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I’m not one to skip breakfast, especially in Italy, where thoughts of cappuccino, pastries, and local ham tend to rouse me early from slumber. But on my first morning at the Hotel Sant’Angelo, in the old quarter of Matera, I was having a hard time dragging myself from the creature comforts of my cave. Staying in a cave, it turns out, can be surprisingly pleasant. There was just one small window high overhead, but the room and adjoining bath were in no way dank—a testament to the natural ventilation that keeps the caves cool and comfortable. The wavy contours of the white tufa-rock walls conjured a feeling of being enveloped in some primordial womb. Yet there were modern amenities: luxurious linens, Internet service, a telephone. Fred Flintstone never had it this good. I might have snoozed until noon, were it not for an impatient mate eager to see the sights. We had arrived in the village the previous night after a long drive across the treeless plains of the Basilicata region, located at the instep of Italy’s boot. Matera is an enchanted world of Stone Age splendor. Known as the sassi (Italian for stones), the bisque-colored hilltop cave homes comprise one of the oldest continuously inhabited places on earth, according to UNESCO. The caves have provided shelter for more than 7,000 years. A millennium ago, shepherds inhabited them and carved churches into the rock; during the Renaissance, the area prospered and elaborate buildings were carved out, the excess tufa sculpted into ornate facades. By the early 1900s, the sassi had fallen into neglect. Families and their animals crowded into the caves for warmth, and disease was rampant. When writer Carlo Levi brought this tragic state of affairs to light with his 1945 book Christ Stopped At Eboli, the Italian authorities moved residents en masse to modern housing—leaving the sassi abandoned, save for the occasional crew brought by film makers (Pier Paolo Pasolini and Mel Gibson among them) in search of a biblical-looking backdrop. It was only in the 1990s that the Italian government encouraged people to move back. Residents revamped the cave dwellings as homes, restaurants, and inns. When the Sant’Angelo opened in 2004, it was the area’s first luxury hotel. The 19 cave rooms are sparsely but tastefully appointed with rustic wooden furniture. Some carved decorations—crosses, hearts, an owl—date back hundreds of years. Fossilized shells embedded in the walls reveal that the region once lay underwater. Eventually, my fiancé and I did emerge from our cave to wander the town’s ancient alleys. A local guide named Dora Cappiello took us into some of the 150 chiese rupestri (rock churches), where she pointed out wine troughs and frescoes of San Nicola, the patron saint of local shepherds. We also visited a cave dwelling that had been restored to resemble its state when the caves were equal parts manger and living space.
Simple, delicious meals punctuated our explorations. The curvy walls of Baccanti, a cave restaurant, created a private nook where we feasted on silky pappardelle pasta with a cinghiale (wild boar) ragu, accompanied by a dry, fruity red aglianico from the nearby Vulture wine region. Tired and sated after a full day, we headed back to our cave—on moonless nights, a flashlight or trail of bread crumbs is advised for the stumble back to the hotel—where the promise of a deep, sound night’s sleep awaited. —Amy Cortese Hotel Sant’Angelo, 39/0835-314010, from $211 for a double. This appeared in the March/April 2010 issue.

Another of attorney-turned-hotelier Loh Lik Peng’s boutique properties (along with the New Majestic), Wanderlust is perhaps the quirkiest hotel in Singapore, taking guests on a fanciful journey that befits its name. The building opened in the 1920s as the Hong Wen Chinese School and later served as a settlement where Indian immigrants reared livestock. Its unchanged sober white facade with black shutters gives little hint of the outré interiors. Each of the four floors was fashioned by a different Singaporean design agency, resulting in various themes. In the lobby, an industrial-glam aesthetic manifests itself in an old-fashioned collapsible metal gate repainted in gold, a Frank Gehry-designed sofa, and seats made from recycled road signs by Australian Trent Jansen. Rooms on the “Creature Comforts” floor include Typewriter, where giant lettered arms reach out and up from a sofa with keyboard letters on the upholstery, while lanterns cast shadows of monsters along the corridors.

A mile-long strip of soft white sand frames Friendship Bay on Bequia’s southern coast. The water here is consistently calm, making it perfect for swimming and snorkeling. You’ll likely have much of the beach to yourself—except for, perhaps, the area in front of the Bequia Beach Hotel, which welcomes non-guests to its lively beach bar.

The Tuamotu archipelago – 78 coral reef atolls spread north and east of Tahiti – are just remote enough they’ve not been spoiled by excessive tourism. There are a few high-end hotels, but just a few. Instead of tourism, the local economy is still focused on businesses that go back centuries: Fishing. Coconuts. And black pearls. Lots of black pearls.

