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You may think Boutique Nadine has a bit of an identity problem. Not only does the shop have two locations just a few blocks from each other in the heart of Florence, but they are both part vintage-clothing store, part indie-designer boutique, and part midcentury-furniture emporium. In the plus column: Everyone finds something to love here. Clothing is arranged by color and walls are hung with classroom world maps. A long table, overseen by a crimson statue of Buddha, displays bowls of beaded bracelets and rings and trays of sunglasses. You may walk out with a vintage designer piece or a classic striped T-shirt, or shoes, bags, a bottle of Aquaflor perfume, or some pretty paper goods.

Wander along the souklike Via del Saracino until you come upon this large café with a great view over Positano’s main beach. You can have a cappuccino and pastry in the morning, a sandwich for a quick lunch, and then stop in later in the day for a cold treat. (The outstanding popsicles here are made from the juices of Amalfi lemons and other seasonal fruits.) It’s also a great spot to simply sip a beer while taking in the view of the action down on the Spiaggia Grande. For the sports fan, the bar’s multiple screens usually play baseball, soccer, and tennis.

This enclave on upper Boulevard Saint-Laurent in Little Italy emanates style from the front window on, with a quirky and impeccable approach to layout. Its rich wooden tables and modernist shelves are rife with unique, collectible objects and everyday useful things. Some are wearable, like silk scarves, merino wool sweaters and designer galoshes, while others exist to embellish living spaces, like beautiful metal bowls and hand-painted birch branches that serve as sculptures. There are even edible things, like artisanal lemonade syrup and fancy teas. The focus is on locally made goods with a smattering of international purveyors too, who fit within the store’s general earthy-chic aesthetic.

Don’t let your eyes fool you. Villa Panza is a not just a gorgeous 18th-century estate. The villa and grounds host the spectacular Panza Collection, an amazing grouping of art from the 1960s through 1980s, with particular attention to American artists. The individual pieces (paintings, sculptures, drawings) are incredible but what makes the collection are the site-specific installations from artists such as Dan Flavin.

While exploring Burano, break for a fabulous seafood lunch at Al Gato Nero. The “black cat” restaurant is the creation of Ruggero Bovo, who has been cooking up some of the tastiest fresh fish and seafood here since 1965. “I love the fish of the Venetian lagoon and the Adriatic Coast, the raw material which has fed my island for generations and which I still have the fortune of getting fresh every day,” Bovo says. Fish and seafood are the star attractions on both the appetizer and main menu selections, but there are also options for vegetarians and carnivores. The pasta here is homemade, as are the delicious desserts.

Located in a former rail services warehouse, Hangar Bicocca is a contemporary art space for site-specific projects funded by tire giant Pirelli. The space is more like a contemporary art concept that extends from the boards of its brick structure. The art gallery offers bicycle tours of the Bicocca area, as part of the “Bicocca Project,” a neighborhood reclamation project intent on showcasing the former industrial zone as vibrant neighborhood and equally vibrant arts scene.

Isola is Milan‘s sleeper neighborhood because of its great location, hip shops and local vibe. It is also a great area to hang out in because, well, it feels like a neighborhood. Weekend street markets, clever graffiti, cute boutiques, artisanal shops and great bars. Add in there a strong sense of AC Milan fans and lots of people to meet, you’ve got your weekend.

Leoncavallo is both a cultural center and a concept. The buildings lining the run-down road are covered in amazing art by epic artists and upcoming writers. During the day, you’ll find photographers documenting the work or shooting for fashion mags and street art aficionados snapping the latest work. The building inside also gets painted by artists, local and international. Best way to get a peek is to visit for a project or concert.

Since 1890, Pasticceria Tagliafico has been making delicious, traditional Genovese pastries and cakes (including the candied-fruit studded Pandolce). Located across the street from the main Mercato Orientale, this lovely large pastry shop offers plenty of options for take-away shoppers (wrapped cookies, candies, and fresh-baked croissants (brioche, in Genoa) are some of my favorites).

Take your morning coffee in the sunshine, shaded by the the Palazzo Ducale. With quite a few tables, Douce does a busy morning cappuccino/focaccia business, so you can also come later in the afternoon (when it’s slightly warmer) to make sure you get an alfresco seat. Just make sure you don’t order a cappuccino after 10am—the Genovese are likely to laugh at you. It’s espresso or nothing at that point!

While most of the shops located under the arcades of Via XX Settembre are chains (like Zara, H&M, etc), you can find a few local boutique gems as well - and the covered area makes a perfect afternoon for shopping out of the rain! (You can also find quite a few coffee shops and focaccerias under these arches too, so it’s easy to make a full afternoon here.)

Founded in 1867, Cafe Mangini is a gorgeous homage to the literary and artistic ‘salons’ of Genoa‘s past: stucco ceilings, art-nouveau mirrors, and a checkerboard floor that has lasted for nearly 150 years. Located at the end of the beautiful shopping street, Via Roma, Cafe Mangini offers a beautiful setting for a delicious post-shopping cappuccino, especially when paired with a slice of crostata pinoli (a pine nut and almond paste tart).

Hidden down the Vico Superiore del Ferro, this tiny shop is a secret gem. While most gelaterias keep their colorful products out in plain view, luring children in from the street with their mounds of chocolate and mango and black cherry, Gelateria Profumo prefers to hide theirs in shiny frozen silver canisters. And yet tucked inside those containers are some of the most delicious, interesting flavors in town - and hands down, the creamiest.

While Enrico himself did not open his shop until 1998, he works in a building, and continues a tradition, that dates back centuries. You can purchase one of his hand-tailored shirts ‘off the rack’, or splurge a bit and have him make one exactly to your specifications (with his signature double-button collar). Or grab a specialty tie with a striking nautical flag embroidered embelishment.

Through the end of June, the Museo di Sant’Agostino hosts a fascinating exhibit on the Machines of Leonardo DaVinci - including his bicycle, the air screw, and a massive interpretation of one of his earliest gliders. Housing in a converted monastery, the building itself is also a lovely space to visit the 16th and 17th century paintings and sculptures on permanent display.