Italy

Italy is the seat of modern civilization, with an unrivaled storehouse of Renaissance art and home to some of the world’s most popular foods. Whether you go for the art, the food and wine, or the ancient history (or all of the above), you’ll find so much more—from the hustle of Naples’ streets to the gently rolling hills of Umbria to the coastal delicacies of Liguria.

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Photo by Michelle Heimerman

Overview

When’s the best time to go to Italy?

A summer spent wandering Italy can keep all those carb pounds in check because the temperatures in most of the country reaches into the 80’s. But since Italians take most of August off for their own vacations, lots of places are closed and the vitality of the country is transferred to the beaches. So, head to the peninsula in the spring or fall. Both are peak culinary seasons with a riot of vegetables appearing from April into June and the wonder of mushrooms and the wine harvest from September well into November.

How to get around Italy

The country’s main airports are in Milan and Rome. Over the past few years, airlines like Norwegian and Turkish Air have run outrageous deals if you fly through their hubs so if you can find a short hop into Italy from Oslo or Istanbul, it may be well worth the discount. Also look for airlines like SAS, KLM, and Swiss.

Italy has a very well developed and fairly reliable rail system that will get you to most towns of note without much delay but the rise of budget airlines means that flying between cities can be just as cheap. But if you want to tour the countryside you’ll still need a rental car.

Food and drink to try in Italy

Italy is a legendary culinary destination for a reason. There are plenty of tourist traps but the whole country is swimming in great wine, an exploding craft brewing scene, and a variety of creative culinary feats—with a focus on quality ingredients. In Italy you’ll find a culture that takes food seriously; don’t miss your opportunity to partake in specialties as well known as Parmesan cheese and Chianti wine or the local specialties of every small town and region. Slow Food has an excellent set of guides and seeing the distinctive snail logo in shop and restaurant windows is a positive cue.

Culture in Italy

Rome is the obvious starting point for culture vultures because it’s drenched in ancient, medieval, papal, and modern history. But Italy also has a tremendous musical footprint that comes alive most vividly in opera. Milan and Venice contain two of the greatest opera houses in the world in La Scala and La Fenice, respectively. Most cities of note, like Bologna and Palermo, contain dynamic opera houses which thrive on repertory and contemporary experiments.

Check out Siena’s summer Palio, a medieval horse race around the city’s central piazza. It’s full of pomp and fanfare—but go prepared, not an ounce of it is sanitized; jockeys are regularly injured, horses even more so. A similar race is held annually in Asti. In Venice, the annual carnival is enticing fun, with all those masks and Baroque plays. And the Venice Biennale, every two years, is a must-see for contemporary art lovers. Don’t forget that Italy is mad for soccer, so if you’re there during the regular season (roughly September through May), seek out a game to experience all the passion and fraternity. It’s even better when events like the European Cup or World Cup are being played; every bar or café will be full of fans.

Local travel tips for Italy

Major cultural institutions like the Uffizi and Borghese Gallery require reserved tickets. Make sure to buy tickets to major institutions well in advance. August is one big national holiday, when the entire country decamps for the beach, mountains, or foreign vacations. It can be fun to play in the sand with Italians but if you want to experience the country in all its glory, plan to avoid that month.

Guide Editor

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RESOURCES TO HELP PLAN YOUR TRIP
The newly opened Carlo e Camilla in Segheria is Michelin star chef Carlo Cracco adventure in family style chic cuisine. Everyone eats together on a long table in a former woodworking factory illuminated by Venetian chandeliers. The is a delicious interpretation of contemporary Italian cuisine including dishes such as spaghetti alici, cipollotto, lime e caffè (spaghetti with anchovies, green onions, lime and coffee).
Milan is a different city at night, when the inky blue skies and warm orange street lights reflect on the grey facades of the city’s buildings. The architecture- bombastic, monumental and sometimes even modern- is like a page out of Ayn Rand’s The Fountainhead.
The Pirelli Tower is considered one of the most elegant “tall buildings” in the world, and at one point, it was one of the tallest. (And it was the tallest in Italy until 2010). The tapered, 32-story, 417-foot tower was developed in the 1950s by Gio Ponti with the assistance of Pierluigi Nervi, two of Italy’s best modern architects. The tower was also inspiration for the design of New York’s MetLife (formerly Pan Am) Building.
Palazzo Mezzanotte (Mezzanotte Palace) is the seat of Italy’s stock market and a great example of 1930s architecture. Designed by architect Paolo Mezzanotte it was considered the most tech building of its time. 21st notoriety can claim artist Maurizio Cattelan’s comment to finance in the form of a large hand with extended middle placed in the very center of the piazza.
Torre Velasca is modern Milan‘s homage to its medieval prominence. The tower was built in the late 1940s/50s on the site of a neighborhood bombed out during World War II and is a testament to monument construction. It towers over the city with an omnipotent vibe harking back to days past.
Spelta has a ballet flat for every day, every style and every outfit. These handmade shoes are made with beautiful craftsmanship.
It’s worth a peek inside Zaini, Milan‘s historic chocolate maker, which began creating delicious chocolate confectionaries in the 1910s. Celebrating a 100-year anniversary, Zaini opened the via Carlo de Cristoforis location in honor of a century passed and has included the cocktail magic of Mag’s Flavio Angiollilo.
The Moorish Castle is strategically located on one of the top hills of Sintra to defend both the local territory and the maritime access to the city of Lisbon. The castle was built around the 10th century by the Muslim populations that occupied the Iberian peninsula. The castle acted as a control tower for the Atlantic coast and the land to the north, mostly serving as an outpost for the city of Lisbon. The castle’s Muslim rule ended in 1147 when King Afonso Henrique conquered Lisbon. In 1995, UNESCO listed Sintra hills as a Cultural Landscape, World Heritage, including the Moorish Castle. Highly recommended to climb and walk along the walls of the castle, carved out of the rock, to have a panoramic view over Sintra and its castles and palaces.
A. Caraceni is often described as the very best in Milan when it comes to tailors. At this shop, you’ll only find high-quality suits, impeccable cuts, and polished styles. The Caraceni tailoring legacy goes back more than a century, when the needle-working family was still in Rome. What followed was a line of talented tailors who have traversed continents to create beautiful suits. Everything at the store is hand-sewn, from formal smoking jackets to more casual hunting wear. Pick up a double-breasted jacket, the shop’s signature piece.
The best tailors in Italy are from Napoli, and the best ateliers are in Milan, in particular in the beautiful Fashion Quadrilateral where every shop is more gorgeous than the next. Rubinacci is definitely a cut above the rest for its impeccable style, perfectionist tailors, and prime location. The suits are iconic, hence the reason why Fiat heir Lapo Elkann, Bryan Ferry, and Ferrari’s Montezemolo wear them. Grandson Luca has a breezy ready-to-wear line as well. (Fashionistas will note that The Sartorialist loves to snap shots of Rubinacci the Younger.)