Famous since its 1998 opening as the place with the dancing fountains (further immortalized in the final scene of the 2001 film Ocean’s Eleven), the 3,933-room Italian-themed Bellagio is a Las Vegas icon. There is a fantasy feel about it, with its five courtyard pools, its indoor botanical garden and conservatory that change with the seasons, its lobby-dominating Dale Chihuly blown-glass flower sculpture, and its eight-acre lake, out of which rise the fountains. Yet following a 2015 upgrade, it also feels as modern as any hotel on the Strip. The Bellagio still does a few things the old-fashioned way: Along with the expected celebrity restaurants, there is a buffet (a long-cherished Las Vegas tradition) brought up to modern standards with an all-you-can-drink alcohol option. Throughout the hotel, service is tops, shopping is high-end, the Cirque du Soleil production O draws ’em in, and—another Las Vegas tradition—a casino with nearly the area of two football fields makes it all go ‘round, which is no doubt why everybody has to be out of the pools by 7 p.m.

Crashing waves serve as the soundtrack to your stay at Elbow Beach, situated on 50 lush acres along Bermuda’s rose-hued southern coast. Decorated with exposed beams, tiled floors, and neutral color schemes, the spacious cottage-style rooms are the portrait of coastal elegance—think coral-emblazoned throw pillows, wicker benches at the foot of the beds, and ocean or garden views through French doors. Polished-pebble paths lead the way to the spa, which offers treatments inspired by local ingredients, from a ginger-and-coconut scrub to a hibiscus bath. Grab a rum swizzle in the lounge, relax by the curving perimeter of the pool, or snorkel, swim, and kayak at the hotel’s private beach. You might also prefer to hit the pavement: Elbow Beach is mere minutes from the capital of Hamilton, Gibb’s Hill Lighthouse, and four 18-hole championship golf courses.

This property is closed through 2019 for repairs made necessary by hurricanes Irma and Maria.

Caneel Bay, one of the island’s more secluded and protected bays, is home to Caneel Bay Resort, a historic luxury hotel founded by Laurance Rockefeller. After opening the resort in 1956, Rockefeller donated the land on which it lies to become the Virgin Islands National Park, which covers about 60 percent of the island. Day-trippers can easily reach Caneel Bay by taxi from Cruz Bay. The resort has no fewer than seven beaches, including Honeymoon Beach, a short hike away. Come here to relax on the main beach, book water sports at the diving and snorkeling center and have lunch at the hotel restaurant.

Towering palms and a true Scottsdale vibe greet guests of the Westin Kierland Resort & Spa, located in northern Scottsdale. Families will love features like the Adventure Water Park, which has a lazy river perfect for floating on a sunny day, a water slide, and even a spot to do some desert-style surfing on the FlowRider. A kid-friendly light show takes place seasonally at night, and the projection onto the hotel makes the building look like it has come to life. For the grown-ups, the property is an even better place to play. By day, go for a round of golf on the award-winning links, lounge at the adults-only pool, or enjoy a massage at Agave, the Arizona Spa (the namesake plant, native to the area, is used in many of the treatments). By night, choose from four on-site dining options—not including cozy in-room bites. Be sure to make a reservation at Deseo, where Chef de Cuisine Derek Biazo serves up delicious contemporary Latin American small plates (try the hamachi ceviche with truffle ponzu sauce, and definitely don’t skip dessert or the exceptional wine list). Tipplers will also appreciate the open-nightly Scotch Library, which boasts more than 300 labels and kilt-clad Scotch Ambassadors who can guide you through a tasting. The Scotch Library is one of the hotel’s many tributes to the area’s history and culture. Scottish immigrants played a role in establishing the early economy of Arizona, and homage to that heritage is evident not only in the Scotch Library but also in the sunset bagpipe shows and the offering for golfers to play Scottish-themed golf. Other nods to local culture include the rehabilitated desert reptiles in the lobby (don’t worry, they’re enclosed) and room decor highlighting important personalities and moments from Arizona’s history like female pilot Ruth Reinhold, who taught pilots in World War II and eventually became Arizona Senator Barry Goldwater’s personal pilot.

The founders of Soho House and the developers behind such buzzy hotels as New York City’s The NoMad teamed up to turn the historic Midland Bank building into—what else?—a one-stop lifestyle hub that’s drawing regulars of both the suit-and-tie and hipster variety. Part-hotel, part-member’s club, The Ned (named for the moniker of legendary, 19th-century architect Edwin Lutyens, who first envisioned the building) features eight dining options set around the former banking hall, from Italian, French, and Californian spots to a New-York-style deli, Pan-Asian favorite, and lounge for an overflowing, British-style Sunday feast, complete with a Bloody Mary bar and mimosa trolley. Hotel guests also have access to a downstairs bar, and a wellness level with a nail bar, gym, separate hair salon and barbershop, Cowshed Spa, traditional Moroccan hammam, and vitamin IV drips by The Elixir Clinic. The spa level also features an indoor pool, while the Ned’s Club Upstairs offers a rooftop pool and restaurant (with views out to St. Paul’s Cathedral) to Club members or those staying in higher-category rooms.

The entire property is done up in cool, vintage-inspired design, including the 250 guestrooms, which range in category from Crash Pad and Cosy to Heritage and six types of suites. All feature 1920s flair, such as mirrored cocktail cabinets, wingback chairs, and Jazz Age motifs, as well as marble-mosaic bathrooms stocked with rainfall showers and 10 full-size Cowshed products. Suites have bonus perks like dining areas, bathtubs, and upgraded views. Take all the pictures you want in your room, but Insta-addicts may want to leave their phones behind when in select public areas: there’s a photo ban in any place that’s part of the Club membership, including that stunning rooftop.

