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Surrounded by swaying palms, tropical flowers, pink sand, and sapphire waters, the 100-acre Fairmont Southampton is Bermuda’s ultimate luxury destination. The 593 rooms and suites are among the largest on the island, and feature marble baths stocked with Le Labo products and private balconies that look out onto the Atlantic Ocean, Great Sound Harbour, or the lush landscaping of the on-site Turtle Hill Golf Club. A pool, beach club, dive center, kid’s camp, and tennis courts—plus that 18-hole championship course—offer plenty to keep guests busy. If you prefer to kick back, opt for a lavender-oil massage at Willow Stream Spa, a sprawling space complete with a well-stocked health club, sauna, and steam rooms, or grab a sundowner at one of the resort’s 10 restaurants, bars, and lounges.

Book a sunset charter on Atebeyra, a boat that comes with a rum-running history (she ran booze during prohibition) for a unique evening excursion. The boat can also be chartered for day trips to the outer islands where you can spend the day lazing on deck and snorkeling in the gin clear sea.

This glamorous villa is situated on Capri’s main road—and just a five-minute walk to the port—but JK Place feels like a refuge from the tourist throngs. Interiors have a chic, polished aesthetic that’s the embodiment of la dolce vita: The crisp white-and-navy spaces are filled with beautiful art and antiques, dramatic fireplaces, and colorful bouquets of blooms, while large windows and panoramic terraces capture views of rugged green hills that fall into the sea. (Yes, that’s Mount Vesuvius looming in the distance.) Posh touches continue in the guest rooms—think monogrammed pillows, canopy beds, wingback chairs, and marble- and mosaic-tiled bathrooms. Lemon trees scent the air throughout the property, from the elegant pool deck and on-site spa to the terrace bar, where sunset aperitivos are accompanied by tasty bites such as sea bream sliders and quail-egg canapés.

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.

Set back in a leafy area behind Casino Square and facing the sea, the sprawling, elegant Hotel Hermitage is a slightly less ornate alternative to the glittery fussiness of Hôtel de Paris, though it’s equally steeped in neoclassic grandeur. Many of the rooms and suites feel more contemporary than the hotel’s hand-painted Belle Epoque frescoes and stained-glass winter garden lobby dome designed by Gustave Eiffel. Accommodations range from rooms with clean lines, soft colors, and walnut furnishings to the most sought-after suites, with private terraces and lovely sea views. Because of the hotel’s spaciousness, it’s particularly well suited to families who want a touch of nostalgic glamour along with high-tech plasma screens and other modern amenities. The hotel’s V.I.K. (very important kid) program offers everything from a game room with activities to access to the private beach and pool for children.

A delightful peach-colored villa set directly on Treasure Beach, this Jamaican-owned guesthouse is a gem, and feels more like a vacation home than a hotel. There are six spacious guest rooms and two larger suites, each with their own patios or balcony with a glorious sea view. The interior is intricately decorated with carefully chosen African-themed paintings and sculptures, and the owner—who returned after many years in the US—takes pride in providing true Jamaican hospitality. There’s a bar and no restaurant on site, but that doesn’t prevent the large kitchen and staff cook from taking your daily orders for breakfast and dinner, dishing out excellent local specialties that are served poolside with the sea in front of you. It’s one of my favorite places to stay and get away from it all.

A spectacular demonstration of a natural sculpture, these sedimentary limestone layers were once layered horizontal at the bottom of the sea. They’ve been folded and crushed with huge tectonic forces for thousands of years and now their sharp edges point vertically up to the sky.

You can’t go wrong with any of the Intercontinental David’s rooms, all 555 of which look out onto the Mediterranean, but those seeking the ultimate view should at least consider the Jaffa Suite for its privileged perspective on Old Jaffa, or the Tel Aviv Suite, where the panorama includes Jaffa, Tel Aviv, and the sea. On the other hand, this hotel is so centrally located that you could simply walk to anything you want to see, from the evocative old city of Jaffa with its minarets, stone walls, and bobbing boats, to the Neve Tzedek district full of bohemian cafes and boutiques. Although you’ll be tempted to fill up on produce, halva, and pastries at the nearby Shuk HaCarmel market, save room for at least one dinner at the Intercontinental David—especially the traditional Shabbat meal that takes place in the third-floor Jaffa Court on Friday nights.

