Cortona and Arezzo Full-Day Small-Group Tour from Rome

Rome, Italy

Experience Rating

Visit two of Tuscany’s spectacular hilltop towns on a full-day, small-group tour from Rome to Cortona and Arezzo, and discover historic architecture, artwork, and neighborhoods with views of the Tuscan countryside. Take in film locations from ‘Under the Tuscan Sun’ and ‘Life is Beautiful’ as you spend the day with a knowledgeable guide, exploring Tuscany at its most picturesque. This full-day tour includes pickup at centrally-located Rome hotels, and is limited to 15 people for a personalized experience.
  • Full-day trip to Cortona and Arezzo from Rome
  • Visit Tuscany on a day trip
  • Tour film sites from two beloved movies
  • Guided tours of both destinations
  • See important art and architecture
  • Small group tour limited to 15
  • Hotel pickup and drop-off in central Rome

Professional guide
Hotel pickup and drop-off (hotel inside aurelian walls)
Small group limited to a maximum of 14 people

Departure Point

Traveler pickup is offered
Pickup is available or all the accomodation within the Aurelian walls

Departure Time

7:30 AM

Hotel pickups commence approximately 30 - 60 minutes prior to this time

Start with morning pickup at your hotel in Rome, then leave the city behind on the 127-mile (204-km.) trip to Arezzo, whose expansive plaza was part of the set for Roberto Benigni’s “Life is Beautiful.” The historic center sustained heavy bombing during the Second World War, but you’ll find wonderful architecture that’s survived through the centuries. See the Church of San Francesco Arezzo, a medieval landmark with a cycle of vivid frescoes that includes 'Legends of the True Cross' by Piero della Francesca, then visit the Arezzo cathedral to see gorgeous stained glass and another Piero della Francesca work, 'Mary Magdalene.'

From Arezzo, continue to Cortona, a hilltop city with a long history. Join the guide for a tour of the places where “Under the Tuscan Sun” was filmed, with plenty of time to see the town’s most beautiful (and unusual) places. One highlight for many visitors is the elegant Bramasole, a key setting in the movie and perfect example of a classic Tuscan villa.

Following your time in Cortona begin the return trip to Rome, where this tour concludes with drop-off at your hotel.
Stop At:  
Church of San Francesco Arezzo
The Basilica of San Francesco is a late Medieval church in Arezzo, Tuscany, Italy, dedicated to St Francis of Assisi. It is especially renowned for housing in the chancel the fresco cycle Legends of the True Cross by Piero della Francesca.
Duration: 1 hour 
Admission Ticket Included
Stop At:  
Piazza Grande
Piazza Grande is the heart of Arezzo and is one of the most beautiful piazzas in Tuscany, thanks to the buildings coming from different periods in history that overlook the piazza like a stage setting. Known for its odd form because of it being built on a downhill slope, during the Middle Ages, the piazza was the location for the market, and during the Renaissance it became the center of the city’s civic life. Every first weekend of the month, on Saturday and Sunday, the Piazza also hosts the major Antiques Fair, one of the most important of its kind in Italy, established in 1968.
Duration: 1 hour 
Admission Ticket Free
Pass By:  
Frances Mayes lived villa Bramasole and, in 1996, she published the book "Under the Tuscan Sun: At Home in Italy". The book is a memoir of Mayes buying, renovating, and living in an abandoned villa in rural Cortona in Tuscany. The villa Bramasole built in 1504 was used as the location for the 2003 film Under the Tuscan Sun.
Duration: 30 minutes
Admission Ticket Free
Pass By:  
Eremo Le Celle
Known as Le Celle, this Franciscan hermitage is just five kilometres from Cortona at the feet of Mount Sant’Egidio. It was erected between 1211 and1221, and it briefly housed St Francis of Assisi himself in his lifetime.
Duration: 30 minutes
Admission Ticket Free
Pass By:  
Piazza della Repubblica
Piazza della Repubblica is the heart of Cortona. It has been the center of the city since Roman times when the Forum was located here. The focal point of the Piazza is the Palazzo del Capitano that was built in the 1200s as the seat for the "captain" (the poltical ruler), the striking bell tower was added in the 15th century. It served as cardinal's residence for a time before becoming the town hall.
Duration: 45 minutes
Admission Ticket Free
Pass By:  
Basilica di Santa Margherita
Basilica of Santa Margherita is a Neo-gothic style, Roman Catholic church, located just outside the Tuscan town of Cortona, Italy, at the intersection of Via delle Santucce and Via Sant Margherita, on a hill just below the Fortezza Medicea, and dedicated to a native saint of town (Margaret of Cortona)
Duration: 45 minutes
Admission Ticket Free
  • Confirmation will be received at time of booking
  • Semi Private Tour
  • We suggest to wear comfortable clothes and shoes. In summer, bring a bottle of water; in winter, don't forget an umbrella
  • The pick-up is provided only for the hotels located in the centre of Rome, so it is important to communicate the name and address of the hotel where you are staying, to organize the service in the best way
  • This tour/activity will have a maximum of 14 travelers

Cancellation policy

For a full refund, cancel at least 24 hours in advance of the start date of the experience. Learn more about cancellations.

  • Reserve Now & Pay Later

    Secure your spot while staying flexible


Customers have also been looking at these Rome Experiences
More Experiences in Rome that we Recommend