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From the dusty street, the Hotel El Convento in León, Nicaragua, beckons with its stately façade and red Spanish-tiled roof. Step inside and you instantly feel at home amidst ornate period furnishings that are surely a far cry from the building’s humble beginnings as the 1639 San Francisco Convent. The elegant Restaurante El Victoriano offers an indoor-outdoor retreat centered on the hotel’s manicured, tropical courtyard—an example of the colonial hacienda style found throughout León. The restaurant is a meeting place for people from all walks of life—aged former Sandinistas who now hold positions of leadership, locals splurging on a fine meal, or foreign students from one of the city’s many Spanish language schools seeking tranquility and an excellent cup of coffee.

I don’t know whether it was the early morning fog, the rolling hills surrounding the vineyard, or the grapes themselves that made me do a double-take: Was I really in Chile’s Colchagua Valley, or was I back in California’s Sonoma Valley? With its intoxicating location and old world charm, Casa Silva (the colonial-style inn that sits in the midst of the family vineyard) has the best of both. It’s a place to relax, tour the surrounding vineyards, and – naturally -- drink their own varietals (especially the Sauvignon Gris, Sauvignon Blanc, and Petit Verdot). With only seven rooms, Casa Silva sits somewhere between a B&B and a guest house, with shabby chic rooms that are a throwback to Chile’s colonial era. We snagged room no. 4, with high ceilings and a comfy four-poster bed as well as an oversized bathroom. While the inn itself is special, the restaurant is worth a visit on its own. It has a clubhouse feel, overlooking the family polo field, but with unique and breathtaking views of the Andes. Hotel guests can take a leisurely 20-minute walk through the vineyard to the restaurant, which features Chilean specialties like conger eel, queso fresco, and tuna ceviche in one of the most dramatic settings I’ve ever enjoyed. (And don’t pass up the mote con huesillos, aka “wheat berry peach dessert.”) Finally, not to be missed: the tour of Vina Casa Silva, which houses one of Chile’s most up-to-date wine facilities and the family’s collection of perfectly restored antique cars.

Key West’s most famous literary resident, Ernest Hemingway, lived in this two-story Spanish-colonial villa for nearly a decade and composed several of his best-known works here. His second wife, Pauline, insisted they add a pool to the spacious grounds—the first inground pool in Key West. The cost ballooned to around $20,000, a fortune in the 1930s, and was said to have contributed to the breakup of their marriage. It’s just one of the fascinating stories guides will share on the half-hour tour of the home and gardens (included in the price of admission). And yes, you’re guaranteed to see plenty of six-toed cats, descendants of Hemingway’s original six-toed cat, Snow White.

A trailblazer of the boutique hotel scene, Hotel ZaZa has become a Texas-grown mini-chain over the last decade, with two properties in Houston and one in Austin. But this Uptown outpost remains a true original. The Mediterranean-inspired main building houses the bulk of the 168 accommodations, which include well-sized rooms with generous seating areas, plush king beds and, in some, private balconies. The real ZaZa flair, however, is reflected in the higher categories: 19 Concept Suites are done up in styles like “Bohemia,” “West Indies,” “Opium,” and “Shag-a-Delic;” upgrade further to a super-sized Magnificent Seven Suite (in themes like “Leonardo,” “Crouching Tiger,” and “Rock Star”), or one of the 12 one- and two-bedroom Bungalows, which are set in a 1930s-era former home away from the main hotel and feature individual touches like a vintage 1960s VW Bug tailgate, a 1940s TV fitted into a wooden cabinet, and furniture and artwork handpicked from around Texas. Guests of all rooms have access to free champagne and snacks in the lobby, the ZaSpa wellness retreat and gym, the lively Dragonfly restaurant, and the cabana-ringed pool, which turns into a party scene with DJs spinning after 10 p.m. Another ZaZa signature is the “Magic Carpet Ride,” the hotel’s version of a complimentary house car, which ferries you within five miles of the property in a decommissioned highway patrol car or a Cadillac hearse.