Shangri-La’s Boracay Resort & Spa is located in one of the Philippines’ most popular vacation spots. And while it has all the musts—the turquoise waters, the powdered-sugar shores, the lush hills—what it doesn’t have is the crowds. And therein lies the resort’s beauty, or at least some of it. Tucked into an eco-reserve with its own shimmering beach, the Shangri-La is also home to a canopy-cloaked dining aerie, sunset-surveying clifftop cabanas, and a peninsular spa on a private bay. Accommodations are impeccably appointed with local touches (think woven abaca rugs and lamps bedecked with capiz shells), and several of the lodgings feel more like private vacation homes. Take the aptly named treehouse villa, for example, where the canopy-level second story commands stunning sea views (best enjoyed from the hot tub on the balcony), or the pool villas, where the lure of en suite swimming almost overpowers the sea just outside.

Travel on the large island of Luzon, in the Philippines, can be rough, to say the least, due to traffic-congested roads and road blocks, but if you can make your way to the farthest point north on the Philippine Archipelago you will be rewarded by a true paradise called Pagudpud Beach! The sand is white like sugar and the water crystal clear. The bay is filled with a plethora of wildlife and sea creatures, and the calm waters are perfect for snorkeling right from the sandy beach. Although Pagudpud is a well-known tourist destination, I have never seen the beaches packed with tourists (my family is from a nearby village called Bacarra) and it isn’t hard to find a long stretch of beach to have all to yourself. The beaches here are truly remote. Spend the entire day snorkeling and eating fresh fruit and seafood that can easily be purchased roadside. I recommend staying for the sunsets, which are magnificent over the China Sea.

St. Lucia’s iconic twin peaks—Gros Piton and Petit Piton—dominate the island’s scenery, soaring 2,500 feet from the sea on the island’s southwest Soufrière corner. Designated a World Heritage Site along with the surrounding Pitons Management Area, these volcanic spires take every first-time visitor’s breath away. There are various ways to experience the Pitons. The brave hike either peak—Petit Piton is more strenuous, and the trail isn’t marked; Gros Piton has marked trails and is a two- to three-hour hike from the village of Fond Gens Libre. Others opt to take it easy and sail past them on a catamaran cruise, or view them from land along the coast or from the terrace of La Haut’s restaurant. Sugar Beach, facing Gros Piton, offers a frontal view of the peaks as you swim.

On a promontory within Bouddi National Park, overlooking a secluded bay and a short walk to an empty rust-red beach, Pretty Beach House lives up to its (classically understated Aussie) name. It’s hard to believe this intimate retreat is only a 90-minute drive from Sydney city center. Its location is spectacular and historic—spot the 2,000-year-old Aboriginal rock drawings on a nature walk nearby.

There are four guest pavilions, each outfitted with wood-burning fireplaces, deep-soaking clawfoot tubs, and sun-drenched decks overlooking Broken Bay and Angophora treetops (three have their own private plunge pools). Dining is included in the stay, and it’s exceptional: Celebrated chef Dean Jones takes freshly caught seafood and local produce and crafts them into modern Australian dishes, which you can enjoy anytime you like in the Beach House’s safari-chic dining room or poolside beneath the shady gums.

La Bretxa shopping center houses the usual trappings of a modern-day shopping mall, but below ground one can find the city’s largest and best market for the fruits of the sea. Cold, wet and crowded, this is the spot where you will find both renowned chefs and housewives of the city vying for the best anchovies, calamari, and cod of the day’s catch.

Athens is an incredible city to visit but can feel busy and overwhelming, especially during peak tourist season. Escape the hustle and bustle with a visit to the resort town of Vouliagmeni on the Attica coast. I took this photo from a café right on the beach. We spent an entire afternoon drinking coffee, eating fresh seafood, and watching surfers in the sea.

Book a horseback-riding tour along Provo’s white-sand beaches with Provo Ponies, which is owned by the affable Camille Slattery and located on the southeast end of the island. They offer two guided rides Monday through Friday (one in the morning, the other in the afternoon), while Saturdays are reserved for lessons on their properties, and horses get the day off on Sundays. Book well in advance during the busy season (December to May), as this is a highlight of many people’s holidays. Note this place can be hard to reach, so if you don’t have a car rental, choose their transport option from Grace Bay Beach for an extra $10 per person. Also expect to spend about three hours on the horse.