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“Buongiorno, Signor Farley,” said Umberto, the head waiter at Hotel Missoni’s Cucina restaurant. By the beginning of the third day of my stay, the staff knew my name. And what I drank with breakfast. An espresso doppio was delivered to my table a minute later. “Prego,” the server said.

You’d think I was in Italy. In fact, I was 2,500 miles southeast of the country’s heel, in the capital of diminutive, oil-rich Kuwait. Opened in spring 2011, Hotel Missoni, owned by the eponymous fashion and home furnishings house, is one of many designer-conceived hotels that have popped up around the globe.

I have to confess: I have a complicated relationship with fashion. Maybe it’s related to my childhood. (Isn’t everything?) In the seventh grade, I wore a T-shirt to school that read, “My Son Is in the Navy.” My trend-conscious peers, who clearly had no sense of irony, laughed at me until the final bell rang. When I wore bowling shoes to high school, I was similarly mocked. How would I do in a hotel designed by a couturier?

I was picked up at the airport in Kuwait City in a Maserati (a complimentary perk for all Missoni guests). Not a bad start.

The property (like its sister hotel in Edinburgh, which opened in June 2009) is the brainchild of the Missoni family matriarch, Rosita. The hotel’s 169 rooms were designed to feel like her home. Compact Hans Wegner wishbone chairs and tuliplike Eero Saarinen–designed tables rest on hardwood floors, and everything—espresso cups, towels, even the swimming pool—displays the colorful striped patterns Missoni is known for. Generous helpings of turquoise, gold, and beige are splashed throughout the hotel to evoke the bayfront landscape outside, and every room looks out on the ever-expanding Kuwait City skyline. Like many things Italian, the hotel is simple and comfortable.

The Missoni team, which is fine-tuning its approach before opening hotels in larger markets, learns fast. There are no design hotel clichés here: no faucets with the function designed out of them, no overly formal staff. “Are those Camper shoes?” a waiter asked me one day at breakfast. I nodded. “Like bowling shoes,” he said. “Very cool.” Here, it seemed, fashion and I got along great.

965/2577-0000, from $414. This appeared in the September, 2012 issue.

After Toronto, Montréal is the Canadian city with the largest population of residents of Italian descent. For more than a century, the community has been centered in one of the city’s most charming neighborhoods, Little Italy. The way to the heart of this neighborhood is arguably through its stomach or, rather, the Jean-Talon Market, where residents have come to buy produce and stock their pantries since 1933. Even if you aren’t shopping for fresh vegetables or fruits, it’s a good place to come to sample Québecois products and buy gifts like local jams, jellies, and maple products to take back home.

Since opening in 2001, the Frist Art Museum has hosted an inspiring—and continuous—slate of exhibitions from both nearby and around the world in its Art Deco digs. Visit on a Thursday or Friday night to catch “Music at the Frist,” when a wide range of musicians perform live in the museum café. The shows are free to attend with the purchase of admission.

The summit of Monte Solarno, the highest point in Capri is almost 2,000 feet high! You can choose to climb it or opt for the considerably easier chairlift. Along the ride and at the top, you will enjoy an incredible 360-degree view over the island and sea. There is a small café for a cold drink. Make the short hike down to the sweet, tiny 15th-century Hermitage of Cetrella, a chapel where local sailors used to visit and pray for protection before setting out to sea.

A private-island resort six minutes by boat off the coast of Antigua, Jumby Bay is one of the Caribbean’s top luxury, all-inclusive stays, and one of its most environmentally aware. A $28 million renovation in 2010, which included the addition of 28 suites and a first-ever spa, gave it all the digital-age essentials: 42-inch flat-screen TVs, iPod docking stations, Bose sound systems, free Wi-Fi. Yet its underlying spirit of environmental responsibility, highlighted by its hawksbill sea turtle preservation program and its banishment of wheeled vehicles except for golf carts and bicycles (every room comes with two bikes), continues to reign. Rosewood manages the resort, but it belongs to an association of island homeowners, some offering their properties for rent. So if, say, a 1,346-square-foot beach-view pool suite isn’t big enough, it is possible to do as celebs such as Hillary Swank, Jim Carey, and Paul McCartney have done and plop down up to $20,000 per night for a private villa or estate home. Couples can be perfectly content here, but it is especially attractive to families, who appreciate programs like the Rose Buds kids’ club.

