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The Cloisters, a museum devoted to medieval art and architecture, is a delightful respite from the hustle and bustle of NYC. This tranquil treasure is definitely worth a half day (or more) trip on your next visit. A branch of the Metropolitan Museum of Art, The Cloisters opened in 1938 and is located in Fort Tryon Park in northern Manhattan. Perched on a towering cliff, the museum offers commanding views over the Hudson River to New Jersey and the George Washington Bridge. The buildings include elements from medieval sites from Europe (primarily France) and renowned artwork includes the Unicorn Tapestries and the Annunciation Triptych, but the heart of the museum is the cloistered garden. This lush space consists of an interior courtyard surrounded by covered walkways. The flowering garden within invites contemplation and appreciation of a different time. The Cloisters includes a broad terrace with expansive views across the Hudson. The view is so prized that in 1901, J.P. Morgan purchased 12 miles of the New Jersey coastline to protect it from excessive quarrying and in 1933 John D. Rockefeller, Jr. donated 700 additional acres of NJ to preserve The Cloisters’ view. Be sure to include time in your visit to explore beautiful Fort Tryon Park.

Remote and difficult to access, this three-mile beach on the Dominican Republic’s southwestern Caribbean coast (15 miles from Pedernales and close to the Haitian border) is also blissfully uncrowded. Playa Bahia de las Águilas, which translates to “Bay of Eagles,” can only be reached via a four-wheel-drive vehicle on an unpaved road, or a 15-minute speedboat ride from the little village of La Cueva at Cabo Rojo. Once there, however, you’ll discover a pristine beach, bordered by rocky cliffs and free of any hotels or restaurants—the beach is located in the Jaragua-Bahoruco-Enriquillo Biosphere Reserve, so building is forbidden. Turquoise water laps the white sand, while well-preserved coral reefs wait just offshore. Don your mask and snorkel to see starfish, sand dollars, and maybe even a manatee. Also remember to bring water and sunscreen as there’s virtually no shade, and pack lunch or plan to eat in nearby La Cueva.

Just a few blocks from the bustle of Old Town and Duval Street, this Caribbean-style resort is a serene retreat with a swath of white-sand beach, a pool concierge, and a private pier for fishing or gazing out over clear turquoise waters. All of the contemporary rooms and suites are generously sized and have private balconies with views of the pool, courtyard, or ocean, but the real draw remains right outside your door. Guests can snorkel off the shore, face off on the giant chess board, or simply sway between two palms in one of the beachside hammocks. They also have privileges at sister resort Casa Marina, just up the beach, including at the oceanfront Spa al Mare. Have kids in tow? The hotel offers a full roster of activities, plus babysitting services for parents who want to hit the town.

Perched on a hill between the busy Zona Sul and hip Santa Teresa neighborhoods, Casa Marques is an all-suites boutique hotel with unparalleled views of Rio. The French-Brazilian couple behind the property blended minimalist modern design with contemporary Brazilian art, creating a space that’s as sleek and subtle as a gallery. Stark white, rooms are decorated with unique local art and artisan-made rugs. Standard suites feature pingo de riga (floor-to-ceiling), wood-framed windows, while master suites include a balcony and expanded bathroom with soaking tub. On the roof of the colonial mansion, there’s an infinity pool and bar overlooking Guanabara Bay, Sugarloaf Mountain, and Christ the Redeemer. Rates include breakfast on the terrace or in the warm, stylish kitchen lounge, complete with traditional tapioca and Brazilian iced tea. Note that Casa Marques’ stellar scenery means it’s challenging to access—plan on taking taxis whenever you can tear yourself away from the hotel vistas.

Nothing says Santorini like an aqua-blue infinity pool, and Katikies has three of them—all the better to take in westward-facing sunset views. Carved out of the cliff side 300 feet above the Aegean, the hotel’s public spaces are connected by a series of bridges and Escher-esque stairways as they descend from the town of Oia above it. Cube-shaped rooms and suites are minimalist but inviting, nearly every surface painted or clothed in calming white; all have verandas, while a few large suites have outdoor plunge pools or Jacuzzi tubs and alfresco seating areas. Upon check-in, guests are given cell phones to summon 24/7 service from anywhere on the property. They use them to order light snacks at the poolside bar and restaurant or make reservations for some of the best sushi on the island at the champagne bar, but the candlelit rooftop restaurant—serving Greek and Anatolian cuisine—is about as romantic as it gets.

