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Historic Santo Domingo offers a unique look at how the New World was settled in the years following Christopher Columbus’s arrival in the Caribbean on his first voyage in 1492, as well as subsequent expeditions. The Colonial Zone sits along the Ozama River, where the settlement’s original layout, walls, forts and other buildings remain much as they were 500 years ago. With its wealth of colonial architecture, the area has not surprisingly been recognized by UNESCO as a World Heritage Site. Among the historic buildings is the first cathedral built in the Americas, the Basilica Cathedral of Santa María la Menor (also known as the Catedral Primada de América, recognizing its historic significance). The ornate church once housed the remains of Christopher Columbus until they were moved to the Columbus Lighthouse, in the eastern part of the city.

Among all the odd-shaped mountains that adorn the Rio horizon, Sugarloaf (Pão de Açúcar in Portuguese) stands apart for its majesty and fortuitous placement. Sugarloaf is part of a single landmark along with sister peak Urca, to which it connects via a now-century-old cable car locals call the bondinho. When you reach the top of the rounded outcropping, 1,300 feet up, it’s hard to decide what to look at: You’ve got 360 degrees of Rio from on high. The recommended (and most sought-after) visiting hour is sunset. Yet there’s no hurry to descend before night falls. Seeing the lights come up in the cidade maravilhosa is well worth a tarry.

Like the New York speakeasy Please Don’t Tell, the hidden Shanghai bar Keep it Quiet also has a request of drinkers in its name. In the corner of the garden at lauded Shanghainese restaurant Yongfoo Elite is a mid-size space decked out in heavy antique furnishings. Though the decor is on the dark side, a skylight and glass wall overlooking the garden let in enough light. Speakeasies can err on the side of pretentious, but Keep it Quiet doesn’t. You won’t see drinks here that require the concentrated labor of a mixologist nor the use of garnishes better suited to cocktail hour. The Rum Old Fashioned, for example, is simply rum (Bacardi and Ron Zacapa), bitters, a bit of sugar, and a squeeze of citrus.

There isn’t a houseware buyer in the world who doesn’t whisper of the treasures that can be unearthed in this Aladdin’s cave of a store spread over several floors and houses in Dar el Bacha. Alas, these days Mustapha Blaoui is probably Marrakech’s worst-kept secret, but it’s no less magical for that. Whether your preference is for a fuchsia-colored juju hat (all the rage for giving a pop of color to a boring old wall), bone-handled cutlery, a silver teapot and engraved glasses, a chrome-plated art deco mirror, giant beaded heads from the Cameroon, or Syrian furniture inlaid with mother-of-pearl, chances are Mustapha has it. Even if it doesn’t, you can easily lose yourself in this labyrinth of rooms for several hours, swept up in the magic of the Orient.

Dating back to the 1780s and restored in the late 20th century at the behest of Prince Charles, the historical town of Al Bastakiya is a lovely historic exception to the modern glass and steel towers that dominate Dubai’s skyline. Originally named after Bastak, the Iranian city from which Persians migrated to Dubai, it has recently been renamed the Al Fahidi Cultural and Historical District. Clean, sandy beiges characterize the wind-tower architecture that houses several galleries, cafés, and museums. Tourists, locals, and many artists keep the old town hip and upbeat, while the wind towers mean the area is a couple of degrees cooler than the rest of the city. For history, architecture, and art lovers, a daytime visit to this district is a must.

The Grand Hotel de Londres (also known as Buyuk Londra) has been open for more than 100 years, and while its interior is immaculately kept, there’s something about it that is charmingly stuck in the past. You can imagine Ernest Hemingway at the bar in 1922, reviewing notes for his story in the Toronto Daily Star. Wander through the lobby with its antique furniture, past the requisite portrait of Atatürk, to the tiny elevator that will take you up to the rooftop. The bar there is scenic without being a scene: no seasonal cocktails or artisanal ice cubes here, just a simple but serviceable menu and gorgeous views of the Golden Horn and the Old City. If you can, try to arrive before sunset to hear the call to prayer echo throughout the streets, then descend the grand staircase back into the noisy nightlife of Pera.

It’s the wine. It’s not just the small houses with baroque detailing, or the cobblestoned streets with old trams that wind their way up the Vienna Woods foothills, that make Grinzing the most popular of all of the former villages that have been absorbed into present-day Vienna. The city has by some counts more urban vineyards than anywhere else in the world, and Grinzing’s famous Heurige (wine taverns) draw big crowds. The proprietors of Zum Martin Sepp, across from the parish church, welcome visitors to their cozy courtyard and tavern rooms. Guests enjoy Austrian specialties such as the Kaiserschmarrn pancake dessert and drink house grüner veltliner and other wines, while swaying to musicians wielding the signature folk accordion and playing old Viennese drinking songs.

You’d be hard-pressed to find a better view of Hamilton Harbour than the one at Newstead Belmont Hills, where the 60 one-, two-, and three-bedroom suites satisfy the Airbnb set with in-room kitchens, Jacuzzi tubs, and sleeper sofas. Though there’s no on-site beach, the resort’s shuttle can transport you to the nearest shoreline (about 10 minutes away), and a private water taxi is on hand to ferry guests to the restaurants and shops of Hamilton. Care to stay put? One visitor per room is gifted a complimentary round of golf on the property’s championship 18-hole course with your stay, the harbor-front infinity pool and club becomes one of Bermuda’s top happy-hour scenes come sunset, and Beau Rivage, the island’s only French restaurant, is renowned for its Gallic specialties such as Provençal shrimp risotto and foie gras–stuffed beef Wellington.

