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In 2012, one of the world’s richest men—Oracle founder Larry Ellison—bought 97 percent of the island of Lanai. The single sweeping deal (reputed to cost $300 million) included the exquisite Four Seasons Resort, overlooking a marine reserve. The resort’s dining experience par excellence is Nobu, where celebrity chef Nobuyuki Matsuhisa presides over the perfect marriage of Japanese dishes and Peruvian ingredients. Kick things off with crispy Brussels sprouts or scallops with jalapeño salsa, then move on to sushi, hand rolls, or Wagyu beef. Save room for the Bento Box dessert with green tea ice cream and chocolate flourless cake. Or go old-school, if it’s on the menu, and order the mochi pound cake backed by yuzu-cherry jelly and peanut butter ice cream.

Located in the Hong Kong UNESCO Global Geopark in the eastern and northeastern reaches of New Territories, teeny-tiny Sharp Island offers a great way to get a gander at Hong Kong’s fascinating ancient geological past. Set off on a two-mile trek that weaves around the island. The walk starts at the pretty crescent-shaped Hap Mun Bay Beach, also known as Half Moon Bay (pack your swimsuit and towel), and ends at the Sharp Island Pier. Along the way check out the volcanic rocks—some even resemble pineapples. For fun, when the tide is low, walk across the rocky tombolo, or spit, to the tiny islet of Kiu Tau. To get to Sharp Island, take MTR Diamond Hill Exit C2, then hop aboard bus 92 to Sai Kung Town; next, take a 15-minute kaito (ferry) boat at the Sai Kung Public Pier to Hap Mun Bay; then leave the island from the Sharp Island Pier.

Dasheene, the restaurant in the award-winning Ladera Resort, is a magical place unlike any other on the island. The open dining room, overlooking the sea, is so close to the Pitons that you feel as if you could reach out and touch the peaks. The menu, which focuses on ingredients sourced from local farms and plantations, puts a creative spin on classic St. Lucian cuisine, including plantain gratin with a coconut rum sauce, and roast conch. The restaurant is open for breakfast and lunch as well, but there’s no beating the romantic atmosphere and sunset views at dinner, which make a meal here well worth the high price.

Holbox is my kind of hideaway- clear, warm water, gorgeous skies, hot weather and hammocks. This is the perfect island to get lost and get in touch with nature, whether swimming, canoeing, horse back riding, taking nature walks or whale shark watching. Part of the small island is the Yum Balam Nature Reserve, a protected natural area for nature lovers.

It’s always been about affordable vintage goods at this Wicker Park boutique, which sells contemporary dresses and tops from Amuse, men’s hats from Brixton, denim from skinny-jean pros Just USA, rompers from Los Angeles–based En Crème, and handcrafted leather boots from Red Wing. The popular shop’s homewares and apothecary section is arguably the best place to pick up gifts your friends will love, from grooming and shaving goods to candles, perfumes, and barware like flasks and cocktail shakers.

As much as Orlando is known for its theme parks, the city is also popular for its many outlets and shopping malls, which draw tourists with great deals on luxury cosmetics, electronics, and clothing. Home to more than 180 retailers, the Orlando International Premium Outlets are a one-stop shop for big-name brands at discounted prices. Here, you’ll find everything from Adidas, Armani, and Banana Republic to Baccarat, Gap, Guess, Kate Spade, Coach, and more. Also available are food options like Panera Bread and Five Guys, so you don’t even have to leave the area to eat.

The entire north side of Santa Fe’s downtown plaza is taken up by the 1610 Palace of the Governors, the oldest continually occupied public building in the United States. Its front adobe facade is completely shaded, and in this “portal,” the Native American Vendors Program has been operating for over six decades. A daily lottery ensures a rotating selection of artisans from the various pueblos throughout New Mexico. Yes, there might be some “finer” pieces available in the chic boutiques elsewhere in Santa Fe, but here, in the shade of a four-century-old adobe building, you can meet the artists and even haggle a bit. Be respectful, though—these are not cheap trinkets made in a sweatshop abroad: The crafts and the jewelry are usually made by the person with whom you’ll be conversing. (An interesting side note: The Palace was taken over in 1680 and occupied by Native Americans during the Pueblo Revolt until 1692, when the Spaniards returned. This is the only government seat in the U.S. to have ever been taken over by Native Americans. It then served as the residence of the governor during the Spanish, Mexican, and U.S. territorial regimes, until 1907. In 1912, New Mexico became a U.S. state. Today, the Palace serves as a museum.)

While Campobello Island is located in the Canadian province of New Brunswick, the only access to it by car is by crossing the International Bridge from Lubec, Maine. The 2,800-acre park honoring President Franklin D. Roosevelt covers most of the island’s southern end. The Visitor’s Centre and the Roosevelt Cottage are about a mile from the bridge. Begin there, and register for Tea with Eleanor, an engaging one-hour program during which park interpreters share stories about the former First Lady’s visits to the island over tea and cookies. After touring the 34-room, memento-filled, red-shingled cottage and the exhibits at the Visitor Centre, pick up park maps and explore the carriage roads, picnic areas, beaches, woodlands, lighthouse, hiking trails, and scenic viewpoints.

