Road trip through Tuscany

Between cypress avenues and olive groves.

11 March 2021

If you want to discover Italy in all its diversity, the best thing to do is to make an Road Trip through the charming and impressive country. Tuscany in particular is perfect for this, because you can't help but be amazed. The landscape is surrounded by olive groves, vines, cypress trees, rolling hills and picturesque villages. Postcard motifs say hello!

If you decide to go on a road trip, you should plan at least 10 to 14 days to enjoy your vacation to the fullest. Here are 8 places that you should not miss.



The capital of Tuscany is a great place to start your road trip. Sights such as the imposing Santa Maria del Fiore Cathedral, the amazing Campanile di Giotto bell towers and the historic Piazza della Signoria make for an impressive start to your holiday.

The perfect starting point for the road trip is the capital of Tuscany: Florence.


We continue to Lucca, a charming little town with a medieval flair. The city is surrounded by a very well preserved wall and thus provides a very special ambience. A highlight is the Piazza dell'Anfiteatro - a square built on the ruins of a Roman amphitheatre.

The small town exudes medieval charm.


Whoever thinks of Tuscany, automatically has the famous Leaning Tower of Pisa in mind, which is also one of the landmarks of Italy. Therefore, the city of Pisa must not be missing on the route. Right next to it is the Cathedral of Pisa, an imposing and playful building. Speaking of playful: the small streets of the city, where a colorful hustle and bustle takes place, convey the Italian attitude to life pure.

The Leaning Tower of Pisa is one of Italy's must-see sights.


Next stop: the Tuscan west coast. Livorno is one of the most beautiful port cities in Italy, famous for its Renaissance fortresses, the central promenade with checkerboard pavement, the 16th century Fortezza Vecchia fortress and the modern port. Typical of the city are also the quarters criss-crossed by canals. We then continue to Piombino, from where the ferry takes us directly to the island of Elba.

Livorno is a beautiful harbour city.

Island of Elba

The island life on Elba has something to offer for everyone. Whether dreamlike hikes, exciting city trips or relaxing days at the beach. The crystal clear water invites you to swim and the charming places are just waiting to be explored. By the way: The island is especially famous for Napoleon Bonaparte, who spent his exile there.

On the island of Elba, hikes can be combined with sightseeing tours and beach days.


Then it's back towards the mainland and away from the beautiful Mediterranean. Because the dreamlike village of Montalcino is already waiting. The town, which is best known for its Brunello wine, stretches out amidst the hilly landscape. There's plenty of it there, because it also serves as the perfect companion to enjoy the breathtaking panoramic view.

Montalcino is best known for its Brunello wine.


The penultimate stop is the Gothic pearl of Siena. Especially worth seeing is the Santa Maria Assunta Cathedral with frescoes by artists such as Donatello, Michelangelo, Ghirlandaio and Pinturicchio. But the square in front of the fortress is also worth a visit, especially when the entire culinary industry of Italy gathers there on market days.

Siena must not be missed on the road trip through Tuscany.

San Gimignano

Slowly it goes back then again in the direction of Florence. But before that you should definitely stop in San Gimignano. Due to the numerous towers, the city is often referred to as the Manhattan of the Middle Ages. While there were once over 70 towers that dominated the beautiful cityscape, today there are only 15. However, you can only visit one tower: the Torre Grossa.

San Gimignano is also known as medieval Manhattan.

Picture Credits: Klaus Stebani / Pixabay, Andrea Spallanzani / Pixabay, conolan / Pixabay, Christoph Schrattbauer / Pixabay, Angelo Lanzetta / Pixabay, DanieleFiaschi / Pixabay, Gianni Crestani / Pixabay, David Mark / Pixabay, Makalu / Pixabay

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