Built into rocky cliffs that tumble down to the sea, Hotel Santa Caterina is the embodiment of Amalfi Coast dreams. Bougainvillea blooms adorn corners of the 19th-century mansion, while lush terraced gardens teem with citrus trees and vine-covered pergolas. Public spaces are decorated in an elegant Mediterranean style, peppered with antique pieces and sweet details such as hand-painted majolica tiles, while light-filled guest rooms and suites feature Bulgari toiletries and balconies with sea views. Elevators are on hand to whisk guests down to the beach and a saltwater pool, where chic loungers and parasols line a stone sundeck and uninterrupted vistas lurk around every corner. You’ll find classic Italian fare and fresh seafood on the menu at the beachside bar as well as two restaurants, both of which spill out onto terraces. Even the spa offers a dose of local flavor with a signature Amalfi gold lemon massage. The Gambardella family has owned the property for generations, which may account for the consistently charming service and the loyalty of guests, who return year after year.

The Inn and Spa at Loretto, one of Santa Fe’s iconic boutique luxury hotels, could easily be mistaken for the ancient Taos Pueblo. The hotel’s angular architecture, soothing desert hues, and romantic lighting draw heavily on the original pueblo. Rooms are outfitted with both traditional touches (handcrafted furniture, Anasazi pottery and artwork, kiva fireplaces, colorful textiles) and modern luxuries (slate-floored bathrooms, iPod docks, flat-screen TVs, private balconies). The restaurant and spa are among the best in the state, and the atmospheric lounge one of the coolest spots in town to sip cocktails and catch live music. And, as if it needed another dose of history, the landmark Loretto Chapel sits on the grounds, guaranteeing both excellent views and easy sightseeing access. Now, if only more pueblos were like this.

When the Waldorf Astoria opened its Amsterdam outpost in 2014, the iconic brand took six 17th- and 18th-century canal houses—two of which used to be official residences for the mayor, and at least three of which have architectural details by iconic artists—and transformed them into a distinctively Dutch version of world-class luxury. Located in the heart of the historic city, on the picturesque Herengracht canal, the color palette that runs throughout the four eateries (one of which received two Michelin stars within seven months of opening) and the 93 refined rooms were lifted straight from Vermeer’s famous Girl With the Pearl Earring painting. Soothing shades of lapis lazuli and ochre harmoniously complement the views through the large, white-framed windows, whether of the canal or the lush interior garden. The Waldorf also brought the brand’s signature superlative service and decadent spa, guaranteeing that the Amsterdam iteration would be just as beloved by the international elite as the original New York hotel.

Affectionately nicknamed by locals as the “Castle in the City” for its copper-green, fairytale-like roof, the Fairmont Hotel Vancouver was once a Canadian Pacific Railway hotel—a fact that’s intertwined with the history of the city (and the railroad) itself. Guests can learn some of that story via displays in the vast lobby, where they sit alongside designer outlets like Gucci and Louis Vuitton. The lobby—as well as the Notch8 restaurant and bar, function spaces, Heritage Suites, and 507 guest rooms—recently emerged from a $55 million renovation done in advance of the hotel’s 80th anniversary. A revamp of the Fairmont Gold “hotel within a hotel” concept and lounge will launch in 2019.

The decor in the spacious rooms is sophisticated and classic, with dark woods, polished brass, and plush velvets accenting the crisp, white linens and muted palettes. Some suites even connect, making the Fairmont a solid choice for family travel. Enjoy Canadian dishes, afternoon tea, and bar bites—plus more railway travel nostalgia—in Notch8 (which is named for a train’s top speed), then work it off in the indoor pool or the well-stocked gym, which features Technogym equipment and a Kinesis wall. The Absolute Spa offers signature services using West Coast ingredients.

Co-owned by French-Cambodians Nathalie Saphon-Ridel and Romyda Keth, the elegant Khmer Attitude was the first concept store in Siem Reap when it was opened way back in 2000 in Raffles Arcade. The women’s aim with Khmer Attitude (and Saphon-Ridel’s Galerie Cambodge in the same arcade) was to showcase quality Cambodian-made fashion, jewelry, accessories, silverware, silk, gifts, and objects that weren’t available anywhere else. The women work closely with Khmer designers, master craftsmen and artists to source and produce beautiful things that are luxurious in their materials used and excellent in their workmanship. Other than Romyda Keth’s Ambre, Eric Raisina, Garden of Desire, Jasmine, Theam’s House, and a handful of other boutiques, you won’t find exquisite things of this quality elsewhere in Siem Reap.

Mexico City’s fabulous Sundays-only flea market—in a down-at-the-heels neighborhood near the Centro Histórico that looks worse than it is—is a must-do for anyone who loves the nostalgic or the campy. No fewer than six block-long aisles host dozens of stalls featuring all manner of trash and treasure, including antique furniture and light fixtures; frilly housewares that get you back in touch with your inner grandmother; books and vinyl LPs (record players, too); artworks that might be worth a fortune; toys; dolls and action figures; and fantastic vintage beer and soft-drink trays that make great, practical CDMX souvenirs.

Set in a 12th-century palace that looks like the setting for a Wes Anderson film, Palazzo Avino is skirted in flower-filled gardens terraced across a cliffside in Ravello. Interiors are as opulent as the storybook architecture, filled with antiques and marble and featuring charming details such as stained-glass windows, Hermès textiles, and antique carpets. Picturesque is an understatement for the panoramas that extend from the sunbathing lawns that surround the pool area. Even the fitness facilities take advantage of the vistas: Cardio machines are set in cabanas in the gardens, making for arguably the world’s most scenic spinning sessions. Since you’re right in the center of town, guests can walk to several restaurants and bars or stay put at the hotel’s Michelin-starred Rossellinis, an alfresco lunch spot known for its lobster and champagne pairings; if you’re looking for something more spirited, opt for one of the 100 different martinis on the menu at the Lobster & Martini Bar.