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For those who aspire to travel as trendsetters in Jamaica, it helps to know that Port Antonio, way out on the eastern end of the island, is the destination to head for. And the address to shelter at is the Trident Hotel, whose 13 waterfront villas would not look out of place on South Beach. Nor would the crowd that hangs around its infinity pool or in its restaurant, Mike’s Supper Club, where local musicians and the occasional celeb sit down to knock out tunes on the 1917 Ferrari-red grand piano. The Trident Castle, a kind of fantasy annex, is a former private residence whose grand rooms, sea-view terraces, and dollhouse-size chapel make it ideal for destination weddings. A hard road to get there? Not for guests who avail themselves of the helicopter pad.

Soaring more than 1,600 feet into the air, Taipei 101 is one of the tallest skyscrapers in the world and probably Taipei’s most iconic site. For a small fee, visitors can spend time on the observation deck—a large space that offers a 360-degree view of Taipei. From here, you can get a better understanding of the city and how it is organized. For that reason Taipei 101 is the best place to start your sightseeing adventures. There are also a number of great restaurants in Taipei 101 along with shops and entertainment options; you can plan at least half a day of experiences at this one site.

Since its opening along a dazzling stretch of sand known as Cabbage Beach in 1962, The Ocean Club on Paradise Island has been the preferred stay of old-money patriarchs and traditionalists. Though much at the serenely posh resort has remained unchanged, the 105-room property has been modernized to meet today’s standards with spa-sized marble bathrooms, sweeping WiFi, and a restaurant run by star chef Jean-Georges Vongerichten. But it’s the feeling of a privileged, unhurried yesterday that continues to draw an appreciative upper-crust crowd. An on-site tennis pro provides tips for improving your backhand, Versailles-inspired gardens complete with a 12th-century Augustinian cloister offer moments of quiet contemplation, and rounds of golf end with martinis at the resort’s bar. These details, plus knowing that a personal butler and afternoon champagne and strawberries are included in the price, keep guests returning year after year.

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.

When Mike Richardson exploded onto the fairly limited Fes dining scene in 2007, he took the medina by storm. Suddenly there was someplace where locals, tourists, and a handful of resident expats could convene. They came to view exhibitions by up-and-coming young artists, to hear Sunday sunset concerts featuring the likes of Houariyat—an all-female drumming band—and to tuck into the café’s legendary camel burger. All these attractions are still going strong, but Clock has expanded and begun offering excellent traditional-cooking classes, and holds movie nights in a screening room furnished with vintage cinema seats. It now also has a sibling in Marrakech and another soon to open in Chefchaouene, and a country cousin in the Scorpion House in Moulay Idriss, which you can book for private lunches. If all this doesn’t whet your appetite at least come at brunch for the best coffee and Berber eggs in town.

There is never a dull moment at Covent Garden, a labyrinthine open space peppered with restaurants, vintage markets, craft stalls, and independent boutiques. There is festivity in the air. This is compounded by singers, magicians, and miscellaneous street artists performing at every corner. Explore the rich history of the area by visiting the London Transport Museum or the Royal Opera House. Pick up a unique gift at The Apple Market, which boasts of a variety of quirky craft stalls. For lunch, head to one of Leicester Square’s numerous al-fresco restaurants.

In the colorful seaside town of Dingle, you’ll find the Chart House, a lovely modern restaurant in a low, stone cottage with a garden that provides many of the goodies found on the menu. Dishes are served with a creative twist, including black pudding wrapped in filo pastry with pear and lime chutney, and roast rack of Kerry lamb with cumin-spiced red onion marmalade. And of course, Dingle Bay is the source for much of what goes into the fresh seafood chowder. The limited early-evening menu, served from 6 to 7 p.m., is a good value.

If you are in the San Lorenzo market area around lunchtime, this little enoteca (wine bar) with its old-fashioned, wood-paneled interior is a good place to stop off for a glass of wine and a sandwich or crostino. It’s usually standing room only, but the choice of wines is great and it’s got a buzzy, local feel to it. There’s a great, well-priced selection of wines to go too.

The Waldorf Astoria Los Cabos Pedregal is a majestic resort that sits at the spot where the Pacific Ocean and the Sea of Cortéz meet. All 119 rooms have an ocean view, complete with binoculars for whale-watching, as well as a private plunge pool, a fireplace, a rain shower, and a welcome bottle of Clase Azul tequila. Decorative accents include tasteful local art, such as hand-embroidered pillows, ceramic sculptures, and hand-forged metal light fixtures. On the service side, every guest is assigned a round-the-clock personal concierge. The relatively small number of rooms keeps the vibe intimate and creates a sense of privacy throughout the property.