One of the newer boutique inns to emerge in the Catskills, this 11-room property is a gorgeous mix of old-fashioned elegance and urban styling. Guests can expect classic features such as stone fireplaces and sheepskin rugs along with a glorious hodgepodge of vintage sofas, Moroccan tiling, and framed butterflies. Rooms feature white walls and matching linens, with pops of color in the form of grass-green rugs, tufted velvet chairs, bright wallpaper, and serene, forest-inspired art prints. Just be aware that about half the rooms—specifically, those on the third floor of the old house—share common bathrooms. There’s also a cottage with three bedrooms and its own kitchen, where guests can bring their pets provided they let the owners know ahead of time. Don’t miss the Sunday brunch served in the intimate Bar Room—one of the inn’s owners is a chef by profession, and his culinary artistry gets consistently rave reviews.

The Wauwinet makes the most of its coastal setting between the Atlantic Ocean and Nantucket Bay. Next to the Coskata-Coatue Wildlife Refuge, the resort has 32 rooms, plus four cottages with separate living rooms and the three-bedroom Anchorage House across from the main inn. In addition to private beach access and bikes to explore the island, guests can take out a kayak, play a game of tennis, or watch a movie in their room with hot buttered popcorn. A spa offers sea-inspired facials, massages, and body treatments. TOPPER’S restaurant is known for its Retsyo oysters, harvested only 300 yards from the restaurant, and offers transfers to and from White Elephant Hotel’s Brant Point Grill on its 21-passenger boat, Lady Wauwinet. The inn also provides regular shuttle services to the ferry and Nantucket town (about 10 miles away), and outside of peak summer season will drive guests to the village of ‘Sconset in its 1947 Woody station wagon.

Conceived by Venezuelan architect Óscar Enrique Bracho Malpica, this Malmok Beach beauty stands out from the pastel pack with its modernist aesthetic: think wall-to-wall windows and pitched roofs, as well as gauzy curtains and minimalist furnishings in a palette of creamy whites and beiges (don’t miss Philippe Starck’s Kong chairs in the lounge). The 13 rooms and suites come in a range of impressive configurations: Two have their own infinity pools equipped with hydrotherapy jets, two have sprawling 1,076-square-foot solariums, and most have spacious outdoor showers that open onto private wooden decks; all bathrooms come with rain showerheads and a range of luxe SPA Bulgari toiletries. In keeping with the contemporary feel, a wealth of high-tech amenities make the modern traveler feel right at home, including 48-inch flat-screen LCD smart TVs, Bose alarm clocks with Bluetooth capability, and Buscaglione espresso machines.

Original Joe’s has the same birth year as another pretty famous San Francisco landmark: the Golden Gate Bridge. Both are definitely worth checking out, but only Original Joe’s will serve you a hearty Italian meal in a red leather booth. Back in 1937, the restaurant was a 14-stool counter on Taylor Street where immigrant and family patriarch Tony Rodin served Croatian-Italian-American comfort food. Original Joe’s is run by the third generation of the family. A fire destroyed the first location in 2007, but the corner spot in North Beach that opened five years later can’t be beat. Inside, the family’s San Francisco history is revealed by walls hung with black-and-white photos, letters, and other ephemera. The menu showcases some of Tony’s recipes, such as eggplant parmigiana, Joe’s meatballs, and veal parmigiana. Those counter stools are there, too, saved from the fire and brought over to the new Original Joe’s.

Accessible only by seaplane, Kuredu rewards the adventurous with a secluded stretch of powdery white sand on the Lhaviyani Atoll. The resort is popular with dive enthusiasts thanks to its PADI certification center, but water babies of all stripes will find plenty to love, including snorkeling, catamaran sailing, kiteboarding, and private dolphin-watching trips. Those who would rather stay dry might prefer to hit the links: the country’s first golf course is right next door. A range of simple yet comfortable villas and overwater bungalows, many with private pools or Jacuzzis, provide a low-key crash pad after days spent among the waves; couples seeking even more quiet stay in the adults-only section of the property. Housed in a cylindrical domed aquarium on nearby Hurawalhi Island, the much-photographed 5.8 Undersea Restaurant is open for lunch and dinner, giving guests yet another opportunity to get close to their aquatic neighbors.

