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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.

You’d be hard pressed to find a more stylish stay downtown than The Joule. The independently owned hotel is spread out over three interconnected buildings—a classic revival-style from 1913, a former Salvation Army built in 1911, and a neo-Gothic onetime bank—which have been integrated under the direction of renowned interior designer Adam D. Tihany. His touch can also be seen in the 161 rooms and suites, each decorated with serene jewel or earth tones, contemporary furniture, hand-picked art and photography, and plenty of natural light from oversized windows. Frette bedding, glass-enclosed showers and soaking tubs, and 47-inch flat-screens equipped with Apple TV round out the comfortable digs. You’ll spy pieces from the hotel’s extensive art collection in the public spaces, as well as the outdoor sculpture garden across the street. The block-deep lobby buzzes with an outpost of Weekend Coffee (using Victrola beans flown in weekly from Seattle), a library curated by TASCHEN, and chic boutiques like TenOverSix and Traffic LA, while the popular CBD Provisions draws a local crowd with its modern Texas fare and regional drinks list. The 8,000-square-foot subterranean spa features a vitality pool, crystal steam room, and glass-walled sauna to enjoy before or after treatments, and there’s also a fitness center with a cycling studio and group classes. Two things not to miss: the original historic bank vault in the lobby, and the much-Instagrammed rooftop pool, which cantilevers eight feet off the side of the building.

Located on the north coast of Isla Robinson Crusoe, Cumberland Bay sits in the shadow of the volcanic peaks that form the spine of the island. Along the bay is the island’s only settlement, San Juan Bautista, a quiet town of fishermen living in modest homes. Below the sea here is an artifact of a moment when the island played a brief part on the global stage. The German SMS Dresden was launched in 1908 and took part in the Battle of the Falkland Islands in December 1914, during World War I. The ship then sought a safe harbor on Isla Robinson Crusoe, as Chile was neutral in the war. British ships, ignoring Chile’s neutrality, attacked the Dresden and its captain intentionally sunk the ship. It remains to this day resting on the bottom of Cumberland Bay.

Although severely damaged during World War II, the Old Town of Toulon retains narrow cobblestone streets and picturesque squares with inviting cafés. Toulon is a major naval base and its maritime history is evident in Le Mourillon quarter, the old waterfront area with vibrantly painted fishermen’s houses and an esplanade with restaurants and boutiques overlooking the harbor.

By 1773 the Mozart family had outgrown their residence on bustling Getreidegasse and moved across the river to the more spacious Tanzmeisterhaus, the former home of the court dancing instructor. Mozart lived here until 1781, when he moved to Vienna. His father Leopold remained until his death in 1787. More than half the building was bombed during World War II, but it was restored and opened as a museum in 1996. Inside the house are documents, portraits, and instruments that detail what life was like for the Mozart family during their time here. The Wohnhaus and Mozart’s Birthplace are both worth checking out, particularly if you’ve purchased a Salzburg Card that provides entrance to both; this one, however, is usually less crowded.

There’s no shortage of architecturally-interesting museums and performance spaces in Spain but few come by their intrigue as honestly as Matadero Madrid (which was once the city’s abattoir). Built in a neo-Moorish style, the sprawling center hosts all kinds of creative endeavors today, from a Bicycle Film Festival to concerts to design exhibitions.

Colorful embroidery, beadwork and handwoven textiles are hallmark souvenirs from Guatemala. Browse among the crafts as well as artwork, clothing and household items at this hyperlocal market in the Old Zone of Puerto Barrios, also known as Zone 1. Bargaining is expected.

Home to Mexico’s largest concentration of artisans, Tonalá—just 10 minutes from Tlaquepaque—is known for its pottery, hand-blown glassware, textiles, miniatures, and more. On Thursdays and Sundays, the town hosts an open-air market, or tianguis, in its main plaza—and has since Prehispanic times—during which visitors can shop stalls from more than 400 craftspeople. If you can’t make it on market day, you’ll miss the hustle and bustle but can still visit the stores and family-run workshops where the artisans produce their unique wares.

