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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.

Two plane flights, plus a drive and you arrive to this tiny island off the coast of Mozambique in the Bazaruto Archipelago. The former Indigo Bay Hotel was the nicest accommodation on the island when it opened in 2001. In May 2014, the property was touched up and relaunched by Anantara, giving travelers a comfortable base to experience Bazaruto’s natural beauty and local culture. The hotel has its own in-house naturalist and a whip-smart, PADI-certified dive instructor who can take guests snorkeling and diving. The Bazaruto Archipelago has been a national park since 1971 and is home to more than 100 species of coral, four types of whales, sea turtles, mantarays, dolphins, and it boasts the largest population of the rare dugong on the African east coast. In addition to water activities, Anantara can arrange cooking classes, horse riding, dune boarding, and bird watching (Bazaruto is home to 180 species of birds).

But this resort isn’t only for active types. It equally caters to sybarites who are seeking R&R in a remote place. The 44 villas are all spacious and many come with large outdoor patios with dining areas and plunge pools. A highlight is the spa, perched high above the property. Make sure to arrive early and save time after to truly enjoy the views. The resort works closely with the local community, many of whom are employed by the hotel. Guests can visit one of the local villages and observe some of the community projects Anantara helps fund. But the best way to get to know the locals is simply by interacting with the friendly staff.

Guests at Anantara Bazaruto Resort can opt to explore this very different side of the island by sandboard (think snowboarding down sand dunes), safari Jeep, or on horseback. I went on a horseback ride up at sunset. The uphill was lovely, but going down a towering sand dune atop a horse is about as scary as dropping down a double black diamond run on skis. But my horse mastered the vertical drop expertly. More terrifying than the drop was the ride around the freshwater lake, which my guide said is inhabited by 12-foot long Nile crocodiles. Luckily the few we saw were snoozing far away.

Part of the Grande Lakes resort complex, the Ritz-Carlton Orlando has enough amenities to keep a family happily occupied without ever having to leave the property. Accommodations feature private balconies with garden or lake views and separate tubs and showers, while club-level suites offer snacks and refreshments throughout the day and exclusive activities such as photography lessons with the hotel’s photo concierge, but the rooms aren’t why you came. Cool off at the clover-shaped pool—the lazy river next-door at the JW Marriott is also available—or with a zero-gravity massage, performed while you sway in a hammock in the spa’s rooftop garden. The Greg Norman–designed golf course has a caddie concierge program; kids play free with an adult. Between the two large hotels on the Grande Lakes property, there are a dozen dining options—try Highball & Harvest, where the farm-to-table cuisine is made with local ingredients and served alongside beer from its own nano-brewery. The $35 daily resort fee covers theme-park shuttles, kids’ club activities, daily bike rentals, driving range privileges, and WiFi and phone calls.

Changuu Island, also known as Prison Island, is about a 30-minute boat ride from Stone Town. The water around the island is crystal-clear and cerulean blue, which makes snorkeling here hard to resist, but a visit also lets you gain an understanding of a grim period of Zanzibar history. In 1860, the small island was used as a prison for disobedient slaves. By 1893, construction of an actual prison complex was completed, but instead of housing prisoners, it was used to quarantine yellow fever cases. Nowadays, the island is home to some endangered Aldabra giant tortoises, given to the island in 1919 by the British governor of the Seychelles. Some of those original tortoises are supposedly still alive here to this day!

In the Caribbean’s Windward Islands, a string of some 600 islands and islets dot the sea between St. Lucia and Grenada. It’s a paradise for yachters, where you can drop anchor off an uninhabited island and live out your Robinson Crusoe fantasies. A handful of these islands are home to resorts, including the private Palm Island, first leased to an American couple in 1966 for $1 per year. They established the ten-room Palm Island Beach Club, which over the years has grown—though there are still only a total of 43 guest rooms on this single-resort island.

The city’s most historic food hall is housed in a grand old building with a distinctive arched roof of copper and glass that lets light flood into the bustling interior. Come here to browse the 40 or so stalls and buy cakes, cheese, fish, meat, and vegetables to take away, or better yet, perch at a counter and eat right there amid all the hubbub of the market. The building was completed in 1889 and was landmarked as one of the country’s important buildings in 1985.

Located along the eastern border of the four-million-acre Tasmanian Wilderness World Heritage Area, the island’s first national park mixes swamp gums, stringybarks, and massive tree ferns with snow gums and deciduous beech trees at higher elevations. Depending on the season, you might walk the suspension bridge to the three-tier stunner Russell Falls or take the Pandani Grove walk around Lake Dobson—keep your eyes peeled for platypus. In winter, skiers, snowboarders, and backcountry trekkers can explore the lakes and glacial terrain of the Tarn Shelf. In autumn, the same area blazes red and orange on hikes to the Twilight Tarn Hut, an unofficial ski museum. Five other huts offer basic accommodation year-round at 3,280 feet.

