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Starting at the sea gate, pick up a map from the tourism board office to get oriented. Then, wander past innumerable shops and cafés, taking note of Korčula’s fishbone layout, which was intended both to protect the town and make use of local winds. Also be sure to admire Korčula’s signature stonework, best displayed in the Gothic-Renaissance-style St. Mark’s Cathedral.

Like many of the hippest bars in town, Mary’s is intentionally hard to find. As you make your way down King Street, hang a right on Mary Street and look for a bar on the left with no sign and a rocker crowd. Inside the two-story tavern, a chalkboard menu lists enough craft beers (including the house-brewed Slayer Juice), wines, spirits, and cocktails to require a second chalkboard for fried chicken and burgers (known as the best in town). Get your birds by the half, whole, or “Larry style”—two whole birds deep fried with mash and gravy—and your burger with “trashcan bacon.” Mary’s also does a bacon Bloody Mary with American cheese melted over the rim of the glass that’s more than worth a try.

It sounds “too good to be true”, right? No big resorts... miles of remote beaches... turquoise water... no crowds. The coastline of Cambodia is truly a tropical paradise! There are signs that things are changing, but today Otres Beach, just outside the Cambodian town of Sihanoukville, is untouched by commercial tourism. The beaches are empty and clean. Decent marijuana can be purchased legally (although the law is grey in this area as it is only legal to consume and NOT smoke!) at a number of hip bungalow bars set up along the beach. Drinks are cheap and very easy to come by, and your toes never have to leave the sand. Everything is rustic here, but there is a lot of charm in the dozen establishments along this remote stretch of beach on the Gulf of Thailand. The roads are still dirt. It’s off the beaten path. Air-conditioning is pretty much nonexistent here, and even electricity is hit or miss. Some describe the vibe here like Thailand 20 years ago before tourism was that country’s biggest industry. It’s what all of us beachcombers are looking for, and I found it at Otres Beach, Sihanoukville, Cambodia!

One of Dubrovnik’s oldest fortresses stands atop a 100-foot rock, guarding the western land entrance to the Old Town. Vigilantly turned toward Venice, it serves as a monumental tribute to Dubrovnik’s foresight, encapsulated in the motto of the Ragusan Republic engraved above the main entryway: “We do not sell our liberty for any gold in the world.” After entering the Old Town through the Pile Gate, walk down to Kolorina Bay and climb the stairs to the fortress. Because it’s far less busy than the city walls, the theatrical space offers a more intimate way to experience Dubrovnik’s history and charm, with breathtaking views to boot.

Nothing says Santorini like an aqua-blue infinity pool, and Katikies has three of them—all the better to take in westward-facing sunset views. Carved out of the cliff side 300 feet above the Aegean, the hotel’s public spaces are connected by a series of bridges and Escher-esque stairways as they descend from the town of Oia above it. Cube-shaped rooms and suites are minimalist but inviting, nearly every surface painted or clothed in calming white; all have verandas, while a few large suites have outdoor plunge pools or Jacuzzi tubs and alfresco seating areas. Upon check-in, guests are given cell phones to summon 24/7 service from anywhere on the property. They use them to order light snacks at the poolside bar and restaurant or make reservations for some of the best sushi on the island at the champagne bar, but the candlelit rooftop restaurant—serving Greek and Anatolian cuisine—is about as romantic as it gets.

Romance is easy to come by at Emelisse, on a private beach on Kefalonia. One turquoise infinity pool spills into another before seeming to pour directly into the glittering Ionian Sea. Come evening, dozens of glowing lanterns illuminate the stone terraces and two outdoor restaurants, as well as the open-air cinema. Framed by dark cypress and cedar trees, the suites, villas, and two-story maisonettes cater to every combination of adults and children with teak canopy beds and fine Italian linens. Just as enchanting as the setting are Emelisse’s myriad activities. Guests can sign up for scuba lessons and tennis matches, or take a 25-minute walk to the quaint port town of Fiskardo. If you’re looking for more adventurous pursuits, the largest of the Ionian islands offers everything from steep cliffs and mountains (Mount Aenos is the third highest in Greece) to stunning sand and pebble shorelines.

