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  • Giudecca, 810, 30133 Venezia VE, Italy
    Hilton Molino Stucky on Giudecca Island is a zippy five-minute boat ride (free for guests) away from bustling Piazza San Marco, and ideally located for those craving a tad more tranquility without missing out on any of those sweeping Venetian vistas. Once a working flourmill, this brick, industrial-era fortress has been reimagined as a luxury hotel with all of the modern bells and whistles. Take a break from museum hopping with a day spent surveying the city below from the city’s only rooftop pool (followed by quality time spent in the spa). Of course, with several dining options just steps from your room, you could happily spend most of your time right here.

    If mixing business with pleasure, this hotel—with Executive Suites, a ballroom for events, several conference rooms, and a business center—makes for a superbly scenic day at the office.
  • Chapmans Peak Drive, Cape Town
    Cape Town already feels like it’s at the tip of the world, but the sensation is magnified at Tintswalo Atlantic, where guests get cozy in suites just a few feet from the ocean. Park in the lot just off famed Chapman’s Peak Drive and take the hotel van, which winds its way down a steep road and drops guests at a collection of semi-detached units. Each is themed after a different island—Zanzibar, Antigua, Sicily, and, oddly enough, Robben (where Nelson Mandela was imprisoned). The details are thoughtful, however, from the elaborate, wood-carved headboards to the seashell-encrusted bathroom walls and idyllic paintings. It’s hard to find a setting more romantic and remote. In the unlikely event that you want to venture out, there’s a shuttle that whisks guests to Cape Town, just over 30 minutes away.
  • 2000 Oregon Rd, Mattituck, NY 11952, USA
    On the North Fork of Long Island, Shinn Estate Farmhouse Inn is tucked away on a peaceful vineyard. Rooms are in the estate’s historic 1880s homestead, and guests get to experience life on the vineyard—and taste the final product in the winery’s tasting rooms. There is also a lovely front porch and gazebo for kicking back with a glass of wine. A cozy wood-burning stove in the reception area is an ideal spot on a chilly day. Breakfast here is a slow and civilized affair, starting with hot coffee and finishing with a full farmhouse hot breakfast from chef David Page, made from farm-fresh ingredients. This is the pastoral North Fork at its best, designed for lazy afternoons, sleeping in, and one too many glasses of wine.
  • 2501 N Northlake Way, Seattle, WA 98103
    Set on the northern shore of Lake Union—a body of water the size of Monaco—this rustic-chic, nautical-themed restaurant offers dazzling views of the Space Needle and downtown skyline. Its menu blends Mediterranean flavors with local bounty: Expect highlights like grilled octopus with taramasalata, charred carrots with cocoa, and a salmon gravlax tartine with za’atar, green apple, and cauliflower labneh. Finish with a rhubarb-pistachio cheesecake or a cheese from Vashon Island’s Kurtwood Farms. For extra Northwest credit, arrive in a kayak or on a stand-up paddleboard, or rent a ride from the Center for Wooden Boats (cwb.org)—then moor near the waterside fire pit!
  • Noord Cura Cabai 2a, Savaneta, Aruba
    The Old Man and the Sea in Savaneta is an ideal place for a romantic island dining experience, amid the ‘clicking palms,’ overlooking the water. Feel the sand beneath your feet, and listen to the waves gently lapping the shoreline as you enjoy a sunset supper in an intimate setting.
  • 50 Sand Island Access Rd, Honolulu, HI 96819, USA
    Honolulu’s last great tiki bar is tucked behind a row of warehouses, six miles northwest of Waikiki. Set on the edge of Keehi Lagoon, it shelters under plumeria and coconut trees—and will be familiar to fans of Hawaii Five-0. La Mariana defies the kitsch label: All those shell chandeliers, puffer-fish lights, and fishing floats suspended in nets are the real deal, with most items dating back to 1957. Carved tikis abound, alongside high-gloss tables fashioned from koa, the rich-hued wood from endemic acacias and the source of weapons and voyaging canoes for ancient Hawaiians. Go for the ambience and strong mai tais; the menu is straight-up, old-school surf and turf, perfectly tasty but uninspiring.
  • 30-32 Rue du Sentier, 75002 Paris, France
    Much like when it picked then-up-and-coming Shoreditch for its first London hotel, The Hoxton brand put its Paris outpost in the heart of the 2nd Arrondissement, a booming neighborhood thanks to the arrival of several millennial-focused start-ups and tech firms. The 18th-century building’s position is also convenient for exploring the city, as attractions like the Louvre, the Marais, and Notre-Dame are a pleasant walk away. Back at home base, you’ll find eclectic interiors courtesy of the Soho House team, with original architectural details like spiral staircases and mosaic floors sharing space with vibrant floral wallpaper, mid-century-inspired furnishings, and hand-picked contemporary artwork. It’s all in keeping with The Hoxton’s emphasis on shared social spaces, so along with the comfy lobby lounges, you’ll find guests hanging out in the Rivié brasserie (which serves all-day menus of French fare and comfort food classics in both indoor and courtyard areas) and the cozy Jacques Bar (where Moroccan influences show up in the décor and the drinks list).
  • 381 N Broadway, Sleepy Hollow, NY 10591, USA
    The 40-room John D. Rockefeller estate is sometimes described as being modest compared to other Gilded Age mansions on the Hudson. While it is true that it doesn’t have the same over-the-top quality of the Vanderbilt mansion, it does have one thing that distinguishes it from the other estates nearby, its gardens. Laid out at the beginning of the 20th century with Frederick Law Olmsted (of Central Park fame) leading the project briefly before being replaced by William Welles Bosworth, the gardens are one of the best examples of Beaux Arts garden design in America. Bosworth’s design consists of a number of different gardens spread over terraces descending from the house, many with views of the Hudson and the Palisades on the other side. (The Rockefellers helped protect the land on the opposite side of the river, assuring their views would never be ruined.) Japanese, French, and other styles are contained in separate garden rooms, while the grounds are also home to a number of contemporary sculptures, fitting given the Rockefellers’ legacy as patrons of the arts. It is only possible to visit Kykuit on guided tours offered from the beginning of May to the end of September. (Members of the Rockefeller family continue to use other buildings on the estate and they are apparently not interested in having visitors wander away from Kykuit and drop by unannounced). Choose the “Landmarks Tour” if you are interested in spending more time in the gardens than the house itself.
  • 7 Rue Pache, 75011 Paris, France
    From New York to Tokyo, the world’s food scene is heavily informed by outside influences. In Paris, this translates to cuisine that isn’t narrowly French but rather brimming with ethnic flavors. That includes the unequivocally popular and omnipresent tastes from Italy, though they tend to vary drastically in price and quality. When I learned about Come A Casa (literally, like at home), which is located just off of the Place Léon Blum near Voltaire in the 11th, I knew I needed to see whether it ranked among the city’s few worthy Italian joints. This 15-cover jewel box of a restaurant fits the bill perfectly. The menu is compact, dominated largely by fresh antipasti and a lasagna and pasta dish that changes daily. The wines are Italian and should absolutely be paired with the meal. But what’s on the plate is only part of the charm of this Tuscan trattoria. Owner Flavia Federici is not only credited with turning out flavorful dishes capable of transporting each diner straight to Tuscany but as the mastermind behind the standout design. Trained as an architect, Flavia left no detail unconsidered when laying out the small space. The elevated, open kitchen lords over the tiny dining room, appointed with vintage furnishings (including school desks), serving dishes and shelving to house wine, pasta, sauces and other goods that guests can purchase to take home. Come A Casa is warm, welcoming and guaranteed to delight. Just don’t forget to order the stracciatella.
  • Race Course, Oracabessa, Jamaica
    Goldeneye, to be clear, is not an easy place to leave. The land—the former home of Ian Fleming, where he wrote each of the 14 James Bond thrillers that would cement his place in literary and cinematic history—sits next to the tiny town of Oracabessa, on the northern coast. A warm, blue-green lagoon curls from the ocean around a small island and then lets out into a bay. You can look one direction and see a jungle, then turn around and see pristine white sand.

