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Most of the year, Punta Cana’s white, sandy stretches of sand are blessed with gently lapping surf, which means that night swimming isn’t as dangerous or daunting an exercise as it can be on other Caribbean islands. Slip into the water near the Westin’s covered pier, and have the ocean all to yourself. Under the bright light of a full moon, you might even catch a glimpse of a sea turtle inching its way along the beach.

For a taste of Miami by way of St. Lucia, look no further than Sugar Beach. Set on a white-sand crescent between the Piton mountains—within a 100-acre former sugar plantation studded with shady palm trees—the resort’s white-on-white cottages have all the amenities worthy of a five-star retreat, from sumptuous Egyptian cotton linens to butler service and access to a private chef. (No wonder Gwyneth Paltrow and Matt Damon have stayed here.) But don’t linger too long in your room. The coral reefs in the bay are home to triggerfish, turtles, and exotic sponges that can be viewed on an instructor-led dive or snorkel trip, and whale-watching, waterfall hikes through the rain forest, and adventure tours on ATVs await. If you have more leisurely pursuits in mind, the tree-house spa offers treatments using locally sourced ingredients for the ultimate in relaxation.

Feast on fresh-caught fish and seafood and wash it down with Italian wine during a leisurely summer lunch at Alla Maddalena on Mazzorbo Island. A 45-minute ferry ride from Venice and far removed from the crowds, this charming, less touristy and altogether tiny island in the Venice lagoon is wonderful place to escape for an afternoon. And Alla Maddalena serves amazing fried fish as well as top-notch mussels and clams, all of which can be eaten al fresco either in the back garden or by the canal. The trattoria is also known for handmade pastas and seasonal ingredients from fruits to locally hunted game like wild duck. (Mazzorbo is a short walk across footbridge from Burano Island, so if you’re planning a trip to Burano, you can add a stop here for dinner.)

No hotel in Jamaica blends better with its surroundings than the aptly named Rockhouse, a string of villas clinging to the top of a sea cliff at the western tip of the island. Local stone, timber, and thatch are the building materials, and a harmony of design and setting is the result. The feel is rustic, but not rough (the showers might be outdoors, but the rooms are air-conditioned), and the feeling carries over to the pool, which sits on a rock platform halfway down the cliff face, from where sunbathers can don snorkel and mask and clamber down into a usually calm Caribbean. Even the restaurant hangs over the water, adding emphasis to the promise of dishes being fresh from the sea.

As does practically every hotel in Jamaica, Rockhouse has its celebrity stories, going back to the early ‘70s when Bob Marley, Bob Dylan, and the Rolling Stones added their names to the guest register. But it wasn’t until 1994, when a group of Australian owners took over, that Rockhouse began to evolve its reputation as one of the most Jamaican of Jamaican hotels. It happened in part because Rockhouse has none of the formality that some of the island’s best-known hotels, with their British colonial roots, still possess. And in part because of its active role in funding local education projects, it’s a valued, and popular, part of the community. That, and the restaurant’s homemade jerk sausage is legendary.

Housed on a 1,100-foot stretch of beachfront, Grace Bay Club is as stylishly current as it was in 1993, when it became the first luxury hotel to open on the then nearly empty sands of Grace Bay. From its original 21 rooms, the upscale property has grown to 82 suites, each of which features ocean views, a private veranda or patio, and chic interiors by renowned designer Thom Felicia. Guests can also look forward to superior service, including a personal concierge available day or night via a provided cell phone.

When hunger strikes, there’s the oceanfront Infiniti Restaurant & Raw Bar, which boasts sea-to-table fare and the longest bar in the Caribbean, as well as several other family-friendly venues, including The Grill. If it’s pampering you seek, make time to visit the spacious Anani Spa, where you’ll find six treatment rooms, including one just for couples. A spa tent is also available for beachfront massages.

Why we love it: A three-island sanctuary oozing luxury and exclusivity that’s surrounded by immaculate beaches. The Highlights:

• Spread across three islands, the resort is home to Ithaafushi Private Island, accessible only via yacht
• Terra, a dining destination set in bamboo pods hanging from trees, is just one of 11 restaurants and bars
• A water park, variety of water sports, and PADI dive center

The Review: Perched on three inter-connected islands a 30-minute boat ride away from Malé International Airport, this newly opened (July 2019) high-end resort marks a new pinnacle for Waldorf Astoria and Maldives luxury. 122 villas (all with private infinity pools) are spread across the three islands, with three of them set on the exclusive Ithaafushi Private Island. The private island includes a dedicated chef and personal concierge team, its own overwater spa and gym, five swimming pools, an entertainment center, and pristine beaches.

Not to worry if you’re on the other two islands: there’s plenty of luxury and plenty to keep you busy—or not—the beach and multiple pools are calling. Set aside time for the lavish spa, comprised of ten overwater or garden treatment villas while your kids spend time at the Waldorf Astoria Young Discovery Water Park. The whole family will enjoy the Ocean Pavilion, which hosts a range of activities like yoga and paddle-boarding; has a fully-equipped fitness center; and is home to a combined water sport and PADI dive center. The resort features 11 distinct dining destinations, each more interesting and extravagant than the last. From Terra and its bamboo pods to a grilling spot from Dave Pynt, the Michelin-starred chef behind Singapore’s Burnt Ends. There’s also a wine cellar carved into rocks, Middle Eastern spot Yasmeen, and Glow, which offers interactive garden-to-table dining using the bounty of the on-island garden.

