governor. But his townhouse on Broad Street, now the John Rutledge Inn, was built before he even attended his first Continental Congress. The house was embellished and expanded over the years, including the addition of elaborate lacelike ironwork that still stops passersby in their tracks. The inn comprises the main building and two carriage houses. In the 1980s, a major renovation prepared it for its new life as an inn, restoring the parquet floors, marble fireplaces, and crown molding to fully honor the property’s past.

Rooms in the main house evoke the property’s Colonial Era origins, with canopy beds and brass fireplace screens. All rooms have Tempur-Pedic mattresses, property-wide Wi-Fi, and flat-screen TVs help guests remember that they’re still in the 21st century. Around the property, visit the sumptuous ballroom for evening sherry, or stroll the lush, secluded courtyard.

This three-mile stretch of white sand is the only public beach at the gated Puntacana Resort & Club. Even so, non-guests can only reach the beach after dining at the resort’s oceanfront Playa Blanca Restaurant. It’s worth it, though, as the calm turquoise water is ideal for swimming, kayaking, and catamaran sailing. A mesh barrier keeps seaweed out of the swimming and beach areas, ensuring pristine water and sand as far as the eye can see.

The Great Market Hall in Budapest should be any visitors first stop in order to get acquainted to the people, goods and grub of Hungary. The market is one of those strange places that caters to both locals and tourists alike without losing its authentic appeal. Under one roof you can by meats and sausages, Royal Tokaji wine, paprika, hot Hungarian favorites, such as Goulash, an assortment of pickled vegetables and fresh produce. The upper floor has small eateries, where you can sample a variety of Hungarian favorites for very little money.