Secreted away on Giudecca Island is the glamorous, lagoon-facing Belmond Hotel Cipriani, originally opened in 1958 by Giuseppe Cipriani, founder of the infamous Harry’s Bar and the creator of that ubiquitous brunch cocktail, the Bellini. The peach-hued 15^th-century palazzo is styled with Murano glass chandeliers and Fortuny and Rubelli fabrics and has a Michelin-starred chef in house and several knockout restaurants all set on manicured grounds. The hotel is kept safe from the prying eyes of paparazzi behind a castlelike wall. No wonder it’s the luxury hideout of choice for celebrities (Mick Jagger is a fan) and the jet set.

If guests do feel like venturing out, the hotel offers one-of-a-kind outings with expert local guides such as a nighttime photography stroll, a visit to area wineries and farms via boat, and a kayak paddle on the lagoon.

The Park Hyatt Paris-Vendôme opened in 2002 at the heyday of Asian minimalism, with American architect Ed Tuttle employing dark woods, taupe silks, and clean-lined furniture to transform the grand, 19th-century former headquarters of the Paquin fashion house into one of the city’s most luxurious business hotels. It’s accented with modern French touches such as bespoke sculpted bronze door and cabinet fittings, underfloor heating, French limestone soaking tubs, and rain showers with Blaise Mautin toiletries. Amid other services, airport pick-ups in a Bentley Continental or Rolls Royce Phantom helped win over tourism officials who granted the hotel its current palace status, a grade above a mere five-star rating. Still steadily occupied, but often as hushed as a bank vault, the Park Hyatt Paris-Vendôme is a calm, elegant counterpoint to the nearby Palais Garnier Opera House and blingy Place Vendôme, epicenter of the city’s jewelry district. It’s been a home away from home for many celebrities and it’s a haven for regular business travelers of all industries.

The Palais Garnier, the national opera house of Paris, is a magnificent building dripping in ornate details and glittering with gold. The five-ton chandelier, made famous in The Phantom of the Opera, still takes center stage in the auditorium. It is surrounded by a swirling, colorful ceiling painting by Marc Chagall. The decoration goes beyond the auditorium: The grand foyer rivals the Hall of Mirrors at Versailles, and the grand staircase is an entryway fit for royalty. You don’t need to buy a ticket to the opera to see the space: Tours are given daily in a variety of languages.

This 101-year-old building in the Financial District spent its first 59 years as the Federal Reserve Bank of Boston. In 2003, the Hong Kong–based Langham Hospitality Group reopened the landmark building as a well-appointed hotel. The building still has its original brass Federal Reserve seal embedded in the marble floor of the hotel’s Italian restaurant, Grana. In the lobby, the banker’s box drawers line one of the walls, while the custom-designed carpets are inspired by the leaf motif found on dollar bills.

The 312 guest rooms, renovated in 2021, have a modern residential feel, with a blue and tan color scheme meant to evoke the shores of New England. Sprawling marble bathrooms have rain showers, while a wooden armoire hides a well-stocked mini bar. On the first floor of the hotel, visit the Fed, a moodily lit 1920s-style cocktail bar with a vault of rare spirits from around the world.

Built into a mountainside with uninterrupted views of Zermatt and the Matterhorn, The Omnia is a contemporary take on a mountain lodge, envisioned by the late modernist architect Ali Tayar. From below, the glass, metal, and larchwood exterior—and, most strikingly, the slanted roofline—seem to echo the great mountain itself. Entering the hotel is similarly dramatic; from the street, guests walk through a softly lit tunnel to glass elevators, which lift them out of the rock toward the hotel lobby, with dizzying views of the village below. Inside the 30-room property (12 of which are suites), Tayar employed soft, neutral colors to harmonize with the surroundings and create a sense of understated luxury. No two rooms have the same layout, yet all but one have balconies with views. A freestanding fireplace separates the granite-and-leather-accented lobby from a small library stacked with oversize art and design books, while two outdoor terraces are perfect for sipping coffee with views of the Matterhorn. The spa features an outdoor whirlpool, Turkish bath, and steam room as well as an enclosed heated pool that opens to the outdoors through a glass wall on one end.

