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This authentic neighborhood bar, Il Chicco di Caffè (aka Lola’s), is run by Maurizio whose Mom, Lola, cooks for a truly egalitarian mix of local artisans, staff from the nearby Gucci headquarters, students and people like me (I live next door!) at lunchtimes. The place is always packed, so be prepared to wait for satisfying pasta dishes, succulent meat mains and great seasonal veg sides. No frills here, but prices are rock bottom and there’s a cool buzz about the place.

A useful address for a snack after a visit to the Uffizi or Palazzo Vecchio, this gourmet sandwich bar and deli, hidden away down a narrow lane, serves delicious panini plus the odd salad. The sandwich selection (made with focaccia freshly-baked in a wood-fired oven) changes daily but ingredients are top-notch and sourced from all over Italy: gorgonzola cheese and salty anchovies is a favourite of mine. The price of your sandwich includes a glass of wine.

Located on the first floor of the bustling central market, Nerbone’s food stall has been serving up steaming plates of warming nourishment to hungry market workers since 1872 and is a great place to find local color and rock-bottom prices. The specialty is lampredotto (cow’s intestines) served in a bun with bright green salsa verde, but if you can’t stomach that (sorry….), there is also pasta and roast meats. The locals stand at the bar counter to eat, but there are a few tables too.

A hotel with the words “gallery” and “art” in its name would be remiss not to include at least a nod to the art world in its decor (though more than a few establishments have been known to throw up a wall-sized painting by a well-known artist and declare themselves art hotels). As Florence’s pioneering design hotel, the Gallery Hotel Art doesn’t skimp. Virtually the entire ground floor, from the lobby through to the lounge and trendy Japanese-Mediterranean-Peruvian fusion restaurant, is one giant gallery, its sleek white decor acting as the calming, understated counterpart to the contemporary art and photography not often found in this city.

Indeed, don’t underestimate the groundbreaking nature of this hotel. Design hotels may be a dime a dozen these days, but when the Ferragamo family’s Lungarno hotel collection launched with this modern getaway designed by Michele Bönan, its clean-lined furnishings and chrome, white, and natural wood hues were a challenge to a city outfitted in rich brocades and dark wood antiques. As such, the Gallery Hotel Art isn’t the flashiest stay, but it is the kind of place you can relax and unwind and feel like you aren’t living in the Renaissance days.

Hundreds of years ago, at the height of Florence’s Renaissance heyday, visitors to this cultural capital wouldn’t have stayed in the kinds of luxury hotels that now line its picturesque streets. Rather, the well-heeled would have come at the behest of friends, lodging in private homes whose unassuming facades in the best neighborhoods belied their sumptuous interiors and private gardens, outfitted with art and artifacts collected from around the world.

A guesthouse to its core, Casa Howard continues this Florentine tradition; there is neither lobby nor restaurant, and the owner Massimiliano Leonardi di Casalino lives in his own apartment here while in town (note, it can be rented when he’s away). Jennifer Howard Forneris, one of the design-conscious proprietors who has since passed away, was the daughter of renowned textile designer Luciano Forneris. She gave each room its own look, with finds from her and Leonardi di Casalino’s world travels. A media room is the sole common area, and a hammam steam room and an on-site concierge service are the only nods toward traditional hotel services. Insider recommendations are personalized according to guests’ preferences, and the honor bar feels more like a friend’s (well-stocked) fridge.

Located 60 miles from Santa Fe, artist Georgia O’Keeffe’s home and studio in Abiquiu is magnificently available just the way she left it. You can almost channel her ghost. Anybody with appreciation for amazing restoration, architecture, gardening, mid-century modern (Florence Knoll, Alexander Gerard), taxidermy, Japanese aesthetic, and landscape will feel at home instantly. Find a few spots that inspired such oil paintings as My Last Door (1952/54). Good to Know: Tours require advance reservations, so plan accordingly, and very sadly, no cameras are allowed.

A contemporary arts and crafts shop with an attached café in a lovely restored casona in Barranco. Dédalo, the brainchild of an artistic couple that studied arts and literature in Florence, features unique, carefully curated ceramics, glassware, toys, frames, clothes, jewelry and decorative pieces for all tastes.

This leather workshop is hidden away in a former Franciscan monastery next to Santa Croce. The Scuola del Cuoio was originally founded to provide skills and work for some of the city’s orphans after World War II; masters and apprentices still produce wallets, purses, journals, and jackets. Take a quick tour of the beautiful cloisters, frescoed corridors, and workspace, or sign up for a full workshop and try your hand at making something of your own. Everything is crafted on-site using traditional methods. Be sure to get your purchases personalized with a gold-stamped monogram.