There is a sliver of Africa where four countries almost converge: Zambia, Zimbabwe, Namibia and Botswana. The Chobe River is one of the many separation points between Botswana and Namibia and it’s also where I experienced one of my favorite wildlife adventures of all time. The boat I called home for a few days is permanently moored in the middle of a vast river system of wetlands and river grasses. The marshland is rich in wildlife; hippos, birds of all kinds, Cape Buffalo and hundreds of elephants converge on this one spot. The elephants were perhaps the most impressive, in size as well as sheer numbers. While boating along the river one day the driver shushed us, cut the engine and pointed to the riverbank. There on the shore were two young elephants walking with great purpose towards the water. I had never thought about whether or not elephants could swim , but I soon got my answer. They plunged into the river without fear and began to swim with zeal and power to the coveted river island. They also didn’t seem to care about us as they came within a few feet of our boat. Watching these majestic animals ford the river and then emerge with a great splash was extraordinary. It’s one of the travel moments that makes you feel both alive and incredibly thankful.

Not every celebrity who visits Harbour Island stays at the Pink Sands Hotel. Bill Gates, for instance, has his own home on the island. But Keith Richards has checked in here, as have Martha Stewart and Kate Moss. Since its opening in the 1950s, the 25-room hotel, like the island itself, has been a low-key enclave of the rich and famous, drawn not just by the like-attracts-like vibe (one of the previous owners was Island Records founder and Bob Marley “discoverer” Chris Blackwell), but by its location on Pink Sands Beach, widely considered one of the world’s prettiest. Accommodations are in plush one- and two-room cottages that have king beds and ocean or garden views; some have outdoor showers. Reserve a table at the British-colonial–inspired Malcolm 51 for island-style bouillabaisse and charred octopus salad, but don’t get too carried away with the sundowners. All manner of aquatic activities (snorkeling the nearby coral reef, bonefishing in the shallows, or merely swimming in the heated freshwater pool) await in the morning.

Tucked among the pristine rain forests of Kauai’s remote North Shore, Princeville Resort’s lush 9,000 acres feel like they’re straight out of South Pacific. In fact, the classic musical used neighboring Mount Makana as a stand-in for Bali Hai. The peak’s verdant slopes are visible from many of the property’s 251 rooms, which are clad in ocean- and floral-inspired hues and outfitted with custom wood furnishings and marble baths, but the real draws lie elsewhere on the property: in the private snorkeling beach and massive infinity pool overlooking the cerulean waters of Hanalei Bay, an 11,000-square-foot spa that specializes in traditional Hawaiian clay treatments, and a world-class golf course designed by Robert Trent Jones, Jr.

Located inside Aruba’s oldest surviving structure, this museum offers a fascinating look at the island’s evolution. Open weekdays, it boasts artifacts from the Caiquetio people and Dutch colonialists as well as items from modern-day Aruba. The complex itself, however, is the real draw. Dating from 1798, it was constructed to defend the island against pirates. The adjacent Willem III Tower was built in 1868 and served as Aruba’s first public clock and lighthouse.

Slightly sweet, with pleasantly salty mineral umami--that’s what the yellow-orange goo from sea-urchins tastes like. The fresher the better for this roe--and if you visit the coast of Jeju island, the legendary “haenyo” women divers will have just plucked these spiny balls from the sea floor minutes before your arrival. Wildly popular with visitors from nearby Japan, where the delicacy is called “uni,” Jeju islanders call it “gusal;" mainland Koreans refer to it as “seong-geh.” I had just had some in a bowl of seaweed soup for lunch when my wife and I accompanied my mother down to the rocky cove beneath Seongsan Ilchlulbong crater to watch the haenyo emerge from the sea. My mother, who is Korean, had just retired, and was visiting a corner of her own country that she had never seen. Volcanic Jeju-do is a subtropical island with a culture distinct from the rest of Korea--"the island of wind, women, and rocks.” The haenyo are dwindling as younger women seek urban jobs; many of the divers are in their 50’s and 60’s and still dive without oxygen tanks, harvesting shellfish cooperatively... My mother struck up a conversation with one of the women as my wife and I soaked up the salt air. The haenyo, still dripping in their wetsuits, were spooning out the roe--and suddenly, a couple of spoons were being waved in our faces--a free sample! Fresh from the sea-floor, served by living legends--not a taste that fades quickly...

This former industrial site is a one-stop shopping spot for last-minute souvenirs. Weave in and out of the countless alleys and stalls; among the art galleries, toy shops, crafts stores, farmers market and waterfront restaurants, you’re likely to find something tasty to sample or so unique that you have to bring it home.

Set against a backdrop of lush jungle, this secluded luxury resort offers a mix of accommodations, from gorgeous villas with their own private plunge pools located right on the resort’s powdery white sands to overwater bungalows with traditional thatched roofs, large lagoon-facing decks, and deep soaking tubs. The resort sits on the mountainous, verdant island of Taha’a, off the coast of Raiatea, and is accessible only by speedboat or helicopter. Taha’a is also known as the vanilla island, renowned for producing some of the finest Tahitian vanilla in the world, and the hotel offers excursions out to local vanilla plantations as well as to pearl farms, where guests can learn how famous black Tahitian pearls are harvested. Marine conservation tours are also available, and the hotel can even arrange yacht rentals for guests on request. Cultural activities include weekly Polynesian-themed evenings, complete with a Tahitian buffet and local performers, such as traditional fire dancers.