Usually I take a train across the Øresund Bridge, an engineering marvel that connects Malmo, Sweden, to Copenhagen, Denmark. Unfortunately, the train travels below the vehicle deck, which means you can’t actually see the bridge. And this is a bridge worth seeing. The crossing itself is about 10 miles. Coming from the Swedish side, the first five miles of your trip is over a bridge that floats 187 feet above the water before briefly landing on an island and then diving into a tunnel beneath the sea. The girder and cable-stayed bridge section has two pairs of free-standing cable-support towers that seem to grow in height as you approach . . . until they disappear into the sky. Even on a road that is more than 200 feet above the surface of the water, the tops of those towers are still almost another 400 feet above. Rent a car and take a trip across (either Copenhagen or Malmo makes a good day trip), but be prepared to pay a hefty fee for the privilege. The toll is roughly $60 U.S. each way. Øresund Bridge English-language web page has current toll information: http://uk.oresundsbron.com/page/1087

Crosby Street Hotel founders Tim and Kit Kemp are behind this Midtown property, which opened its doors in February 2017. Each of the 86 guest rooms exudes a personality of its own, complete with playful pieces of artwork and color-forward design by Kit. High ceilings, long foyers, and walk-in closets help guests feel more at home than on the road, as does a stop at the Drawing Room before lights out. It’s here that floral curtains, oversize armchairs, and book-lined walls greet guests who want a nightcap from the honor bar, which is always stocked with top-shelf liquors, wines, and pre-batched cocktails. Pick your poison and enjoy it in your deep-soaking tub, where a TV and lineup of bespoke bath products await. Come morning, head to the light-drenched Orangery for well-executed breakfast favorites like avocado toast, acai bowls, and brioche French toast.

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.

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.

I took this image the first morning I woke up at the Karia Bel’ Hotel in Bozburun, Turkey (a small, quiet town of about 2000). The Aegean Sea was like glass, so still. There was a perfect reflection of the sailboat. It was a moment!

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.

Wymara Resort Turks & Caicos (formerly the Gansevoort aims to be as much a scene as it is a hotel. Of course, with tots wandering through the lobby with sand buckets, it isn’t quite the party you might have in South Beach or NYC. But then, trendy urbanites don’t have this—the white-sand beach of Grace Bay, or an infinity pool with wood-deck islands that can be reserved for sunbathing, private dining, or just making everyone else feel less important. The 91 rooms are designer chic, with an open floor plan and plenty of space to stretch out. Also available for booking are seven luxury oceanfront villas, located on an elevated hillside overlooking the bay and Turtle Tail. Each features four to five bedrooms as well as two private pools, expansive indoor-outdoor living areas, sunken outdoor lounge areas with firepits, and over-the-water swimming platforms with direct ocean access. Stelle, the Mediterranean-influenced restaurant, has a DJ who spins on Friday nights. And Exhale Spa counterbalances the chill party vibe with sunset yoga in an outdoor pavilion.

One of my favorite places in the whole world—Vieques! I’m actually a little apprehensive to share, because I’d love to keep it the semi-secret it is. If you time it well, you can have this beach all to yourself.

Off the coast of Port Antonio is a small, uninhabited plot called “Pellew Island,” otherwise known as “Monkey Island"--there used to be a colony of imported monkeys here. To get here, you could first head to San San Beach, a beautiful and private stretch open daily (10 a.m.4 p.m daily, US$5). Rent a kayak and snorkel gear and make your way over to the small plot, within clear view ahead. The island is completely covered in vegetation, there’s a small white sand beach, and the waters are shallow. Rest your kayak on shore and snorkel around the island for as long as you please. Visibility is incredible and this is one of the best snorkeling spots in the area. Just watch your step if you’re barefoot, as there can be sea urchins on the seabed.