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One of Cape Town’s most picturesque corners, this small fishing harbor sees boats sail in daily with their catches (often trailed by hungry seals waiting for tidbits). Recently, however, the area has also become known for its antique stores, restaurants, and shops—one of the best collections of African curios, materials, and artwork for sale can be found at Artvark, on the edge of town. Expect to see everyone from hipsters to surfers to an old couple who’s lived here for 50 years. A seaside promenade connects Kalk Bay to the colorful beach cottages of St. James and to Surfers Corner in Muizenberg, another gem of an old-world suburb that is becoming a second Kalk Bay. Don’t miss Cucina Labia, a restaurant housed in a mansion built by an Italian who wanted to create a little Venice here.

Open from first light until late in the evening, this relaxed bar, just around the corner from La Piazzetta, has an entirely different vibe from the fancier options there. You can have a quick caffè (espresso) standing at the bar with the locals or sit under the striped awning and watch the sunset over the Bay of Naples while drinking a spritz. This bar also serves as one of the island’s best bakeries. Try a flaky breakfast pastry with a morning cappuccino, then swing by later to order a lemon or chocolate version of the island’s famous dessert torta caprese, a flourless cake.

This rooftop bar has a refreshingly inclusive, come-as-you-are vibe. There’s no list at the door, no doorman sizing you up for anything beyond ensuring you’re of legal drinking age. For the prized sunset hour, arrive early—especially during summer—and grab a vintage table or booth by the pool with colorful mismatching chairs and tablecloths. Later in the evening, a bar stool is the place to be, watching the action and joining in when singalong-ready funk and disco tunes start playing. The overgrown garden that tops the circa 1924 Commercial Exchange building makes for a magical setting, softening the cityscape beyond. Atmosphere aside, the cocktails are what bring people here; masterminds Gabs Orta and Elad Zvi—who first started Broken Shaker as a pop-up in Miami—are known worldwide for their creative approach. It’s tempting to order drinks based on their clever names alone—not the worst idea—but be sure to try the Electro Lit, tequila with curry turmeric cordial, coconut water, fresh lime juice, and angostura bitters.

When this wine country–style restaurant opened in the Laguna Hills in 2016, it was instantly embraced by locals. Maybe it’s the hillside location—no bikinis in sight—that allows diners to breathe easy and indulge. Maybe it’s the warm wood-clad dining room with its lively open kitchen. Or maybe it’s the craft cocktails and 25-plus international wines poured by the glass. Regardless, Ironwood is not the place to come while on a diet. The biggest reason: the house-made giant meatball, served with fresh, made-from-scratch herb pappardelle, spicy pomodoro sauce, and ricotta salata. Limited numbers are made each night, so it’s worth going early (the dinner-only restaurant opens each evening at 5 p.m.). The menu also features American Wagyu burgers, mac and cheese skillets, and pork shanks with fried green tomatoes and fresh burrata—plus colorful, palate-cleansing salads incorporating handpicked local ingredients. When the weather’s good, a retractable roof is pulled back from the heated patio to reveal views of the picturesque Saddleback Mountains. Must-order: the warm fromage blanc brownie with Nutella ice cream.

Laguna Beach’s deep connection to the arts goes back to 1918, when 150 local creative residents started the Laguna Beach Art Association (the city’s population was only 300 then). That association went on to launch what’s now the Laguna Art Museum. Although the museum covers countless genres and eras, there’s one thing every piece has in common: They’re all made in California. The 3,500-strong permanent collection spans the early 19th century to present day, from light and space installations to pop art (and also includes pieces by art-world stars like Ed Ruscha and Wayne Thiebaud). It’s rounded out by a handful of new California-centric exhibitions each year. Highly knowledgeable docents—all have completed an extensive nine-month training course—lead lively one-hour walk-throughs at 11 a.m. Friday to Tuesday; groups of 10 or more guests may book guided tours in advance. Must-do: Hit the museum on a Thursday night when it stays open until 9 p.m. and becomes a community hub, with lectures, film screenings, and live concerts in the galleries.

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.)

To dress like the gondoliers you’ll need to pick up a pair of genuine friulane slippers at Gianni Dittura, one of the few remaining purveyors of the original footwear in Venice. Friulanes (or furlanes) were born of frugality in the 19th century, when the women of poor families in the Friuli countryside began hand-stitching cast-off fabric scraps to old bicycle tires to make shoes for their families. The slippers eventually made their way to Venice, where gondoliers snapped them up because they were cheap, comfortable, and didn’t scratch the paint on their boats. But as the years passed, friulanes inevitably went from lowly upcycled footwear to cult object and luxury product coveted by tourists. Today Gianni Dittura has two Venice shops, and you’ll find every color and size of the original velvet and rubber shoes, as well as more chic and contemporary winter models by in-house designer Laura Biagiotti.

The doorway of the Portrait Roma is one of a growing number of blink-and-you-miss-it boutique hotel entrances behind which contemporary luxuries await. Tucked behind an unassuming facade on a side street off the busy Via dei Condotti, the Portrait Roma is part of the Lungarno Collection, a small group of boutique hotels owned by the Ferragamo fashion house. Opened in 2006, the property prides itself on customized service, and each of the rooms comes with a Lifestyle Manager, or 24-hour concierge, who provides personalized holiday management throughout the stay based partly on the guest questionnaire completed before arrival.

