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  • State Road 187 kilometer 4.2, Río Grande 00745, Puerto Rico
    In the shadow of El Yunque, The St. Regis Bahia Beach Resort is situated on 486 acres of former coconut plantation and native maritime forest. There are still plenty of palms here, but now the flora also includes all manner of tropical flowers and trees, positioned around numerous trails for walking, running, and biking. Families love the resort for its many amenities, from four tennis courts and a Robert Trent Jones Jr.-branded golf course to a luxurious spa and state-of-the-art fitness center. A new partnership with Aquavento Water Sports provides equipment for everything from kayaking and paddle-boarding to fishing and sailing on nearby lakes, while the Soul of Bahia program gives guests the opportunity to volunteer with a rescue organization for local cats and dogs or help maintain a turtle sanctuary during hatching season. Still, the most popular activity might just be lounging at the pool or on the two-mile-long golden beach.

    Part of a $60 million renovation following Hurricane Maria, the hotel now features a design by celebrated Puerto Rican designer Nono Maldonado and San Francisco-based firm Hirsch Bedner Associates. The plantation-style dark woods and warm browns have been swapped out for more modern, sea-inspired colors, and the 139 rooms have a chic, residential feel, with sprawling bathrooms, private terraces, and glass bar cabinets that can be stocked to your personal tastes by a 24-hour butler. Occupying a two-story building overlooking the ocean, the Casa Grande lobby is the place to go to experience the hotel’s daily Champagne sabering ritual, enjoy live music from a Steinway piano, admire the mural over the St. Regis Bar, or enjoy Greek-inspired fare at the hotel’s signature restaurant, Paros. The poolside restaurant and beach shack have also been redone to ensure uninterrupted views over the water.
  • 10 Bayfront Avenue, Level 57, Sands Skypark Tower 2, Singapore 018956
    It’s a crime not to order a cocktail (boozy or virgin) at Spago’s terrace bar, situated next to the famous infinity pool on Marina Bay Sands’ breezy veranda. The drink menu is just as beautifully curated as the decor, featuring more than a dozen original cocktails, over 600 bottles of wine, and an extensive champagne list. Celebrity chef Wolfgang Puck put together the selection of bar bites, including Spago L.A. originals like the bigeye tuna tartare cones. For a full dinner menu in an even more refined setting, book a table in Spago’s glassed-in formal dining room to enjoy dishes like chirashi sushi from the legendary Tsukiji Market and pan-roasted snapper laksa.
  • 46-52 Meagher St, Chippendale NSW 2008, Australia
    Since bursting on to the scene in 2013, this Chippendale hotspot has multiplied its loyal fans along with its awards—chef Mat Lindsay was even named Australian Gourmet Traveller’s 2018 Chef of the Year. Surrounded by stucco archways and strung with pendant lights, the dining room provides a subtle backdrop to dishes that are rustic yet refreshing. The wood-fired oven is put to good use, sometimes in surprising ways, like for charring cauliflower or lightly roasting rock oysters to warm, gooey perfection. There are also beautifully baked meats and breads, and a baby blood sausage “sanga” for those craving comfort food. For dessert, order the burnt pavlova, a classic meringue that takes a trip through the flames before being dusted in elderflowers.
  • Rum Point, Cayman Islands
    Among vacationers who’ve been coming to Grand Cayman forever, there’s a whole faction that essentially camps out at Rum Point all day every day, and you’ll understand why as soon as you see the place. Tucked away, super low-key, and graced with a ridiculously photogenic pier—its perfectly weathered planks cutting a striking figure against the tranquil, turquoise surroundings—this beach is the ultimate spot for settling into a lounger or hammock between water-sports outings. Rum Point’s namesake booze—which used to wash ashore by the barrel, according to legend—is available in all manner of cocktails here, of course. But order at least one mudslide at its spiritual birthplace: the beach’s beloved Wreck Bar.
  • 590 Ocean Avenue
    No matter what kind of getaway you have in mind, you can find a guestroom to fit at Castle Hill Inn. Rooms in the main house vary in size and décor, but each is kitted out for romance with a fireplace, a king-sized bed, oversized tubs, and windows looking over the water and expanses of lawn. The Turret Suite, a bi-level space, has a bedroom on the first level; on the top floor, a soaking tub on a raised floor takes advantage of the 320° wrap-around windows. Below the main house, the Harbor House’s modern guestrooms feature front-porch views of Newport Bridge and the hotel’s Grace Kelly Beach. At the far end of the 40-acre property, the Beach Cottages and Beach Houses are set along the private beach, offering views that take in both the mansions along Ocean Drive and the wild Atlantic itself. The cottages, slightly smaller and closer to the beach, have peaked ceilings with rafters. The airy Beach Houses, compactly outfitted with galley kitchens, sunny decks, ceiling fans, fireplaces, and curated shelves of books, cast a kind of never-leave spell.
