7 days road trip across the most beautiful villages of Tuscany

Going on a driving route through Italy is a safe bet for your next trip in a country full of surprises. If on top of that you decide to go on a driving route through Tuscany, the result will be an unforgettable trip through one of the most beautiful regions of the world.

Driving route through the villages of Tuscany

Pisa, the best place to start

Depart from Pisa, pick up your rental car at our office and start your route through Tuscany. Its legendary tower and the Pisa cathedral, Duomo di Santa Maria Assunta, are more than interesting and worth your time. Do not forget to go for a walk around the center. Florence awaits you!

Florence... will you surrender to the Stendhal syndrome?

Just 85 kilometers away, about an hour and a half journey, you will visit the capital of Tuscany: Florence. Among the tourist attractions, on your first day you should visit the Duomo, the adjoining bell tower, the baptistery, the Gold Bridge, the Palazzo Pitti and the Ponte Vecchio.

During your second day touring Florence, visit the Accademia Gallery, where you will find Michelangelo's David, the Piazza della Signoria, the adjacent Uffizi Gallery, the Santa Croce Church, the Church of Santi Apostoli and the Porcellino Market. In this last place, remember to put a coin inside the bronze pig next to one of the side doors if you want to go back to Florence.

Montalcino and Montepulciano, two architectural gems

Montalcino is a beautiful fortified city just 112 kilometers from Florence. Go visit its medieval fortress, the Fortezza, also known as the Rocca and the 13th century’s Palazzo dei Priori,, located in the town’s biggest square. Drive 42 more kilometers and you will reach Montepulciano. This town perched on a mountain is full of charming corners, go visit its Renaissance palaces and the vineyards that surround the city, in the heart of Tuscany. After enjoying these typical postcard-like corners of Italy, drive to Siena, just 60 kilometers away.

Siena, in the very heart of Tuscany

Its historic center is a labyrinth of streets that combine traditional and modern shops. Stroll through the stunning Piazza del Campo (12th century). Marvel at the Fonte Gaia, the Palazzo Pubblico, the tower of Mangia, the Duomo, the Baptistery of Saint John and the Opera Museum. Siena is known for the Palio delle Contrade. This medieval celebration is held every July 2 and August 16. Seventeen neighborhoods or “contrade” compete in an ancient-style horse race.

San Gimignano and its towers, a must see

It is 49 kilometers from Siena, here you will find a fortified city center and historic towers. The Porta San Giovanni is the historic entrance to a complex that has been declared a UNESCO World Heritage Site. It has 15 towers and a main square with two of Italy’s best ice cream parlors. Will you resist the temptation?

Volterra and Monteriggioni, where history and beauty go hand in hand

Volterra is only 32 kilometers from San Gimignano. It is a city on a hill with views to a fantastic landscape. Visit its 1st century BC Roman theater and its ancient walls. Thirty-nine kilometers away is Monteriggioni, a walled fortress turned into a time machine that will show you what town planning looked like in the 16th century.

Pisa is 106 kilometers from this town, there you can finish your route where it began, after having traveled the heart of Tuscany with your rental car. Do not think twice and rent a vehicle at the Pisa Airport to enjoy your driving route through Italy at your own pace, making the most of your holidays.