The Hall family’s restaurant empire includes SNOB, High Cotton, and steakhouses in three cities, but this Upper King headquarters is where their pride in hospitality is most prominently on display. Diners are greeted upon arrival and bade farewell upon departure, often by one of owner Bill Hall, Sr.’s sons. The bartenders are equal parts warm and professional, but the real star is the meat. Halls’ menu includes dry-aged cuts and a massive wet-aged porterhouse, all sourced from Chicago’s acclaimed purveyor, Allen Brothers. The Chophouse is not haughty, however—there’s a kids’ menu, and most diners aren’t dressed for white tablecloth environs. Sunday’s popular gospel brunch features live singing from 10 a.m. to 2 p.m. On weekdays, it’s worth a happy-hour swing-through for a glass of whisky or wine among the city’s top businessmen and power brokers, who mingle in this stately wood-and-leather classic Charleston spot.

There’s a touch of Old World glamour to the Cape Royale—the imposing facade, the dramatic lobby, the bellmen in top hats—but just when you start to wonder if the whole experience is going to be resolutely old-school, you’ll find yourself pleasantly surprised by the sleek rooms. They feature contemporary furniture, granite and porcelain bathrooms, and a soothing palette of mostly grays and whites with the occasional punch of lime green or aqua blue. It’s also the site of six restaurants, cafes, and bars, each with its own theme, from Italian cuisine to healthy eating to Thai or Middle Eastern fare.

The city’s best beaches and nightlife—not to mention Green Point’s dazzling Cape Town Stadium, erected for the 2010 World Cup and now the site of many a mega-concert and local soccer match—are minutes away.

Perched just up the hill from the white sands of Oneroa Beach on Waiheke Island, the Boatshed fulfills the wainscoted, shuttered, pitch-roofed holiday images that dwell in the minds of beach lovers the world over. Originally the vacation cottages of designer David Scott, the Boatshed now offers six sun-drenched accommodations that complement the laid-back island vibe—a magnet for a free-spirited set of artists, vintners, chefs, and water lovers. Many furnishings were custom-designed by the Scott family and exude the feeling of a boat cabin, especially when placed among the built-in shelves and cabinetry of the bachs—the local word for an authentic New Zealand beach shack. Accommodations range from old boat sheds to a three-story tower that feels like a lighthouse, and outdoor decks provide many opportunities to enjoy the sea breeze. The boutique hotel was the realization of Daniel Scott’s dream—to share the simple pleasures of the beach life with travelers from around the globe.

The creative energy of the Garment District in Midtown Manhattan has long been behind closed doors, but Archer Hotel, opened in early 2014, puts that artistic spirit on appealing display. A mix of fabrics, graphic prints, exposed brick, and floor-to-ceiling windows (with dramatic skyline views) pays homage to a neighborhood known for pushing the boundaries of fashion. Beyond its quirky style—including a house art collection with pieces spanning several mediums—this property entices with its rooftop bar, Spyglass, perched on the 22^nd floor with views of the Empire State Building and the Chrysler Building. Archer excels at the small stuff, from in-room Nespresso machines and free Wi-Fi to gorgeous black-and-white subway tiled bathrooms with luxurious walk-in showers. Unwind after your day with an aperitif at the Foyer Bar, complete with seasonal outdoor patio.

A mineral lick for wild game and a swimming place for the Nez Perce and other Native American tribes, the Lolo Hot Springs, “discovered” by Lewis and Clark in 1805, became a health resort for dudes and wealthy Westerners in the late 1880s. Today the Lolo National Forest in west central Montana, 32 miles southwest of Missoula, is a paradise for camping, hiking, fishing, and in winter, cross-country skiing and snowmobiling. In a prime location to explore 500 miles of trails and scenic drives, the Lodge at Lolo Hot Springs offers weary adventurers the chance to relax in two indoor natural hot spring mineral baths in enclosed grottoes. Built to suggest a Western fort, lodge rooms are lined with white pine logs and log furniture and have large picture windows overlooking the forest. The lodge rents ATVs and snowmobiles to guests. Lodge-based activities include geocaching, Frisbee golf, horseshoes, croquet, and volleyball.