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The Castelo de São Jorge, is one of the Alfama neighborhood’s most historically significant monuments. Plan a visit late in the afternoon so that you can explore every nook and cranny and learn about the castle’s abundant history. Stay for golden hour so that you can capture the light as it dances on the castle walls, and later to watch the sunset dip below the horizon.

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.

Mandarin Oriental’s first Caribbean resort has all the amenities you’d expect from the luxury brand—with the price tag to match. Nestled within lush greenery overlooking the white sands of Godahl Beach, the 26 suites and villas, which sit on the grounds of a 1,200-acre estate on the island of Canouan, are elegantly appointed with modern furnishings, marble baths, and rosy accents befitting the hotel’s name. Here, though, it’s all about the public spaces, including a Jim Fazio–designed golf course overlooking sparkling blue waters, a hilltop spa specializing in island-themed treatments, and four elegant restaurants serving every kind of cuisine, from pan-Asian to Italian. At Turtles, a cocktail lounge straight out of the Hamptons, opt for the Pepper Bliss, made with rum, bell pepper syrup, and pineapple juice.

Founded in 1984, this is the oldest cigar factory operating in the Florida Keys, and it uses traditional Cuban methods to cure and roll its stogies. You can choose from a large selection of cigars and also watch a skilled torcedor (cigar roller) in action.

Visitors can browse an extensive selection of cigars—ranging from mellow to full-bodied blends—many of which are rolled on-site using premium tobacco sourced from Central America and the Caribbean. One of the highlights of a visit is watching a master torcedor (cigar roller) at work, offering a rare glimpse into the artistry behind every hand-rolled cigar. Whether you’re a seasoned aficionado or a curious first-timer, the factory’s welcoming staff are happy to guide you through the selection process and share insights into the island’s rich cigar-making heritage.

At 300 meters, Mount Lycabettus is the highest peak in Athens. Every half an hour a funicular whizzes up to the summit. Among other attractions, there’s a restaurant with sky-high prices and views to match. On a clear day, you can see the island of Aegina shimmering on the horizon. The tiny chapel of St. George is a magical place to watch the sunrise (especially on Sundays, when the church service starts at 7:30 a.m.) or sunset.

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.

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.

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.

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.

You know a carousel must be quite special if it is the first to make the National Register of Historic Places. Jane’s Carousel, located in Brooklyn Bridge Park in the DUMBO section of Brooklyn, is truly unique. The fully-restored antique carousel from 1922 with 48 beautifully carved and painted wooden horses and 1,200 lights sits on the edge of the East River, nestled between the Brooklyn and the Williamsburg Bridges. In addition, the Carousel is housed in a modern glass pavilion designed by Pritzker Prize-winning French architect Jean Nouvel. The carousel originated in Ohio. In 1984, it was purchased and brought to Brooklyn for two decades of careful restoration before the pavillion opened to the public in 2011. The carousel is the perfect resting spot after walking over the Brooklyn Bridge from Manhattan. Release your inner child with a ride on the carousel ($2/ticket) and marvel in the breathtaking 180-degree views of Manhattan. Afterwards, hit Grimaldi’s Pizzeria up the block or the Brooklyn Ice Cream Factory, located in a nearby landmark fireboat house. And on weekends in the warm months, visit Smorgasburg, a Brooklyn Flea Food Market with 100 vendors. www.janescarousel.com