Among the 20 percent of Aruba that’s protected land, Arikok National Park boasts lava fields, limestone terrain, and a small beach, all crisscrossed with picturesque hiking trails. Paths lead to gold mine ruins, former plantations, and paintings by the island’s native Arawak people, making for an exciting place to visit. Explore the park by mountain bike, horseback, or car, or take a free walking tour with a park ranger (reservations must be made at least 24 hours in advance). You’re likely to see snakes, owls, bats, lizards, and myriad birds, as well as goats and the local donkeys.

While Dallas has never lacked for luxury shopping options—throw a Jimmy Choo stiletto and you’ll hit a designer boutique or upscale department store here—4510’s concept-store format, featuring a well-curated selection of fashion and design pieces from big, emerging, and independent designers, made waves when it first opened in 2000. Since then, the brand has grown to include other outposts in Texas and California, as well as this 37,000-square-foot, four-story flagship in downtown. (The original McKinney Avenue location has been transformed into a home-focused store, and there’s another location in Highland Park Village, too.) Topped by a chic restaurant and filled throughout with artwork, the store continues to feature women’s and men’s fashions, home decor and furnishings, jewelry, and beauty products by labels known for creativity and craftsmanship. The lineup varies, but you can be sure the selection will be thoughtful and fun, and that many of the pieces will be one-of-a-kind or newly available to retail—ensuring that you’ll leave with something special.

Why I was so surprised to find a food truck in the village of Volcano outside of Volcano National Park, I’m not sure. All I know is that it was one of the many culinary surprises on the Big Island. This truck was packed with all kinds of wonderful things, and almost all of it was healthy too. If you can find it, and I have no way of telling you where they will be parked, ask for the special drink they mix up daily, I think it has ginger it in, but they’ll know what you mean. The company is called Higher Taste Vegetarian Cafe, and this truck was parked outside of the Rainforest Gallery at Niaulani near Volcano Village. That’s the best I can do, but then again, finding the truck is half the fun!

The Estate Whim Plantation Museum, billed as the only sugar plantation museum in the Virgin Islands, is set on magnificently landscaped grounds occupying 12 acres of what was formerly a 150-acre property. The restored early-18th-century buildings include a great house, fully restored windmill, and sugar-factory ruins that are open to visitors and can be toured alone or with a docent. Sugarcane still grows in one of the plantation gardens.

For those who love a chicken tikka or a lamb rogan josh, Britain is a famously fulfilling destination, with some of the best Indian food you’ll find outside, well, India. The curryhouses on Brick Lane will ladle out masalas and rice until your belly’s ready to burst, but for a different take, try Dishoom, which operates in five different London locations (and Edinburgh) and specialises in the finger food of Mumbai’s Irani cafés: a fabulous array of grills and snacks, from the delicious lamb kebab to the moreish keema pav (minced lamb or chicken), served on a bun in an environment that recreates the décor of the colonial railways. If you can make it here for breakfast, the bacon naan roll or the spicy scrambled eggs are the perfect way to set up your day.

Husband-and-wife team Genevieve Gergis and Ori Menashe are behind Bestia, an Italian haven that consistently ranks high on local “best of” lists. The decor follows the name—which translates to “beast” in Italian—with its wall of weapons and meat-hook chandeliers. There’s no wrong choice on this menu, but the roasted marrow bone and alla ‘nduja pizza are favorites for first-timers. Without a reservation, expect to wait at least an hour, even on a weeknight. If you’re looking to dine in a big group or want a primo time slot (7 p.m. on a Saturday night, say), then you’ll need to plan ahead and make a reservation at least a month in advance.

Central Mexico’s Bajío region—San Miguel sits at its heart—is high mountain desert, with a landscape quite worthy of exploration. The 445-acre nonprofit nature preserve called El Charco del Ingenio—named a Peace Zone by the Dalai Lama in 2004—is a prime destination for nature lovers, thanks to miles of trails, an extensive botanical garden, and a fascinating wetlands preserve. Spend all day if time allows—an on-site café provides nourishment to keep you going.