Cortona + Assisi day tour from Siena


We offer you a private customized tour of the most spectacular monuments and sights of Cortona and Assisi with our comfortable and air conditioned Sedan/Van departing from Siena. You will have a fluent English speaking driver, very knowledgeable who will guide you through the discovery of these two incredible medieval cities, reaching the main streets and squares, hopping on and off the car as much as you want.

Driving through the comfortable “Autostrada del Sole” (highway of the Sun) we will reach the charming town of Cortona located in the extreme south of Tuscany. Perched on a mountain, 600 metres above the sea level, Cortona belonged to the “Dodecapolis” (12 main cities) at the time of the Etruscans and still today we have great evidence of this incredible civilization thanks to the necropolis,  the city walls and  the best Etruscan Academy of the area. The town is today known all over the world because it was the setting of the Book and Movie UNDER THE TUSCAN SUN.

We will reach the highest part of the town and visit the Sancutary of St. Margaret, most important church of the town, then continue to the historical centre and stroll through the lovely Via Nazionale, Piazza della Repubblica, Piazza Signorelli and enjoy the shopping area or visit the Etruscan Academy.


Lunch timeRelax and enjoy a typical meal. Would you like to have it reserved?

Do not hesitate to ask and we will book it for you!


Driving south into the region of Umbria we will reach the beautiful town of Assisi, birthplace of St. Francis, pink city because of the colour of the brickstones, typical Roman and medieval village and one of the most important pilgrimage destinations in Italy.

We will reach the highest part of the town and start our walk towards the Basilica of St. Claire (the Saint is preserved in a glass coffin in the crypt), then reach the city hall square dominated by its Roman Temple of Minerva dating back to the 1st century B.C. and take the main shopping street in direction of the
Basilica of St. Francis. This church was built in 1228, it is decorated with amazing frescoes by Giotto and Cimabue and preserves the body of the Saint in the crypt.

Return to Siena.


Duration: 8 hrs approximately

Meeting point: at the hotel


Payment: cash on the spot or paypal in advance (+4%)


Need more? Ask us!


  • Comfortable and air conditioned Sedan/Van for the whole day (10 hrs)
  • Assistance of our professional English speaking driver  (10  hrs)


  • Admissions to churches and museums

PRICES (per group)

1 to 3 persons
on request
4 to 6 persons
on request
7 to 8 persons
on request