Yes, V. Sattui Winery, in St. Helena, makes great wines, but on bright and beautiful days, the secret attraction is its deli and marketplace, where visitors can purchase all sorts of items to furnish a picnic and set up to eat at any number of picnic tables out front. The 2.5-acre picnic area is open to the public, and tables are available on a first-come, first-served basis. As for the yummies, choose from a range of prepared sandwiches, salads, salumi, and 200 types of cheese, or piece together an antipasto with salami, cheese, olives, and fresh bread. On weekends, in summer, Italian chef Stefano Masanti takes up residence (his Michelin-starred restaurant in the Italian Alps is only open in winter) and turns out perfect wood-fired pizzas. Go early to avoid big crowds.

Famous since its 1998 opening as the place with the dancing fountains (further immortalized in the final scene of the 2001 film Ocean’s Eleven), the 3,933-room Italian-themed Bellagio is a Las Vegas icon. There is a fantasy feel about it, with its five courtyard pools, its indoor botanical garden and conservatory that change with the seasons, its lobby-dominating Dale Chihuly blown-glass flower sculpture, and its eight-acre lake, out of which rise the fountains. Yet following a 2015 upgrade, it also feels as modern as any hotel on the Strip. The Bellagio still does a few things the old-fashioned way: Along with the expected celebrity restaurants, there is a buffet (a long-cherished Las Vegas tradition) brought up to modern standards with an all-you-can-drink alcohol option. Throughout the hotel, service is tops, shopping is high-end, the Cirque du Soleil production O draws ’em in, and—another Las Vegas tradition—a casino with nearly the area of two football fields makes it all go ‘round, which is no doubt why everybody has to be out of the pools by 7 p.m.

In a city packed with new construction, this Art Deco landmark remains a fixture of the Huangpu River—just as it has for more than eight decades. A favorite of visiting celebs and dignitaries, the Fairmont Peace Hotel is divided into North and South buildings. Complete with a copper-sheathed roof, Italian marble floors, and Lalique glass artwork, the 1920s North building—known as Sassoon House for its British businessman owner Sir Victor Sassoon—was once home to the Cathay Hotel; guests included Charlie Chaplin, George Bernard Shaw, and Noël Coward, who completed Private Lives here. The 1850s Renaissance South Building, formerly the Palace Hotel and once the tallest structure on Nanjing Road, was occupied by the Japanese during World War II. The two buildings combined to become the Peace Hotel in 1965, operating continuously until closing in 2007 for an overhaul of the exterior, interiors, lobby, and guest rooms by Hirsch Bedner Associates.

Today, Art Deco influences and romantic flourishes are evident throughout the 270 rooms and suites, many of which boast Bund views. Fairmont Gold rooms come with private check-in and lounge access, while the each of the opulent Nine Nations Suites is named for a different country and features corresponding décor. The Dragon Phoenix and Cathay Room serve Shanghainese–Cantonese and European cuisine, respectively, and the legendary Jazz Bar takes you back to a 1920s-era private club. After a day spent exploring the city or shopping along nearby Nanjing Road, take refuge in the Willow Stream Spa, which has 11 treatment rooms and a skylight-lit pool.

Feast on fresh-caught fish and seafood and wash it down with Italian wine during a leisurely summer lunch at Alla Maddalena on Mazzorbo Island. A 45-minute ferry ride from Venice and far removed from the crowds, this charming, less touristy and altogether tiny island in the Venice lagoon is wonderful place to escape for an afternoon. And Alla Maddalena serves amazing fried fish as well as top-notch mussels and clams, all of which can be eaten al fresco either in the back garden or by the canal. The trattoria is also known for handmade pastas and seasonal ingredients from fruits to locally hunted game like wild duck. (Mazzorbo is a short walk across footbridge from Burano Island, so if you’re planning a trip to Burano, you can add a stop here for dinner.)