    Blackwell bought the property in 1976 as a vacation home and a space to entertain family and friends but later he decided to transform it. In 2016, Goldeneye debuted a jumble of new huts, arranged around a small cove, a short walk from Fleming’s house and the resort’s original villas. The huts vary in height, designed to capture cooling breezes and allow guests to forgo air conditioning. And, crucially, they’re much cheaper to book than the Villas. Which is key because, up until this point, if you wanted to plan a visit to Goldeneye, you needed to either know Blackwell personally or have the excess capital to shell out potentially five figures on a vacation. (Part of the resort’s enduring gravitational pull is that many of the celebrity guests check both boxes.) With the beach huts, Blackwell has expanded, once again, the ambition of his famous resort.
  • 1 Goat Island, Newport, RI 02840, USA
    Located on Goat Island in Narragansett Bay, Gurney’s feels secluded even though it’s just minutes from downtown Newport. Guests enjoy 360-degree water views from the expansive grounds, which include 257 guestrooms as well as three restaurants, a full-service spa, an outdoor saltwater pool, and more event space than any other property in town. Done up in soothing blues and greys, rooms feature king beds with plush pillows, soft sheets, and down blankets; large bathrooms with granite countertops and jet-stream tubs; and oversized desks for working in between lounging on the sun deck. Some premium view rooms boast harbor vistas from private balconies, while suites include spacious living rooms.

    In the morning, guests can grab breakfast at Corso, an Italian-style coffee bar in the lobby, before catching the complimentary shuttle to downtown Newport for a day of exploring. Bikes are also available should they prefer to take in the famous mansions on two wheels. Of course, there’s also plenty to do on-site, from hanging at Newport’s only outdoor hotel pool, getting pampered at the Seawater Spa, and breaking a sweat at the 24-hour fitness center to scheduled activities like yoga classes, crafting sessions, wine tastings, and movie nights. Come evening, enjoy cocktails around the firepits at Regent Lounge, followed by an Italian-inspired dinner at Scarpetta. During the summer months, guests can also look forward to poolside dining at The Pineapple Club as well as a kids’ club for children ages 4 to 12.
  • Bonaire Estate, Marisule, Gros Islet 1, St Lucia
    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.
  • J.E. Irausquin Blvd 230, Noord, Aruba
    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.
  • Ocean Beach 5773, New Zealand
    Built in the 1840s as a sheep station that still operates today, Wharekauhau—meaning “place of knowledge” in Maori—pays homage to the area’s tradition of feeding the wise and the cultured. Thirteen cottage suites were positioned to take in this dramatic slice of North Island pasture that landslides into Palliser Bay southeast of Wellington. The cottages are unpretentious yet filled with such luxuries as four-poster beds with curtains, private terraces, separate lounge areas, writing desks, gas fireplaces, double baths, and walk-in showers. Each space is homey, cushioned by soft rugs and upholstery and enclosed by rustic wood panels and beams. The Edwardian main lodge, adorned with cream-toned furniture and antiques, invites guests to curl up by the fire, or chat with the chef in the open kitchen that flows into a charming country dining room. Outside, there’s inspiration all around, extending from the sheep herds to the Palliser Bay lighthouse.
  • 116 Broad St. Charleston, South Carolina
    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.