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Milan invented the art of bel cafè, the pedicured bar for a delicious morning coffee or afternoon aperitivo. Passerini has a delicious selection of pastries for mornings and afternoons, and is the ideal hideaway for an aperitivo in the city center.

Artist Dan Flavin’s last installation is the Church of Santa Maria Annuciata in Chiesa Rossa, fondly known as simply Chiesa Rossa. Flavin’s light installation is a technicolor dream of electric hues across the main nave and central apse.

The rainy or cold weather can make walking down the famous Strøget in Copenhagen, Denmark in the off-season a little tiring. There’s a little bit of magic just off the main walking street in the form of the Royal Cafe. The high pink walls and large windows let in a lot of light, which reflects off the artfully placed mirrors and display glasses. Rest on funky-patterned seats at small or large community tables and order a coffee or a custom smørrebrød known as a “Smushie” to warm up.

The indoor dining room and lounge and outdoor patios surrounded by greenery at this chic waterfront restaurant in Brickell are elegant, and pretty much every table has an paralleled view of downtown Miami and the bay. The menu is Italian-influenced and consistently good, and the service is always on point. Lighter dishes made with quinoa and vegetables are on offer, along with favorites such as fried chicken and beef short ribs.

“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.

The modern minimalism of Le Méridien Chambers boutique hotel is accented by all things art. Graffiti-covered stairwells and hallways lead to rooms, each with their own original piece of art by the likes of Brits Damien Hirst and Gary Hume. Located in the vibrant Theatre District, entertainment from live music to stand-up comedy is just outside the door. As a guest, you’ll be granted free admission to the popular Walker Art Museum one mile away. Aside from the art, there are thoughtful amenities like the rain shower and heated floors, and fresh Italian cuisine at the hotel’s Marin Restaurant & Bar.

Walking through the narrow streets of Boston‘s North End might have you thinking about a delicious Italian meal. Take the time, however to explore the area on Hanover Street where the surrounding brick buildings suddenly give way to a park where Paul Revere stands guard. Commemorating his ride to warn the colonists of the impending British Invasion, the statue stands in front of a small park leading to the famous Old North Church. The setting is a perfect spot to relive the beginning of the American Revolution, and after exploring, leaves you in a location filled to the brim with restaurants and cafes to recharge before moving on.

At this Michelin-starred restaurant, food is a performance art and the results deserve a standing ovation. That said, this is Prague, so although the food and presentation are comparable to other first-class dining experiences in Europe, the vibe and the service isn’t stuffy at all. At La Degustation Boheme Bourgeoise, the ingredients sourced from local producers, are based on the recipes penned by the famous 19th-century cookbook writer, Marie B. Svobodová, author of Cookery School. The eight-course menu is punctuated by interstitial amuse bouches and paired with Central European, French, and Italian wines, as well as cucumber, sour cherry, and red currant juice; recent menu courses include beetroot with licorice goat kefir, kohlrabi with whey and nutmeg, and duck with pear and cinnamon.

Named after dishwasher-turned-James-Beard-Award-winning-superstar-chef Hugo Ortega, Hugo’s is a Montrose mainstay. Hugo’s is housed in a 1925 art deco building by Houston architect Joseph Finger. Here, the dishes dive deep into Mexico’s rich culinary heritage, like fall-off-the-bone tender garlic-marinated goat and lechón (roast pork) with crackling, crispy skin. But save room for dessert—options include churros stuffed with dulce de leche and flan topped with tangy passion fruit glaze, candied pistachios, strawberries, and whipped cream.

At Little Italy’s Herb & Wood, Chef Brian Malarkey’s wood-fired dishes include roasted parsnips with pickled raisins, parsley-shallot verde, and molten Marin County brie; roasted beets with sherry, walnut pesto, jamón Ibérico, and burrata; and grilled flat bread with whipped eggplant, za’atar, onions, and pine nuts. But the Mediterranean- and California-inspired menu isn’t the only big draw here: The industrial-boudoir aesthetic is equally inviting, with tufted sofas, soft lighting, and feathery fronds under the soaring ceilings of this onetime warehouse. A charmingly tattered edition of Emily Post’s Etiquette book has pride of place on the hostess stand. But the restaurant is unlikely to call guests on any manners infractions except one. In calligraphy at the bottom of the menu, you’ll find the following note: “Substitutions and additions politely declined.”

When I first moved to the island, I joined a friend in the Old City for a tour and lesson on the history of Puerto Rico. When passing by this little section of town near Pigeon Park, my friend and native-turned-tour-guide said that this was the smallest house in Old San Juan. Wow, okay, so this little yellow portion is technically a house? I’ve visited this site several more times since then and have never actually seen anyone enter or leave this door. Whether it’s true or not, it makes for a cool story and great photo.

One of the things we found out about Mons, is that the town has a strange little tradition revolving around a small iron statue of a monkey outside of the City Hall. Its origin is not really known, but it dates back several centuries. The superstition is that if you rub the monkey’s head with your left hand while you think of a wish, it will be granted to you and it’s also thought to grant you good luck. This might sound very silly but people do it allot and the proof is in the fact that it’s head is allot shinier than the rest of the little statue’s body.

Just down the street from where we stayed in Oaxaca there was a mezcal bar called Mezcaloteca. It was staffed by one woman, very studiously sharing her love of mezcal. She poured us a tasting of three different mezcals into the little gourd cups: an espadin, a madrecuixe, and a tobala—all different agave plants, different producers. She told us how to warm up our mouths with the spirit, how to rub a little bit between our fingers to get the aromas. She didn’t need to tell us how to drink it; that we knew. Reforma No. 506, Col. Centro, Oaxaca de Juárez, C.P. 68000

Bicycle shop Rossignoli has been keeping Milan on two wheels for more than a century. Rossignoli is known for its fashionable cycles, which can be refurbished and reused. Likewise, they keep creativity in motion with new products and avant-garde installations during Salone del Mobile.

Family-run Ruggero is a bit of a hike from the centre of town, but in my mind, it is the best traditional trattoria in Florence, so worth the effort. You can expect textbook versions of Florentine classics from ribollita (a hearty bean-and-bread-based vegetable soup) to arista al forno (rosemary and garlic-spiked roast loin of pork), and an authentic, friendly atmosphere.