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In 2011, one of Chicago’s most popular restaurants, Longman & Eagle, expanded into an inn with the creation of six rooms. The owners, two of whom run the music venue Empty Bottle, built and outfitted the whole place. Each of the rooms is different, but all are stylishly simple and feature details such as wood floors, exposed brick, original art work and site-specific installations by local artists, cassette players with mix tapes, well-curated minibars, and Aesop toiletries. For the noise averse, the hotel reminds potential guests that the rooms are located above “an occasionally raucous, whisky-fueled tavern.”

When the crush of 14 million people (and what seems like an infinite number of rude taxi drivers) gets to you, Istanbul has a cure for what ails you: a peaceful ferry ride across the Bosphorus and a seat in the leafy garden at Viktor Levi wine house. The son of a fisherman, Viktor Levi started bringing back his favorite wines from the Aegean Islands more than a century ago, and his namesake restaurant, tucked into a side street in Moda in Kadiköy, now has more than a dozen house varietals, most under 100 lira. A meal by the fountain or inside the restored town house might inspire your own trip to Bozcaada, or just a return trip on the ferry.

Comprised of just 10 suites with distinctly different designs, Palácio Belmonte feels more like a dream vacation home than a hotel. The vibe is spot on, given the backstory: A Frenchman traveled to Lisbon looking for a vacation home in the Portuguese capital. He first saw the building from a taxi and thought to himself, “It has nine windows, just like my home in France. I’ll buy it.” It wasn’t until after purchasing the property that he actually set foot inside and saw just how enormous it was—far too large for him and his family. Thus, he set about remodeling the building (which was originally owned by a noble family in the 1400s) with the notion of converting it into a space for visitors.

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.

In San Pedro, a town on Belize‘s northern island of Ambergris Caye, the Mestizo traditions are strong. The Mestizo people are descendants of the Maya and the Spanish, and when those two cultures mixed, a new one was born. You’ll find many Mestizo people in San Pedro, but you’ll hardly find a better Mestizo restaurant than El Fogon, a spot owned by a local woman known as Miss Suzanna and run by her daughter. All of the food is cooked in a traditional outdoor oven (fogon means “kitchen hearth”), and everything is delicious. Try the salbutes, a tacolike dish made with fried tortillas, with a texture that’s somehow both soft and crunchy, or the pig tail with split peas. And the coconut rice is to die for.

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.

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.

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

Sure, it’s a bit rustic and the pebbled beach is small, but this beach club has reached legendary status with Amalfi Coast travelers for its charm. And its food. Everything served is fresh and local, and made in a tiny kitchen built into the rocks at a precipitous height. One suggesion for a long and leisurely lunch: Start with grilled mozzarella served on lemon leaves before moving on to the zuppe de cozze, a giant bowl of mussels drenched in a garlicky, tomatoey stew. If friggitelli (sweet Italian chili peppers) are on the menu, by all means order them. A pitcher of cold white wine with peaches is also recommended. Call ahead to reserve a chair on the beach and a table for lunch, and at the ferry jetty in Positano, your ride to the beach club is the boat with the red fish on its mast.