Vietnamese love the cool climes of this town 5,000 feet above sea level in the highlands of southern Vietnam. Da Lat was “discovered” as a site for a potential town in 1893 by French bacteriologist Alexandre Yersin; before long, it was established as a refuge where French Indochina’s colonial administrators living in Saigon could cool off during their downtime. French villas—many still standing today—and summer palaces of Vietnam’s last emperor, Bao Dai, soon followed. Today many visitors still come to escape the tropical heat typical of most of the country, wander round the man-made lake in the heart of town, and enjoy the locally grown fruits and vegetables sold at the morning market—strawberries, peaches, avocados, artichokes, and more. The Hang Nga guesthouse here is a small hotel with an unusual surrealist design. Da Lat is also a great destination for adventure travel, with outfitters offering mountain-biking, kayaking, white-water-rafting, and canyoning excursions; Phat Tire Ventures is the best operation in town.

Small enough to get around without being overwhelmed, the Musée d’Orsay is a favorite stop in Paris not just for its size but for its collection of Impressionist, Postimpressionist, and art nouveau art. Perfectly set in the center of the city, on the banks of the Seine, and opposite the Tuileries Gardens, the museum is housed in the former Gare d’Orsay, a railway station that was built for the Universal Exhibition of 1900—so the building itself could be seen as a work of art. The extraordinary collection spans art created in the period between 1848 and 1914.

With a name like that, it’s no wonder this boutique hotel is a prime spot for romantic getaways in the Yucatan’s capital city. The two pink-hued colonial mansions are as charming as they are camera-friendly, bedecked in vibrant modern art and picturesque patios and outdoor corners that mix lush greenery and sleek furnishings. Life here feels like its perpetually viewed through rose-colored glasses, and it’s not just the walls: the spa offers an enticing menu of xocolatherapies; the tequila bar has over 250 varieties to sample; the oasis-like swimming pool is a palm-shaded spot for afternoon dips; and there’s even a chocolate shop on-site. Guests can dine on gourmet fusion fare in the restaurant, or head up to the rooftop lounge for cocktails with a side of live jazz. As for the guest rooms, they’re no less indulgent with their rose and cocoa palettes and patterned-tile floors; minimalist bathrooms have sumptuous open-air stone tubs, large walk-in rainfall showers, and handmade chocolate soaps.

In 1967, Tassajara (already a storied hot springs resort) became the first Zen monastery outside Japan. Run by the San Francisco Zen Center, the monastery is open to the public from May through September and closed the rest of the year for monastic study. The only vehicle access to Tassajara is via the 14-mile dirt road that starts in Carmel Valley. Those without four-wheel drive should arrange for shuttle pick-up.

With dark walls, natural wood accents, and red curtains in front of the elevators, the trend-setting Andaz hotel feels like more of a scene than any other property in downtown Napa. In the center of downtown Napa, the hotel is mere steps from restaurants, shops, and arguably Napa’s best pub: the Norman Rose Tavern.

On check-in, all guests over 21 receive a complimentary glass of red or white wine. The swanky vibe continues into the 141 guest rooms, where hardwood hickory floors complement white marble bathrooms and midcentury modern furniture. The most convivial space in the hotel is the Mercantile Terrace, a second-story roof deck with a full bar menu and fire pits, a favorite of couples and business travelers alike.

The lounge is operated by Mercantile Social, the restaurant in the lobby that serves small-plate food items and cocktails; it also books live acoustic music sets a few nights a week. (And Mercantile Social sponsors free wine tastings daily.) If you haven’t had enough wine, fear not—on site are two tasting rooms from the wine empire built by Napa native John Anthony Truchard: John Anthony and JaM Cellars.

When the hip Andaz hotel chain opened in downtown Napa in 2012 it brought a youthful energy to wine country. In addition to its affordable rooms and excellent locavore-minded small plates restaurant, Farmer’s Table, the Andaz also gives guests a dose of culture. The brand’s Andaz Salon program introduces art, photography, music, and readings throughout its different properties.

Bloody Mary’s, entertaining tourists since it opened in 1979, is one of those Bora Bora experiences that simply must be done. The ambience is beach-bar hip, with sand floors, colored lights, and coconut stools in a dining room under a thatched roof and surrounded by tropical foliage. Even if you don’t eat here, at least come for a cocktail to experience the vibe and mingle with the crowd of local pension, or guesthouse, owners, visiting celebrities, and other travelers. The food’s quite good, too: Fresh fish, seafood, and meats are grilled, American-barbecue style, with tasty results.