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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.

The Palatine Hill was home to an early Roman settlement and had major significance for the city’s history. Legend states that Romulus founded Rome on that hill in 753 B.C.E., and Romans even maintained a cult site sacred to the founding father for about 1,000 years. When the emperors rose to power, they chose the Palatine as the location for their sprawling villas and built enormous marble-clad structures to showcase their wealth and power. Today, the ruins of their majestic estates rise above the Forum and Circus Maximus, reminders of the grand imperial past. A visit is included in the price of a ticket to the Forum or Colosseum.

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.

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!

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).

Set down a small alley just a few meters from Piazza San Lorenzo, the art gallery Il Vicolo is a lovely spot to browse, and purchase, contemporary art in the ancient city. One of the oldest galleries in town, Il Vicolo routinely changes their artistic focus - thus one can come back often for pieces and exhibits from new, well-followed, and even young emerging artists.

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.

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.

Since first reading about Capri as a teenager, I had dreamed about a shop like this. Crammed with hundreds of colorful tunics and beach coverups, Antica Sartoria makes it easy to leave with a bag stuffed full of gifts for oneself and friends back home. The inexpensive resort wear makes liberal use of polka-dots, paisleys, and ornate designs. Not a shop for wallflowers. There’s another outlet in Positano.

In spite of featuring in all the guide books, this Santo Spirito favourite has a loyal local following, and the place is always packed out with a mix of tourists and Florentines who line up for good value, homecooked food. I would recommend choosing the Tuscan specialities such as the hearty minestrone with rice and black cabbage and the oven-roast guinea fowl (‘faraona’). Homemade apple cake is a great way to finish.