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Italy Driving Trip Planner

Italy Driving Trip Planner

Have fun driving in Italy!
This driving trip planner has been especially written for Italy.
It is virtually impossible to pick out the `best’ region of Italy for a week’s driving holiday. In a country so diverse, with so much ancient history and physical beauty, wherever you end up will guarantee an experience to dazzle your senses and draw you back time and again. We’ve selected one route as a mere taster of what can be found in this gem of a country.

Tuscany epitomizes most people’s Italian dream. The home of the Renaissance, it offers history, art, architecture, and culture in the cities of Florence and Siena, rural charm and world-class wines in the hill towns of Chianti, and a local cuisine which will leave you more than satisfied after a day’s driving. The region is accustomed to tourists admiring its beauty, and English is widely understood in the centres. Driving is perhaps the best way to explore the hidden towns and ancient cities – the A1 links north with south, while the famous S222 takes you the scenic route from Florence to Siena.

Day 1-2


Florence
Weeks could be spent in Florence and you’d still be discovering secret masterpieces hidden in its seemingly endless artistic history. Birthplace of the Renaissance, home of Michelangelo and the Medici, there are some things you just can’t miss. Leave your car at home to explore the city by foot or public transport. If you’re feeling up to it, a walking tour through the old centre, taking in the 13th century Duomo (cathedral), Michelangelo’s tomb at the Basilica di Santa Croce, and Masaccio’s 15th century fresco cycle at the Basilica di Santa Maria del Carmine. Worth a visit are the Uffizi Gallery; the grand Palazzo Pitti with its collections of 16th-18th century art, modern art, silver museum and costume gallery; the 16th century Giardino di Boboli (Boboli gardens) for some afternoon relaxation; and the shopping (or browsing) on the ancient, picturesque Ponte Vecchio (`Old Bridge’).

Day 3


Travel south into the Chianti region, home to Italy’s best-known wine, to the 12th century town of San Gimignano. 34 miles south-west of Florence, take the Firenze-Siena autostrada and drive to Poggibonsi, turning west along the secondary route S324 into the town, known as the `Manhattan of Tuscany’ for its magnificent skyline of 13 ancient towers. Park outside the town, and visit the Palazzo del Popolo, where you can climb the Torre Grossa for spectacular views. Gasp at the horrendous medieval torture instruments in the Museum of Medieval Criminology.

Day 4


Retrace your steps in the direction of Poggibonsi, taking the route south to the enchanting medieval city of Siena. If you’re here in early July or mid-August, you’re in for a treat, as this is when Il Palio, the world-famous horse festival takes place in Il Campo, the city’s central shell-shaped square. Siena is a good base from which you can explore the surrounding hill-towns, so find a good place to stay for a couple of days. Don’t miss the Gothic cathedral with its multicoloured façade, and the various museums and ancient churches. However, if you do nothing else, take the time to get lost in this beguiling city, wandering its timeless streets, sipping coffee in the local cafes and relaxing in the enchanting squares. You’ll learn far more from this than from any museum!

Day 5


Monteriggioni is a mere 14 km north of Siena on the SS323, and epitomizes the famous Tuscan hill-towns. Built in 1203 as a Sienese fortress to guard against attack from the Florentines, the original walls still stand, encircling this tiny town, entered by only two gates. Within these walls, one road and the charming Piazza Roma dissect this tiny town.

After lunch, head south of Siena and spend the afternoon driving through the classic Tuscan hill country that changes colour with the seasons. Take the SS2 south from Siena past Buonconvento to the 13th century town of Montalcino. Walk through the small town and visit the cathedral on via Spagni and the tree-lined Viale Roma, overlooking the spectacular countryside. Treat yourself to a coffee at the wonderfully decorated Caffe Fiaschetteria on the Piazza del Popolo, and a bottle of the local red wine, Brunello.

Day 6


Leave the region of Siena and take the road south-west towards Perugia, turning off towards the north on the S71 to Cortona. Beautifully situated on the side of a steep hill, this walled town is the capital of Chianti country and one of the oldest towns in Tuscany. The birthplace of the artist and architect Pietra da Cortona, there is much to see here, including the fascinating Museo dell’Academia Etrusca, with local archaeological finds from ancient times, the 13th century Palazzo Pretorio, and the 16th century Fortezza (fortress), standing guard over the town.

Day 7


Leave Cortona and make your way through the town of Sansepolcro to the north, the birthplace of Piero della Francesca. Avoiding Arezzo (heavily bombed during the Second World War), make your way back to Florence through the 7th century BC town of Fiesole, 8km north of Florence. This town attracted the likes of Proust, Frank Lloyd Wright and Gertrude Stein with its ancient archaeological remains, olive groves and views of Florence. Drive south to Florence via the 16th century villa Medicea La Petraia (about 3.5km north of Florence). With its magnificent garden, this is one of the finest of the Medici villas.

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