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Though it lacks a beach, this family-owned and professional diver–managed resort on the rocky coast just south of George Town has direct ladder access into the Caribbean. Grand Cayman’s two famous underwater sites, Eden’s Rock and Devil’s Grotto, are just a short swim away, and boat trips offer the option of two daily dives (including night dives). Images by some of the world’s most respected underwater photographers decorate many of the tiled and comfortable smoke-free rooms, some of which have kitchens and private balconies or terraces. The vibe is laid-back; post dive, guests sit by the pool or swap stories at the palapa bar, which has the island’s best sunset vista. Managers Anne Briggs and Lisa Evans, the granddaughters of Sunset House’s founders, make sure everything runs smoothly and ensure visitors explore the best of Grand Cayman both on shore and underwater.

Located just outside of Santa Cruz in the heart of the Colchagua Valley, Clos Apalta Residence (formerly Lapostolle Residence) is known for its premium Chilean wine. In 2005, the Marnier family opened the stunning property on a steep hillside in the micro region of Apalta. In addition to a state-of-the-art, gravity-fed winery, they built four villas, giving wine lovers a unique place to stay. Today, Clos Apalta functions as a Relais & Chateaux luxury hotel, complete with beautiful views of the valley and its surrounding mountains. Guests can relax on their private terrace, in the lodge, or by the infinity pool, sipping house wines while enjoying the vistas. They also have exclusive access to the dining room, where chefs use produce from the hotel’s own organic garden, and tours of the owners’ wine cellar during visits to the winery.

Spend the night nestled under the Golden Gate Bridge in the most dignified of accommodations: the former living quarters of high-ranking officers in the U.S. Army. Cavallo Point is the result of the luxurious reimagining of a cluster of military lodges located within the Golden Gate National Recreation Area, just over the bridge in Marin County. Today, the 142-room hotel serves as a retreat for in-the-know travelers and locals looking for an easy, elevated escape from everyday city life. Original brick fireplaces and beamed ceilings mingle with modern finishes and furnishings, such as butter-soft leather sofas and whitewashed Adirondack chairs. The expansive grounds are meant to be explored on foot or bicycle. The Wellness Weekend package includes all meals, prepared with an emphasis on health at Murray Circle restaurant, morning yoga classes, guided hikes, a spa treatment, nightly wine receptions, and plenty of free moments to soak in the serene meditation pool—the very best kind of boot camp.

More rough-and-tumble and far less touristy than the Tuileries and Luxembourg gardens, the Parc des Buttes-Chaumont is a green space that’s worth a visit—especially given the recent resurgence of its surrounding district, the formerly working-class neighborhood of Belleville. You’ll find a nice mix of mostly Parisians walking, eating, canoodling, and sipping cocktails at the park’s not-too-overpriced Rosa Bonheur bar. In short, there’s plenty to keep you entertained if you just want to sit back and people-watch. From the elevation of this former quarry (much of the stone used to build Paris was extracted here), you can get a nice view of the city, especially if you make the trek to the Victorian-era folly that sits at the park’s highest point.

Though there are plenty of surf shops to be found around Laguna and Dana Point, none is more important to the community than Hobie. Way back in 1950, Hobie Alter started shaping surfboards in his family’s Laguna Beach summer home. In 1954, he opened Southern California’s first surf shop in Dana Point, where his brand became synonymous with innovation and craftsmanship. Some 70 years later, his surfboards remain a favorite of top athletes like Phil Edwards, Joey Cabell, and Corky Carroll and continue to inspire surfers all over the world. Stop into the shop, which now stands just two blocks from the original location, to pick up a board of your own, plus apparel, accessories, and everything else you need for hanging ten.

Towering over the tin roofs of the historic Rocks district, the Shangri-La Hotel has helped set the standard for Sydney hospitality, not to mention harbor views. Alongside the Asian influences, personal attention, and secret scent (it’s not just the cascading floral arrangements) that Shangri-La is known for, the Sydney hotel also incorporates earthen Aussie tones and a host of foodie surprises—ranging from an award-winning deconstructed carrot cake to a 36th-floor restaurant with 360-degree, floor-to-ceiling vistas. In 2014, all the premium suites and the Horizon Club Lounge were spruced up with pops of turquoise to complement the color palette of cream, gold, and dark wood. Behind the scenes, the Shangri-La has worked hard to become more sustainable and socially conscious; initiatives include adding energy-efficient and water-saving fixtures, producing much of its food in-house, and donating money to local charities such as OzHarvest.

For panoramic views of the entire city—for the price of a subway ride—take the Roosevelt Island Tram. As the suspended car runs parallel to the bridge, spanning the gap between Manhattan and Roosevelt Island, you’ll have unparalleled vistas of the New York syline and the East River below. There are few experiences as memorable or accessible, so be sure to ride the tram there and back—it’s particularly dramatic in the morning and evening.

A lively restaurant, Smolt blends Spanish and Italian traditions with high-quality Tasmanian ingredients—salmon ceviche with piquillo peppers, anyone? Stop by for lunch, pizza or small plates in the afternoon, and pair your food with house-made beer or wine. Then, explore the museums and other attractions in this vibrant part of town.