  • 4519, 261 Columbus Ave, San Francisco, CA 94133, USA
    In an age when many independent bookstores have surrendered to the advance of chain stores and Amazon, City Lights is a true survivor. Since it was founded by poet Lawrence Ferlinghetti in 1956, it has served as a gathering place for San Francisco’s literary communities. Everyone from beat poets to left-wing critics of America have found a welcome here. City Lights is also a publishing house, with Allen Ginsberg’s Howl and Other Poems being perhaps the single most famous book it has put out, though it counts scores of other works by some of America’s leading contemporary literary figures on its list. You can drop in anytime to find an unexpected tome, and the store also has a crowded calendar of readings.

  • Arizona, USA
    If, like most visitors, you head for Tucson between Thanksgiving and Easter, you’re probably seeking sun and warmth while the rest of the country deals with the winter blahs. And you’ll most likely find what you’re looking for. There’s a reason why golfers, cyclists, hikers, and runners flock to southern Arizona this time of year. But, once or twice a decade, the lush Sonoran desert might get a snowfall—it never lasts for long, but every saguaro, ocotillo, cholla, and prickly pear cactus will be edged in ephemeral white. As soon as the sun comes up over the mountains, you’ll start hearing the drip drip drip of the inevitable melting...And by the next day you’re likely to be wearing shorts again. Saguaro National Park, which flanks both the western and eastern edges of Arizona’s second-largest city, is the ideal place to go for a hike in the rare desert snow. The Eastern (Rincon Mountain) division of the park has a hilly eight-mile one-way loop road with access to numerous trails. Drive slowly and yield to the runners and senior-citizen-cyclists-in-spandex with thighs of steel. Get out and up into the saguaro-studded hills before the unlikely landscape disappears...Keep your eyes open for bobcats, mule deer, and the pig-like javelina. (You’re less likely to encounter a rattlesnake in the winter months, but this is still desert wilderness.) And if there’s no snow, you might be treated to spring wildflowers. Don’t forget your sunscreen...
  • Scandinavia
    Every detail at this former farm has been carefully executed to highlight the spectacular setting, a nature preserve near Norway’s southwest coast. The hotel’s nine wood cabins hover atop metal rods discreetly drilled into boulders above the Valldøla River—the architects’ solution for securing hard-to-get government permits while leaving the land virtually untouched. Purposefully spare yet stylish, each is furnished with only a bed and a couple of lounge chairs next to a wall of glass that encourage quiet meditation on the beauty of the Valldal valley and snow-capped mountains beyond. The concept continues in the spa, which is perched on a bluff overlooking the river and features a small outdoor hot tub and glass-enclosed steam room. Meals are served at a long communal table in a renovated cow barn; though breakfasts are included (the smoked salmon is to die for), three-course dinners are extra but worth the splurge thanks to locally foraged and sourced ingredients such as reindeer steaks.
  • 1603 S Congress Ave, Austin, TX 78704, USA
    You might expect austerity and modesty at a kaiseki restaurant in Kyoto, but that’s not what you’ll find at this remarkable jewel box of a place secreted away inside the South Congress Hotel. Brightly illuminated white panels with black stripes surrounding the 12-seat dining room echo Japanese shoji screens. The room looks like something out of a Stanley Kubrick film, and knife-wielding chef Yoshi Okai plays to the design with mischief and edginess. His menu of more than 20 dishes balances artistic presentation and bold flavor, from raw Japanese sea bream to jiggly mounds of Hokkaido uni. The dishes may look like something you’d get in Japan, but the colorful service from the tattooed chef (who moonlights as a rock-and-roll singer) feels uniquely Austin.
  • New York, NY, USA
    Manhattan can, famously, feel like endless rows of apartment blocks and office towers for most of its length. At least above 14th Street, a regular grid of streets and avenues, bisected only by Broadway, has transformed the city into a dream for real estate developers. The green spaces interrupting the pattern—Union Square, Gramercy Park, Madison Square Park—are few and far between, with one enormous exception: Central Park. Running from 59th Street to 110th Street, and between Central Park West (Eighth Avenue) and Fifth Avenue, it is one of the world’s largest urban parks, measuring some 843 acres. It is the masterpiece of the 19th-century landscape architect Frederick Law Olmsted working in collaboration with Calvert Vaux. Inside its borders are stately allées and naturalistic scenes, ice-skating rinks (in the winter), an enormous reservoir, and a faux castle. The park is hugely popular, and so to call it an escape from the bustle of the city is often not accurate, especially on mild summer days and the first warm ones in the spring when thousands of residents head to its playing fields, bike and run along the road that loops the park, and enjoy picnics on the Sheep Meadow or one of its other lawns.