Built between 1914 and 1916 on an octagonal base, this stone, double-lens lighthouse is Aruba’s marquee landmark. Standing tall at 98 feet, it’s the highest structure on the island and offers the best views in its respective area. It gets its name from the SS California, a British steamship that sank in nearby waters in 1891 and now functions as a fantastic dive site. Adjacent to the lighthouse, visitors will find a beloved Italian restaurant and the California White Sand Dunes, a hot spot for dune surfing.

Among the three Cayman Islands, Brac is the most topographically endowed, thanks to its distinguishing feature: the Bluff, a limestone cliff rising along the length of the island and topping out at about 140 feet at the eastern end. Between that and the island’s densely forested interior, the local hiking options have a lot to offer—one of the best cases in point being the Lighthouse Footpath, a trail that runs two and a half miles (one way) along the bluff’s edge and that serves up endless sea views and likely encounters with the absurdly adorable brown boobies and soaring frigate birds. Try to go in the morning or late afternoon, and of course, take along plenty of water: You’re looking at a two-hour outing to the most beautiful of boonies.

Situated between two lakes at the bottom of the Jungfrau mountain in the Bernese Highlands of Switzerland, this venerable five-star hotel and spa, which dates back to 1865, offers scenery and comfort in equal measure. Subtly balancing tradition and modernity, the rooms are bright, spacious, and brimming with refined furnishings and fabrics. Plus, all come with picturesque views across the town of Interlaken or the Harder Kulm mountain. There are several higher-end suites to choose from; modernists might like the clean lines of the stylish Bel-Air suite, while hedonists will love the lavish Tower Suite, with its two terraces, kitchenette, bar, and dining room.

The hotel’s two restaurants serve Mediterranean-inspired dishes from the south of France and Italy, and there are two handsome bars and a gloriously expansive spa for further diversion.

Expect no less than over-the-top extravagance at Laucala, a resort island in Fiji with its own rental submarine. Bring friends: The island has 25 villas spread out over 4.6 square miles, with a rain forest, beaches, cliffs, a lagoon, and one of the island’s highest hilltops literally in their backyards.

Book lovers and bazaar hunters will revel in foraging through the Sahaflar Çarsısı (Beyazit Book Bazaar) for new titles, secondhand books, historical maps, the Quran (in various languages), ancient texts, and other rare finds. The bazaar, between Beyazit Mosque and the Grand Bazaar, was built in 1954, but the site is a historical literary landmark where the Chartoprateia—a Byzantium book and paper market—existed. During Ottoman times, the site became a center for printing and literary trade, drawing many intellectuals and writers to the Beyazit and Grand Bazaar area. Some historians will say Sahaflar Çarsısı is where the first book was printed in Turkey in 1729. Whether this is fact or fiction, the statue in the middle of the courtyard is that of Ibrahim Muteferrika, an Ottoman diplomat who, among many titles, was the publisher responsible for the first book—a two-volume Arabic-Turkish dictionary. The entrance to the bazaar is off Çadırcılar Caddesi (Road), just down from the Grand Bazaar’s Beyazit Gate (Gate Number 7).

A private-island resort six minutes by boat off the coast of Antigua, Jumby Bay is one of the Caribbean’s top luxury, all-inclusive stays, and one of its most environmentally aware. A $28 million renovation in 2010, which included the addition of 28 suites and a first-ever spa, gave it all the digital-age essentials: 42-inch flat-screen TVs, iPod docking stations, Bose sound systems, free Wi-Fi. Yet its underlying spirit of environmental responsibility, highlighted by its hawksbill sea turtle preservation program and its banishment of wheeled vehicles except for golf carts and bicycles (every room comes with two bikes), continues to reign. Rosewood manages the resort, but it belongs to an association of island homeowners, some offering their properties for rent. So if, say, a 1,346-square-foot beach-view pool suite isn’t big enough, it is possible to do as celebs such as Hillary Swank, Jim Carey, and Paul McCartney have done and plop down up to $20,000 per night for a private villa or estate home. Couples can be perfectly content here, but it is especially attractive to families, who appreciate programs like the Rose Buds kids’ club.

Serenity is easy to come by on the private-island resort of Petit St. Vincent, a 115-acre property from the 1960s. It recently underwent a multimillion-dollar renovation but retains its original charms—there are no cars or in-room televisions (and don’t even think about WiFi) in the 22 cottages and suites, and anything you might need arrives at your doorstep with the simple raise of a yellow flag. A Balinese-inspired spa soothes the body, while two open-air yoga pavilions quiet the mind. If you’re looking for more action, you can explore the island’s pristine reef formations with expert divers through Jean-Michel Cousteau’s only Caribbean scuba center, or rent one of four yachts to catch local mahi mahi—then have the chefs prepare it for you beachside back at the resort.

This property is currently closed for hurricane-related repairs.

Peter Island is “an oasis of tranquility,” known as much for its five flawless beaches as its word-class spas and luxurious ocean view villas. The island is the largest of the private islands and the fifth largest of the 60 islands in the BVI. Visitors can hop a ferry to reach the island from Tortola or opt for booking a helicopter, water taxi, or private yacht.