No visit to Antigua is complete without taking in the sunset atop Shirley Heights Lookout at its weekly Sunday sundowner party. The view from Shirley Heights is without a doubt the most famous, most photographed, most celebrated vista gracing Antigua. Immediately below, English and Falmouth Harbours clutch their bays. On clear days you can see Guadeloupe to the south and Montserrat with it’s still active volcano to the south west. It does get busy, so expect a crowd and while there might be a couple locals sprinkled in here and there, it’s mostly visitors. Around 7ish, the tunes crank up with either some reggae classics, some pumping soca, or even live a steelpan band. Smoke from a collection of barbecues compete with the music to fill the air and stimulate your senses. Expect chicken and ribs slathered in local flavors, plus burgers for the less adventurous. I did have some trouble getting grilled fish on my last visit, but once I found some, it was charred to perfection.

Why we love it: A high-design hotel that merges Old World Lisbon with the modern traveler’s needs

The Highlights:

• Suites that feel more like elegant apartments than hotel rooms
• Natural light and intricately restored ceiling art in event spaces
• Exceptional spa facilities and products

The Review

The second property from Spanish hotel chain H10 offers an oasis amid Lisbon’s city center. Set on a cobblestone street just off Avenida da Liberdade, the restored One Palacio da Anunciada is in a 16th-century palace a short walk from restaurants, cafés, and Bairro Alto nightlife, yet it avoids the clamor that normally comes with such a convenient location.

When revamping the hotel interior during construction, designers and architects preserved as much of the original structure as possible while adding sleek modern touches. Case in point: Upon entering the lobby, guests will see a magnificent marble staircase ahead and an understated library with wireframe bookshelves to the right. Event spaces such as the board room feature intricate crown moldings and ceiling art reminiscent of the classical period, plus large windows that flood the rooms with natural light.

Large windows fill nearly every space with natural light, from the marble-filled lobby to the spa’s indoor pool to the 83 guest rooms. Suites feel more like elegant apartments than hotel rooms. Custom hand-painted ceramics decorate the walls, while gentle lighting and soft edges abound in the bedrooms. On the perimeter of the hotel’s idyllic courtyard and gardens are the exceptional spa and O Jardim Wine Bar, a spot for Portuguese wine and tapas.

What do amenities mean in the age of the millennial traveler? At the stylish yet understated Alda Hotel, guests receive a complimentary Android phone that’s preloaded with apps to help you explore the city, from the hottest new restaurants to the best shops for Icelandic wool. If your beard needs a trim, a barbershop is connected to the hotel by way of the Barber Bar, so clients can settle into the chair, craft cocktail in-hand. Rooms are sleek and spare, in Nordic hues of gray and white with an occasional splash of color; all bathrooms have contemporary walk-in showers, while upgraded rooms also feature large soaking tubs. Rooms on the third floor enjoy views to the mountains and North Atlantic, while those on the fourth floor have access to a rooftop terrace with city, mountains, and ocean vistas. The Alda is just a few minutes’ walk to downtown (including the pickup spot for most tours) and to the seafront; at the end of the day, the outdoor hot tub is a perfect way to relax and inhale the clean Icelandic air.

This modern 11-story hotel, built on the end of the beachside Larvotto strip, is a chic but unpretentious family-friendly resort that attracts travelers for its prime location and the amicable Mediterranean-style village atmosphere. Guests come for the three restaurants, spa, and two pools (one with an artificial sand-bottom lagoon), plus the Bay Casino, jammed with the latest high-tech slot machines. If guests want to relax, chances are they head to the lounge chairs surrounded by the botanical gardens or head down the road to the Monte-Carlo Beach for water sports. The comfortable, sleek, contemporary-style rooms have dark or blond wood furnishings, duvet-covered beds, plasma-screens TVs, and spacious white bathrooms. Another highlight is the sea-view terraces, with a dreamy vista of the illuminated pool, gardens, and the Sporting d’Eté complex. The highly affordable off-season prices are a deal, considering the Principality’s mild climate is reliably sunny, even during the winter.

Unlike many of the cookie-cutter Vietnamese restaurants in Hanoi, there’s a good reason why many tour groups are brought here for their lunch. There are a la carte menus on offer, but most guests prefer to opt for the “popular” meal, which involves pointing at steaming vats containing things like Chinese braised pork and fat juicy ribs.

The Maria Islands—Maria Major and Maria Minor—off the southeastern coast are among the region’s most pristine environments. You can visit the protected wildlife reserve via a 20-minute boat ride from Pointe Sable. On Maria Major, a verdant trail leads you past a variety of unusual tropical flora and fauna, most notably the habitats of six rare native reptile species. Look for St. Lucia’s whiptail lizard and the racer, a nonvenomous grass snake that might appear from a rock crevice. Snorkeling off the beach is part of the experience, too, as the island’s waters are rich with coral reefs. The reserve, a birder’s paradise most of the year, is closed to the public in the summertime to accommodate the nesting season of migratory birds that flock here from Africa.

The second property in the Bulgari Hotels collection is an Italianate stunner perched on the cliffs of Uluwatu, a region at the southern tip of the Bukit peninsula. While the hotel’s vibe stays true to the brand’s roots, hand-hewn volcanic rock, Javanese mahogany, and exclusive fabrics banded and bordered by local artisans reflect the heritage of the archipelago. In fact, Asian-European duality is a prominent theme here: One restaurant focuses on Indonesian fare, while the other is a formal reflection of Italian culture. Watching over the resort at its highest point sits a temple, which employees use to perform daily rituals, as well as a traditional guardian—the Hindu elephant Ganesh. And at Bulgari’s base is a private stretch of sand accessible via an inclined elevator.