All 14 rooms are suites, and each is classically decorated and designed to mirror the prestige of the Ferragamo brand. Rooms are accented with linen, leather, and cashmere, as well as artwork that evokes the beauty and spirit of Ferragamo. Weather permitting, the rooftop terrace hosts food and drink service and offers views of the historic center.

An understated, private landing stage for gondolas and water taxis on a side canal of the lagoon marks the entrance to the lovely Baglioni Hotel Luna in San Marco. Steeped in history, the palazzo, with lagoon-facing windows and charming Juliet balconettes, dates to the 12^th century and is said to have given refuge to the Crusade-era Knights Templar. Interiors are more in keeping with noble 18^th-century fashions. There’s a sleek marble lobby, sparkling crystal chandeliers, antique furnishings, and a healthy showing of brocade fabrics. The standout room is the pristinely preserved Salone Marco Polo, filled with18^th-century frescoes painted by pupils of influential Venetian painter and printmaker Giambattista Tiepolo.

Conveniently located just steps from bustling and culture-packed St. Mark’s Square, this hotel, with its award-winning restaurant, relaxed lounge, and rooms full of delightful period details, makes for an elegant home base in Venice.

Whether you have time to kill while waiting for your train or you simply like architecture, Milan’s main train station, Stazione Centrale, is worth a walk through for its epic 20th-century architecture. Originally designed at the turn of the century, Stazione Centrale has beautiful, monumental Liberty and Art Deco ornament in its main hall and entrances, while the platform area is covered in a gorgeous rooftop of iron arches. If you have a few more minutes, the Stazione also has some great shops, a traditional Motta caffe, and one of the best newsstands in the city.

Glo Glo Bistro is a true hidden gem in Genoa - tucked way back into a slightly sketchy piazza off of the historic Vico Lavagna. Although it looks somewhat run-down from the outside, the inside is beautifully renovated, and they have an extensive wine list to choose from. You absolutely must come for apertivo, as they have one of the most delicious ‘snack’ plates in all of town - seriously, the platters brought to your table are heaped so full with delicious bites of focaccia and cheese and chips that you will not need to spend a penny on dinner.

The winding streets of ancient Genoa all lead in one direction—straight up. Lace up your tennis shoes and keep climbing. Eventually you will reach a small park at the edge of the city, the entrance to one of the many fortresses that speckled its 17th-century walls. From here you’ll be treated to one of the best views of both old and new Genoa. Come at dusk for a stunning sunset over the urban edge of the Ligurian Sea. (And if you are too tired to walk back down, catch the funicular for less than two euros!)

Guarded by the Hammering Man sculpture outside, this superb museum collection romps from native tribal art to African masks to carvings from Oceania. Highlights include the 16th-century wood-paneled Italian Room and The Studio, a portrait of the Seattle home of Jacob Lawrence, arguably the most acclaimed African American painter of the 20th century. Check the calendar for world-class temporary exhibits, not to mention lectures, performances, film screenings, and evening SAM Remix dance parties. If you need some air, head for the waterfront Olympic Sculpture Park to catch a glimpse of art in the wild. Free to visit, this green space offers stunning views of Puget Sound and the ferries trundling across it.

This small little wonder of a shop is located at 87 Rua do Carmo, the most fashionable street in Lisbon after the superseding Rua Garret. It is the last shop in the whole of Portugal, which is exclusively dedicated to the bespoke hand manufacture of leather gloves. The cream of the Lisbon society has been its avid clientele since 1925, procuring high quality leather tailor made gloves for those days when the sunshine is not enough to warm the hands. At about 50€ per pair, depending on the model and leather, you do not have to go to Italy to get a product of this tremendous quality. A woman from Chicago once told me that she had visited Lisbon ten years ago, where she had the opportunity to purchase a single pair. She was so impressed and the gloves had left such a good memory that she was here to get three or four more pairs in case she did not have the opportunity to come back to Lisbon for another ten years.

Vintry is a small, cozy bar and restaurant in lower Manhattan. It provides a welcome counterpoint to the larger gathering spaces in the Wall Street area - it has the vibe of a discreet speak-easy. Vintry specializes in artisan producers of whisky and wine - they have carefully selected an interesting group of handcrafted libations. There are 80 wines from France, Italy, Spain, and the U.S. available in a “tasting” size, glass or bottle, plus hundreds of other wines by the bottle. There are also 100 whiskeys. Vintry’s specialties are cocktails from the house mixologist featuring homemade bitters and syrups. I don’t consider myself a whiskey drinker, but I absolutely loved the Gingerade, a shaken cocktail made with 13 Jameson black barrel Irish whiskey, fresh ginger extract, fresh squeezed lemon juice, fresh lime, Peychaud’s bitter, cane solution and ginger ale. It was ice cold, crisp, slightly sweet with a subtle twist of ginger and lime. DELICIOUS. This warm, dark, welcoming bar is easily the type of place where you can pass a good amount of time before realizing it. Vintry also has nicely prepared food - along the lines of veal meatballs and lamb ragu - to accompany its wine and whiskey list.