The island of Ireland has a history of emigration—a million people emigrated during famine times, and today on the U.S. census, 40 million people claim Irish roots; worldwide, the figure is around 70 million. EPIC is the world’s first digital museum where, through a series of interactive exhibits, you learn the stories of the Irish around the world, and learn about their input and influence on everything from art, culture and music to sports, science, and even politics (22 U.S. presidents have claimed Irish roots). The museum is self-guided so you can spend as much time as you like in each section. A separate genealogy service at the end helps those tracing their Irish roots. The museum’s setting in the vaults of Dublin’s old dockside warehouse at CHQ adds to the experience.

Aruba’s Palm Beach is known for its powdery white sand, tranquil blue waters—and sprawling full-service luxury resorts. Just steps away, the intimate Boardwalk Small Hotel is a laid-back alternative. Owned and operated by Belgian twin sisters Stephanie and Kimberly Rooijakkers, who were born on the island and spent their childhoods here, 14 casitas are scattered on the grounds of a former coconut plantation and individually decorated: studio, one-, and two-bedroom spaces are outfitted with bright pinks, yellows, and aquas, fully equipped kitchens, air-conditioning, and private patios with their own charcoal barbecues and hammocks. Breakfast offerings range from the local (think tropical fruit and house-made arepas) to the luxe (bottles of champagne), and can be delivered to your casita or beachside palapa, but with no restaurant on site lunch and dinner is up to you.

It’s all about the view at Villa Dubrovnik, a divine hotel built into the cliff across the bay from the Old Town and Lokrum Island. The restaurant, rooftop bar, spa, and most of the rooms feature the same breathtaking vistas over the Adriatic, deep blue at depth and turquoise closer to shore. Done up in sleek, Mediterranean style, the hotel includes glass-walled balconies and external walls that merge into the golden stone of the cliffside. Those balconies are perfect for morning coffee or sunset drinks, but consider having breakfast on the restaurant terrace, under the shade provided by wind-bent pines. The spa features an indoor pool, and just outside, stone steps lead down to the Adriatic’s edge, where guests can relax on sun beds or step directly into the sea. Should you ever want to leave, the hotel’s private motorboat will zip you directly into the Old Town port.

Running along the side of Diocletian’s Palace is the Riva, a seafront promenade lined with tall palm trees, bustling cafés, and shaded benches. Stretching from the bronze map of Split to the popular Marmontova shopping strip, it’s one of the busier places in town. Join the fashion-conscious locals gossiping over coffee at sunny cafés, or simply hang out here while you wait for your ferry to the islands.

Hilton Molino Stucky on Giudecca Island is a zippy five-minute boat ride (free for guests) away from bustling Piazza San Marco, and ideally located for those craving a tad more tranquility without missing out on any of those sweeping Venetian vistas. Once a working flourmill, this brick, industrial-era fortress has been reimagined as a luxury hotel with all of the modern bells and whistles. Take a break from museum hopping with a day spent surveying the city below from the city’s only rooftop pool (followed by quality time spent in the spa). Of course, with several dining options just steps from your room, you could happily spend most of your time right here.

If mixing business with pleasure, this hotel—with Executive Suites, a ballroom for events, several conference rooms, and a business center—makes for a superbly scenic day at the office.

Cape Town already feels like it’s at the tip of the world, but the sensation is magnified at Tintswalo Atlantic, where guests get cozy in suites just a few feet from the ocean. Park in the lot just off famed Chapman’s Peak Drive and take the hotel van, which winds its way down a steep road and drops guests at a collection of semi-detached units. Each is themed after a different island—Zanzibar, Antigua, Sicily, and, oddly enough, Robben (where Nelson Mandela was imprisoned). The details are thoughtful, however, from the elaborate, wood-carved headboards to the seashell-encrusted bathroom walls and idyllic paintings. It’s hard to find a setting more romantic and remote. In the unlikely event that you want to venture out, there’s a shuttle that whisks guests to Cape Town, just over 30 minutes away.

On the North Fork of Long Island, Shinn Estate Farmhouse Inn is tucked away on a peaceful vineyard. Rooms are in the estate’s historic 1880s homestead, and guests get to experience life on the vineyard—and taste the final product in the winery’s tasting rooms. There is also a lovely front porch and gazebo for kicking back with a glass of wine. A cozy wood-burning stove in the reception area is an ideal spot on a chilly day. Breakfast here is a slow and civilized affair, starting with hot coffee and finishing with a full farmhouse hot breakfast from chef David Page, made from farm-fresh ingredients. This is the pastoral North Fork at its best, designed for lazy afternoons, sleeping in, and one too many glasses of wine.

Set on the northern shore of Lake Union—a body of water the size of Monaco—this rustic-chic, nautical-themed restaurant offers dazzling views of the Space Needle and downtown skyline. Its menu blends Mediterranean flavors with local bounty: Expect highlights like grilled octopus with taramasalata, charred carrots with cocoa, and a salmon gravlax tartine with za’atar, green apple, and cauliflower labneh. Finish with a rhubarb-pistachio cheesecake or a cheese from Vashon Island’s Kurtwood Farms. For extra Northwest credit, arrive in a kayak or on a stand-up paddleboard, or rent a ride from the Center for Wooden Boats (cwb.org)—then moor near the waterside fire pit!

The Old Man and the Sea in Savaneta is an ideal place for a romantic island dining experience, amid the ‘clicking palms,’ overlooking the water. Feel the sand beneath your feet, and listen to the waves gently lapping the shoreline as you enjoy a sunset supper in an intimate setting.