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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.

When Bouillon Bilk first opened in 2011, Montréal’s restaurant critics were intrigued. The chef, François Nadon, had worked at several of the city’s top restaurants but was largely unknown, and the restaurant was located on an undistinguished stretch of boulevard St-Laurent. But it soon became both a critical and popular favorite. The contemporary, minimal space is decidedly unstuffy compared with many of Montréal’s leading restaurants. Similarly, the menu may be gourmet but it’s also daring, with ingredients and preparations from Asia complementing French dishes and techniques. You can start with Japanese yellowtail, move on to a pasta dish, and end with a selection of Québecois cheeses, if you choose. There are also fresh oysters on the menu at both lunch and dinner.

The exclusive town of St-Jean-Cap-Ferrat is home to the Villa Ephrussi de Rothschild, a Renaissance-style palace with sumptuous furnishings and one of the most famous gardens in France. Beginning with a traditional French garden, the land is by turns tamed into a Japanese garden, a stone garden, and six other distinctive environments. Directly across the bay, the Villa Kerylos was built in the 20th century as a replica of an ancient Greek palace.

One of my absolute favourite places to be at is the Meritus Club Lounge at the Meritus Pelangi Beach Resort in Langkawi. You have access to the lounge if you’re staying at one of the suites or Club rooms. Breakfast and tea are served here and it feels truly heavenly to be having your morning coffee and croissant under the coconut trees right by the beach. I especially love to come here for tea, around 5:30pm or so. A leisurely paced consumption of the delicious titbits served will ultimately end with a magnificent sunset.

The most high-adrenaline way to see Sydney Harbour, BridgeClimb has been dressing up locals and travelers in jumpsuits and safety harnesses to ascend “The Coathanger” since 1998. Along the way, they learn fun facts about the Sydney Harbour Bridge, like how it was built using six million rivets, which bridge workers tossed to each other when they were white hot and ready to weld. You’ll also gain a new appreciation for the Sydney Opera House as well as the world’s deepest natural harbor, which just so happens to be the birthplace of European Australia. At the top, strike your favorite Zoolander pose, or try “the koala,” which Ben Stiller invented during his climb.

Located along the bluffs on Cliff Drive, Heisler Park is a walker’s paradise. Visitors looking to get some exercise can start at the lifeguard tower on Main Street and follow a one-mile loop through the park, passing more than a dozen art installations—not to mention six Laguna landmarks and sweeping ocean views–along the way. For those seeking something more relaxing, Heisler Park is also home to beautifully landscaped gardens, a marine refuge with tide pools, barbecues, picnic tables, and grassy lawns for lounging in the sun.

At the end of a secluded peninsula, right on Coco Point, which is Barbuda’s southernmost tip, Coco Point Lodge is one of only a few modern hotel resorts on the island. Although not five-star fancy, this all-inclusive property, is plenty comfortable offering a mix of rooms and private cottage rentals in small buildings scattered across the grounds. Bordered by some 2.5 miles of gorgeous white sand beach and safe, reef-protected swimming in the clear turquoise waters of Cocoa Bay, it is a good choice for active types as included activities feature everything from sailing to snorkeling, waterskiing to windsurfing and sea kayaking. Deep-sea, reef or bone fishing expeditions can also be arranged, as can day trips to the Frigate Island Sanctuary for birds.

The beaches of Bermuda are justifiably famous, but this strand in St. George’s owes its fame to its awesome expanse of sea glass. Sitting under the Alexandra Battery, a fort constructed in the 1860s, the entire stretch of coast is blanketed in weathered, colorful glass pieces. The mother lode of treasures is found in an adjacent cave, which is best accessed at low tide. Among the smoky fragments of amber, green, and white glass, there are scattered remnants of pottery and the occasional blue piece. There’s even more sea glass to be found snorkeling offshore; this area too is easiest to navigate at low tide.

On a rocky plateau overlooking the Dead Sea lies the 2,000-year-old cliff-top fortress of Masada. Next to Jerusalem, it is the most popular destination for tourists visiting Israel. In addition to its sheer natural beauty, Masada is also the setting of one of the most powerful and tragic stories in Jewish history. During the First Roman-Jewish War in 73 or 74 C.E., 960 Jewish zealots—men, women, and children—committed suicide on top of the mountain rather than submit to capture by the Romans. Among the ruins are the Northern Palace, an ancient synagogue, and a Roman-style bathhouse with mosaic floors. The ascent to Masada can be done by cable car or by walking up the Snake Path, a moderate climb which should take around an hour.