The Park Hyatt Istanbul Macka Palas shines at highlighting Istanbul’s local culture. Whether guests want to discover the best of Istanbul’s boutiques with a personal shopper, indulge in some male grooming at a traditional Turkish barber, or visit a local fortune-teller for a fun coffee-cup reading, the hotel can make it happen.

Located in the exclusive Nişantaşı neighborhood, rooms have Art Deco styling with French balconies, lashings of warm wood, and neutral tones. Deep bathtubs, Dornbracht showers, and bath products by French perfumer Blaise Mautin add an indulgent feel, while separate workspaces with ergonomically designed desks are a thoughtful addition for business travelers. The hotel’s unique Spa Rooms bring the Turkish bath experience in-room with oversized bathrooms featuring opulent traditional hammam fixtures and steam rooms.

This hotel has changed ownership and is now the Ambassador Chicago.

In 2011, hotelier Ian Schrager reopened the iconic but faded Ambassador East Hotel as the Public, instantly infusing Chicago‘s Gold Coast with some flash. Its Pump Room restaurant was the city’s first posh, post-Prohibition, celebrity hangout (everyone from Fred Astaire to John Belushi has come). Keeping its name but little of the old decor, the revitalized Pump Room has a 24-foot bar with a 12-karat white gold–leaf ceiling and a changing menu by Jean-Georges Vongerichten. The high-ceilinged, columned lobby feels both grand and intimate, and it’s now divided into a lounge with a computer-equipped workstation and an elegant library/coffee bar with deep couches and original art, including photos by Hendrik Kersten. Residential high-rises along Lake Shore Drive obscure views of Lake Michigan from the hotel, but drop-dead gorgeous rooms elegantly infuse the pre-WWII architecture with white stuffed couches, bronze textiles, and white sheepskin throws for an effect of lush minimalism befitting one of the city’s oldest and toniest neighborhoods.

As proof that Dallasites aren’t all about the carnivore life, this downtown market has been peddling farm-fresh veggies, dairy, and more since 1941. What started as a small horse-and-wagon wholesale market is now a 26,000-square-foot hall lined with farm stands, artisan food vendors, and specialty purveyors, plus food hall–style stalls and four permanent restaurants. From fresh baked goods to gourmet cheeses, globally sourced spices to locally grown produce, and seafood to spirits, you’ll find everything you need to stock your pantry or picnic basket. After shopping, grab some coffee or lunch to enjoy at the indoor or outdoor seating areas—the latter facing views of the downtown skyline.

“Alon and I are regulars for Friday breakfast. We love their take on the Arab dish shakshuka. In the original, eggs are poached in a sauce of tomatoes and red peppers, but here they use green peppers instead of red, and they add goat cheese.” —Architect Irene Kronenberg

This elegant bar at the Andaz Maui overlooks tiers of pools, waterfalls, and tropical foliage, all cascading down to the Wailea coast. Hotel guests and visitors alike come here to lounge under umbrellas by day and around a fire pit by night, sipping on cocktails like the Upcountry Buck (white rum, ginger, and pineapple) and the Lahaina Town Fizz (blanco tequila, strawberry, and elderflower). For something unique, try the Silversword, a cocktail designed by legendary Hawaiian mixologist Julie Reiner that features mezcal, sweet vermouth, pineapple, and chocolate bitters. Pair it with snacks like chilled shrimp summer rolls and Thai lettuce wraps, then finish with a ginger ice cream sandwich made in-house.

Sister restaurant to local favorite Serpico’s in Upcountry, this sweet, welcoming spot serves New Jersey–style pizza in an old plantation-style house in West Maui. Tourists dine here, sure, but Prison Street isn’t overrun with overpriced rum cocktails or macadamia-crusted everything. Instead, the pizzeria keeps things simple with subtle nautical decor—a nod to Lahaina’s past as a whaling port—and thin-crust pies in variations like barbecue chicken, Philly cheesesteak, and the Windmills, a curiously named mix of Italian ingredients like pesto, mozzarella, and roasted red peppers. Also available are subs, salads, and calzones, all of which can be delivered if you need a break from dining out one night.