The centerpiece of a vast resort, golf club, and residential community complex, Rosewood Bermuda sits on 240 acres of waterfront land overlooking Castle Harbour, Harrington Sound, and the Atlantic Ocean. The recently refurbished resort is anchored by the Manor House, where 88 guest rooms blend classic cottage-style architecture and modern interiors that continue to set the standard for today’s luxury seekers: think canopy and four-poster beds, plantation shutters, and colonial-era antiques, all set against a cool white backdrop. Spring for a deluxe poolside room, which also has access to a private poolside daybed. Just don’t expect too much down time. Three on-site restaurants and two bars are beyond selfie-worthy, treatments at the spa incorporate local ingredients like cedar and juniper, and hotel guests receive membership to the 18-hole Roger Rulewich–designed golf course, tennis courts, and a beach club that sits on an exclusive stretch of pink sand for the duration of their stay.

One of the five original public squares in Philadelphia planned by William Penn, Rittenhouse Square was originally called Southwest Square and was later renamed after David Rittenhouse, a Philadelphia astronomer, inventor, and clockmaker. Although it is now one of the most popular public spaces in Center City, in the 18th century it served as a livestock pasture and later, brickyards surrounded the square. Not until the 1880s, when the city’s elite began moving into the area, did the park begin to take on its modern-day elegance. High-rise condos and luxury hotels have replaced many of the historic mansions that once surrounded the square. Many of Philly’s finest boutiques, hotels, and restaurants sit nearby, including Parc Restaurant Bistro & Café, a great spot for people watching and celebrity spotting. Rittenhouse Square hosts many events from spring through fall, including: A weekly farmers’ market every Tuesday from 10 am to 1 pm (May through November). The biannual Rittenhouse Square Fine Art Show in the spring and fall. The next art show will be held June 6-8, 2014, when the area in and around the square displays original work by more than 140 artists. This event is the nation’s oldest outdoor original art show.

For evidence of the “everything is bigger in Texas” trope, look no further than this urban resort, which—with 1,606 Asian-accented guest rooms and suites spread out over 45 acres—is one of the largest in the south. Its location in the Design District, not far from the Dallas Convention Center and the office towers of downtown, makes it popular with the business-meeting crowd (as does the 600,000 square feet of on-site event space), but there’s plenty to tempt leisure travelers, too. Paired with an outdoor sculpture garden, more than 1,000 international works displayed throughout the property make up one of the biggest hotel art collections in the world. Guests can dine on everything from steak and seafood to pizzas, salads, and grab-and-go snacks at the eight restaurants and bars, or make a night of it with specialty cocktails and fine wines. They can also relax with treatments at the VSpa, or work off indulgences at the whopping 80,000-square-foot Verandah Club & Fitness, equipped with indoor and outdoor pools; basketball, squash, and racquetball courts; a cross-training and boxing gym; and more. In the summer, the sprawling Jadewaters pool complex—with lazy river, swim-up bar, 180-foot water slide, and kids’ activities—is as close as you can get to a water park in the heart of the city.

The Diamond Deluxe is a multifaceted property that offers a laid-back take on European upscale properties in paradise. The main feature of the place is a idyllic collection of large pools that cluster within its center. Bridges crisscross these expanses of blue leading the way to beautiful boxes basking under the bright Grecian sky. I recently stayed in one of the Diamond Suites which also comes with it’s own decent sized private pool. (Though gardeners were prone to passing by at odd times of day.) The room was well outfitted with spacious showers, plush beds, and competent air conditioning. (In contrast to the high temperatures outside, the internet was positively glacial. Pretty much unusable.) Being prone to typical Euro qualities, don’t expect the best dining experiences or consistent service. (Some employees were great! Others, not so much.) Alcohol is also best procured elsewhere if you’re hoping for a late night by the room. Oh and on some sites I’ve read it was “overlooking one of Kos’s best beaches.” This couldn’t be further from the truth. You will need to travel to get to a great beach. I recommend renting a car. Driving is easy on Kos. All that said, the property to beautiful, bright, blue, and best enjoyed with a laid-back attitude.

Some may scoff at the absence of beachfront acreage, but what all-inclusive Capella Marigot Bay lacks in sand it makes up for in amenities, including a cabana-lined pool area with swim-up bar and a ferry to nearby LaBas Beach. Backed by a see-and-be-seen marina that offers some of the island’s best people-watching, the hotel features 124 luxurious rooms and suites that are studies in restraint, with dark-wood accents and four-poster beds trimmed in mosquito netting. Guests are surprised with complimentary snacks each day, from house-made plantain chips to local Piton beer, but nourishment is also in abundance at the resort’s four restaurants—think fresh-caught snapper, jerk-spiced ribs, and lionfish ceviche—and during three happy hours. Meanwhile, the celestial-inspired Auriga spa offers locally focused treatments to those less interested in the fitness center and weekly activities such as body-scrub-making workshops and zip-line tours.

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.