This J-shaped peninsula southeast of Hobart is home to natural, historic, and man-made surprises. The Three Capes Track is an awe-inspiring way to take in the landscape, home to Australia’s tallest sea cliffs; Shipstern Bluff (“Shippy’s” and “Devil’s Point” to locals), known for giant waves and shark encounters; and the Totem Pole and the Candlestick, two dolerite sea stacks popular among crazy rock climbers and rappellers. Port Arthur is Tasmania’s most famous convict site, and a variety of tours—including a lantern-lit ghost tour—are designed for families. Before you leave, toast the trip of a lifetime at McHenry Distillery, one of the world’s most southern distilleries, with a sloe gin made from locally foraged berries.

A year ago I had dinner at the Clifton, then under the supervision of Tucker Yoder. Mr. Yoder was elsewhere that evening, but I spent several hours at the “chef’s counter” in the kitchen, watching executive sous-chef Jarad Adams work his own delicious magic. Naturally Mr. Adams was meticulous with his food prep, but he was also surprisingly generous with his time for me. Imagine my delight when I returned this year to find Mr. Adams had been promoted to Executive Chef. On this visit, Mr. Adams’s tasting menu showed the same attention to detail as I remembered, but with a greater sense of adventure — even whimsy. From the amuse bouche (a spoonful of polenta topped with pork belly, apple, and a sprig of fennel) all the way through to the sticky toffee pudding with candied pecans, dates, and caramel ice cream for dessert, I was enchanted. The tasting menu consists of four courses and varies by the season. My first course was a toss-up between the butternut squash and apple soup and the shaved winter vegetable salad with hazelnuts, black cocoa, and a buttermilk dressing. I had no regrets about my choice of the salad, especially as butternut squash was the foundation of my next course: the most perfectly seared sea scallop I can remember. From there it was onto monkfish with beluga lentils, with Brussels sprout leaves dancing on top. Mr. Adams knows what he’s doing in the kitchen, and the Clifton — and Charlottesville — is lucky to have him.

As the name suggests, this soaring 44-story hotel from the Ritz-Carlton brand is peppered with high-end artwork, mainly by renowned Spanish and Catalan artists such as Eduardo Chillida, Albert Rafols-Casamada, Perico Pastor, and Luis Feito. But there’s much more to the hotel than paintings and sculptures—such as the peaceful terraced gardens, an outdoor swimming pool that overlooks a large Frank Gehry fish sculpture, a luxury spa offering panoramic views, and several excellent restaurants. The hotel overlooks Barcelona and the Mediterranean from its prime location on the Olympic Port. And, perhaps best of all, the beach is right at the doorstep.

The rooms are a delight, too, with dark-wood furnishings and flooring, flat-screen TVs, and sleek, spacious bathrooms that come with separate bathtubs and Asprey toiletries. The hotel’s penthouses are even more swish; guests who book one of these will not only get their own private elevator and fully equipped kitchen (where the hotel’s chefs will happily prepare meals en suite) but can also book a dedicated butler service.

This sprawling 19th-century former gasworks complex west of the Canal Ring was a polluted site for decades after its closing in the mid-1960s. It was cleaned up and reopened in 2003 as a park, and its architecturally significant red-brick buildings were turned into cultural venues, restaurants, bars, nightclubs, and shops. The Gashouder, a massive circular structure measuring more than 27,000 square feet, hosts mainly techno parties, while the nearby North Sea Jazz Club is an intimate space for live jazz performances. You’ll also find TonTon Club, a restaurant and arcade with video games, air hockey, and table tennis; Pacific Parc, a café with live rock music and DJs; and a three-screen art-house cinema.

Drive along the main road from Sea Cows Bay to Road Town and you’ll come across numerous roadside tents selling everything from fresh fish to local fruits. The best stands are located close to Carrot Bay, where you can find steaming pockets of fish cooked in foil and fresh-squeezed mango or guava juice.

Just 25 minutes from Cancún’s international airport is Belmond Maroma Resort & Spa, surrounded by 200 acres of preserved jungle. Guests here still enjoy direct access to the Caribbean Sea and its powdery, white-sand beach, as well as to a wide variety of physical fitness and wellness activities and services. Rooms are generous in size and are filled with sunlight, let in through large windows. Tile floors and design accents—throw pillows and furniture, for instance—have an earthy color palette. Many rooms feature indigenous artwork and handmade furniture. Though it might be tempting to stay within the confines of the resort, the area is home to a number of worthwhile attractions, including the Maya site of Tulum and a biosphere reserve; the concierge can provide information about both, as well as tips for guided excursions and reputable outfitters.