Via Tornabuoni, one of the most elegant streets in Florence, is lined with many imposing Renaissance palazzi, including a 15th-century beauty owned by the Antinori family, the famed wine producers. The ground floor of Palazzo Antinori is given over to a refined restaurant with a formal dining room—think starched linen tablecloths and waiters in white jackets—suitable for the aristocratic atmosphere. The kitchen relies on ingredients from the family’s estate, so the menu is limited, seasonal, and fresh. Not surprisingly, the wine list is deep, with a selection of super Tuscan blends and wines from the Antinori cellars.

This independent bookstore feels like a cozy home, with rooms full of books and comfortable chairs in which to sit and browse. Fans of Dan Brown’s Da Vinci Code may recognize the shop as the one where Robert Langdon searched for Dante’s Divine Comedy. There is an extensive selection of English-language titles about Florence, Tuscany, and Italy that range from tiny novelty volumes to large coffee-table tomes. Head to the back and you will find a few shelves of secondhand paperbacks that provide material to read that doesn’t require Wi-Fi.

Pisa’s famous leaning tower (the campanile of the adjacent Duomo) is part of the Piazza del Duomo, a UNESCO World Heritage Site that also includes the Duomo, baptistery and cemetery. Begun in 1173, the tower began to lean almost immediately thanks to soil subsidence. To try to halt the tilt, cables and counterweights have been inserted. A spiral staircase with nearly 300 steps leads to the top of this unique, iconic building.

The Feldherrenhallewas was modelled after the “Loggia dei Lanzi " in Florence. It was commissioned by King Ludwig I of Bavaria and constructed between 1841 to 1844. It was built as a monument to celebrate the Bavarian army and its victorious generals. Unfortunately it’s also the place of a tragic incident. On November 9, 1923, a confrontation between the Bavarian State Police and an illegally organized march by the followers of Adolf Hitler took place here. When the police issued the stop of the march, the protestors continued. The State Police tried to regain control of the crowd and opened fire. Four policemen and sixteen marchers were killed and many more were injured as a result. Consequently, Hitler was arrested and sentenced to prison.

Active from the 13th to 15th centuries and considered an influence on the pre-Renaissance movement, the Sienese School of painting is identifiable by its themes—always religious, and usually with a focus on Biblical miracles—and its signature style, a dreamy mix of Roman, Gothic, and Byzantine influences that often feature dazzling gold backgrounds. Opened in 1932, this museum boasts one of the world’s largest collections of Sienese School works, as well as a number of Renaissance and late-medieval pieces from Italian artists. Wander through the impressive building—a combination of two 14th- and 15th-century noblemen’s palazzi—to find works like Duccio’s Madonna and Child, Michelino da Besozzo’s Mystical Marriage of Saint Catherine (celebrating the “calling” of Siena’s native daughter), and Bartolo di Fredi’s expansive Adoration of the Magi. Paired with a visit to Florence’s Uffizi, coming here offers insight into the differences—and longtime rivalry—between the two cities.

There is a reason why renting a villa in Tuscany is so popular - rustic farmhouses, rolling hills filled with olive and plum trees, golden sunsets, locally-harvested wine, creamy cheeses, and cool evenings spent with friends and family. Renting a villa provides a relaxing base for your sightseeing in the region. Almost all Tuscan towns allow easy day trips to the main sights: - Florence‘s art and Renaissance history (Duomo, Uffizi Gallery, Michelangelo’s David) - Cortona’s steep, narrow streets and medieval walls - Siena’s cultural city center, now a UNESCO World Heritage Site - San Gimignano’s fortified towers set amidst picture-perfect Tuscan hillsides - Montelpulciano’s world-famous wineries and more This offers the best of both worlds - after a dusty day of sightseeing, you can relax at your villa with a jump in the pool and a glass of wine. Watch the sun go down in a purplish haze, unwind with friends, and enjoy the lovely moment. I recommend YourTuscany.com, which is where we found Villa Coloniale (above) in the town of Pergine Valdarno. The infinity pool and covered patio are guaranteed to put you in a relaxed, Italian frame of mind!

It was love at first sight. Everything about Orvieto is charming, with the exception of the Duomo (Cathedral) which more appropriately would be described as elegant and grand, especially the facade. Originally a thriving center of Etruscan civilization, Orvieto is a little less then half way between Rome and Florence. We had a lovely meal on one of the cute cobble stone lanes before heading up the clock tower and gazing over the perfectly preserved city. You could easily spend a day or two wandering through the town, enjoying its history and culture, both past and present. We were treated with the utmost hospitality at every turn. There weren’t many visitors during our visit, which I found to be unusual, given its popularity on the tourist circuit. This will be a place to revisit, and immerse ourselves into the everyday life of this gorgeous gem.