Visiting Arezzo and Cortona in a single day is a journey through history, art and food and wine traditions. These two Tuscan cities offer the perfect mix of culture and authentic flavors, making for an unforgettable experience. In this guide you will discover what to see in Arezzo and Cortona and how to end the day with a tasting of local wines.
Arezzo: History and Renaissance Beauties
Arezzo is one of the most fascinating cities in Tuscany, rich in monuments, churches and works of art. To stroll through its historic center is to be immersed in a unique medieval and Renaissance atmosphere.
What to see in Arezzo
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Big Square
- The heart of the city, surrounded by historic buildings and home to the famous Saracen Joust.
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Basilica of St. Francis
- It houses the famous fresco cycle of the “Legend of the True Cross” by Piero della Francesca.
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Cathedral of Saints Peter and Donatus
- An impressive Gothic building with beautiful stained glass windows and artwork.
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Medicean Fortress
- An extraordinary vantage point to admire the city and the Val di Chiana.
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Italy Course
- The main street of shopping and craft stores.
Curiosity about Arezzo
- Arezzo was the set of Roberto Benigni’s Oscar-winning film La vita è bella.
- The city is famous for its goldsmithing tradition and Antiques Fair, one of the most important in Italy.
- Every June and September there is the Saracen Joust, a medieval tournament with costumed knights.
Cortona: A Medieval Postcard Village
After visiting Arezzo, the journey continues to Cortona, a small jewel perched on a hill, with spectacular views of the Val di Chiana and Lake Trasimeno.
What to see in Cortona
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Republic Square
- The central square, dominated by the Town Hall with its scenic staircase.
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Diocesan Museum
- It exhibits works by artists such as Fra Angelico and Luca Signorelli.
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Hermitage of the Cells
- A place of peace and spirituality linked to St. Francis of Assisi.
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Fortress of the Girifalco
- A vantage point from which the entire Chiana Valley can be seen.
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National Street
- The main street, perfect for strolling among craft stores and gourmet stores.
Curiosities about Cortona
- Cortona became famous thanks to the book and movie Under the Tuscan Sun.
- It is one of the oldest Etruscan cities in Tuscany, with well-preserved historical artifacts.
- Local cuisine features dishes such as ribollita, Chianina steak, and handmade pici.
Wine Tasting in Val di Chiana
After exploring Cortona, it is the perfect time to end the day with a tasting of local wines. The Val di Chiana is renowned for producing fine wines, including:
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Syrah of Cortona DOC
- An intense and spicy red wine, perfect with red meats and aged cheeses.
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Wine Nobile di Montepulciano DOCG
- Produced in the nearby hills of Montepulciano, it is one of Tuscany’s finest wines.
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Chianti Colli Aretini DOCG
- An elegant wine with fruity notes, ideal to accompany typical Tuscan dishes.
Why choose a wine tasting?
- Learn about the history and process of winemaking directly from local producers.
- Tasting wines paired with typical products such as pecorino cheese, cured meats and bruschetta.
- Admire the vineyards and enjoy a relaxing moment surrounded by the Tuscan countryside.
Conclusion
A tour of Arezzo and Cortona with wine tasting is ideal for those who want to immerse themselves in the history, art and authentic flavors of Tuscany. If you want to discover these cities with no worries, Tuscany By GC organizes private chauffeured tours for an exclusive, tailor-made experience. Contact us for your personalized itinerary!