  • 655 Main Rd, Berriedale TAS 7011, Australia
    This unusual contemporary art museum is located in a series of dimly lit caverns and tunnels built into the side of a cliff in Berriedale, a Hobart suburb. Inside, mind-bending installations include a stinky model of the human digestive system that poops daily at 2 p.m. Founder David Walsh, a professional gambler turned art maverick, displays more than 400 edgy works from his private collection. The new Pharos wing that debuted in late 2017 is heavy on light spaces by James Turrell. MONA also stages two standout annual festivals: Mona Foma (which stands for Festival of Music and Art, sometimes further shortened to Mofo) in January, curated by Brian Ritchie of the rock band Violent Femmes, and Dark Mofo, the disturbing winter version held in June.

  • 457 Mountain Village Boulevard
    Located less than a half-mile from the gondola, Mountain Lodge offers ski-in, ski-out access, gorgeous mountain views, and top-notch amenities like an outdoor heated pool that stays open year-round. Also on-site is the View Bar & Grill, which features a giant stone fireplace and 30-foot windows for taking in the scenery as well as comforting pub fare and a daily happy hour that coincides nicely with après-ski. Most accommodations are apartment-style, ranging from junior suites to luxurious four-bedroom cabins with full kitchens, fireplaces, and private balconies. Budget travelers might book a lodge room, which is smaller—there’s no sitting area or balcony—but still offers access to all the lodge’s services, like grocery shopping, equipment rentals, and shuttles to the gondola. A resort fee covers Internet but not parking, however, the $20 valet charge can be a bargain in peak season when public spaces are hard to find.
  • Hikutavake, Niue
    Each of Niue’s sea tracks—trails that connect scenic and serene natural spots around the island—offers its own charms to discover with a picnic, a camera and a snorkel. The Talava Arches are among the most spectacular landmarks, and the maze of caves, rock pools and coral formations are worth the half-hour rugged and sometimes slippery hike (take sturdy footwear) to the arches. After you’ve been sated with Pacific Ocean and marine life views, it’s an easy walk to the Matapa Chasm, once the swimming spot of Niuean kings. The pool there is sheltered and quiet, ideal for a refreshing swim and very safe for snorkeling.
  • 200 West Arenas Road
    It’s all about the playful details at Holiday House, from the love beads that guests receive on arrival to the custom fortune cookies they take home with them. But make no mistake—this 21-and-up property is an upscale, high-style destination. Built in 1951, the 28 rooms and communal spaces were originally designed by pioneering architect Herbert W. Burns, one of the major forces behind Palm Springs modernism. A 2017 update by lauded interior designer Mark D. Sikes reinvented the hotel, giving fresh life to its clean lines with curated artwork and a cobalt, white, and warm wood palette (even the bicycles match). Accommodations are organized as Good, Better, and Best—and the latter is well worth it for the soaking tub and outdoor shower. The pool scene is laid-back and refined—waiters serve rosé flights between guests’ dips in the water—while an honor-system pantry is stocked with such desert “essentials” as sparkling water, straw hats, and potted succulents. Pro tip: Make a reservation in advance for the al fresco Friday night fried chicken dinner, which draws a crowd for its locally sourced chicken, delivered fresh that day and served with comfort-food sides.
  • 891 North Palm Canyon Drive
    Since opening her first store in Palm Springs in 2002, fashion designer Trina Turk has forged a style that’s become synonymous with desert chic—an inimitable riot of color, pattern, and texture. Her original shop has now expanded twice to fill an entire 3,800-square-foot Albert Frey building, helping spark the revitalization of the city’s upscale Uptown Design District. Designed by Kelly Wearstler, the interior’s penny tile flooring, vintage foil wallpaper, and Lucite and acid-yellow accents create a glamorous, playful backdrop for Turk’s trendsetting women’s and men’s collections. This being Palm Springs, an entire department is devoted to swimwear (don’t miss the dressing room’s wallpaper). You’ll also find curated pieces that fit with the Trina Turk aesthetic, such as pool floats from Sunny Life, Missoni Home towels, Dinosaur Design resin accessories, and Jonathan Adler home goods. Insider’s tip: This is the brand’s only location where you’ll find vintage treasures, including Missoni and Pucci caftans, that Turk hand selected.