For nearly three centuries, workers serving the nobility at Castello Banfi in Tuscany lived in a small hamlet within the castle grounds. In 2007, however, the stone houses within their tiny village were completely renovated under the direction of Italian interior designer Federico Forquet, catapulting Castello Banfi into a new era of grandeur. Today, the property welcomes guests from November through March in two guest rooms and 12 suites, each with wood-beamed ceilings, countryside views, and bathrooms stocked with “vinotherapy” products made from the estate’s Sangiovese Brunello. A central garden with a pergola, a heated outdoor pool, secluded lounging spaces, and alfresco massage tents offer plenty of ways to take in the surrounding vineyards. If you’re feeling more active, take a cooking class with the chef (held a short drive away at the estate farmhouse), tour the Banfi winery, or venture out to nearby historic towns like Montalcino and Siena.

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.

The perfect souvenir for the food-loving traveler? Slim bars of chocolate wrapped in paper patterned with groovy midcentury designs. Or a pale blue box tied with a satin ribbon, holding a treasure of pralines, caramels, and squares of dark chocolate. Vestri is a family-run establishment that has been turning out delicious chocolate creations for more than 30 years. The clan owns its own cocoa plantation in the Dominican Republic, which ensures the quality and ethical sourcing of its products. The shop also sells modern confections like white chocolate with salt and sesame, as well as sweets based on ancient Florentine recipes. Take decadence to the next level and indulge in a scoop of creamy gelato affogato, drowned in hot chocolate, while you shop.

Life reflects art? The Reina Sofia museum in Madrid is home to Picasso’s famous Guernica, and many works by other Spanish artists, including Miro and Dali. A fabulous place to discover the art, artists, and ideas of the 20th century.

In 2016, Ace added another link to its chain of ultracool hotels when it opened an outpost in a renovated 1928 building in the Central Business District of New Orleans. While the Ace employees here are just as edgy as their counterparts elsewhere, they temper that cool with the warm ease of New Orleans’s locals.

Guests enter the hotel through a lobby of mismatched low-slung sofas and vintage coffee tables set in conversation-friendly groupings beside a lovely and ornate wooden bar. Most of the furnishings and artwork complement the hotel’s dominant forest green hue, which itself seems to have been inspired by the color of the streetcars that trundle past on Carondelet Street. Afternoon and evening and late at night, the lobby bar is kept busy by hotel guests as well as a stream of others drawn here by the stylish vibe.

It took a 1920s cotton magnate and a 1980s oil heiress to create the city’s most iconic stay, the former incorporating hallmarks of European design into a 10,000-square-foot house the likes of which had never been seen in Dallas—think Italian marble columns, 19th-century Spanish cathedral doors, and a ceiling inlaid with 2,400 separate pieces of wood. The latter transformed it into the Mansion Restaurant, which remains an award-winning favorite, adding a new wing with 143 guest rooms and suites and establishing the first property in the now-global Rosewood chain. Past the signature peach facade, the since renovated accommodations mix modern technologies with gracious amenities, historic touches, and residential-style décor—a combination that’s proved a hit with visiting dignitaries, international business travelers, and privacy-seeking celebs. A small pool, fitness center, and massage treatment rooms round out the facilities in the new wing, while meeting rooms and event spaces are located in the mansion’s gorgeous former living quarters. Young professionals flock to the leather-walled Mansion Bar for after-work craft cocktails and live music on weekends, while the brunch crowd heads to the Terrace restaurant to dine around outdoor fireplaces and oak trees hung with lanterns. Just don’t pass up ordering the legendary tortilla soup at The Mansion.