Morning: Exploring Cortona’s Historic Center

1. Piazza della Repubblica
   Start your day at Piazza della Repubblica, the heart of Cortona. This medieval square is surrounded by historic buildings, including the Palazzo del Comune (Town Hall) with its iconic clock tower. Stroll around the square and enjoy the picturesque atmosphere of this ancient hill town.

2. Palazzo Comunale (Town Hall)
   Visit the Palazzo Comunale, a beautiful medieval building that dates back to the 12th century. It has been the seat of local government for centuries and represents the civic heart of the town. Climb the stairs and take a moment to appreciate the architecture and views from the upper level of the piazza.

3. Museo dell’Accademia Etrusca e della Città di Cortona (MAEC)
   After exploring the piazza, head to the MAEC Museum, located in the Palazzo Casali. This museum offers a fascinating look into Cortona’s rich Etruscan history, as well as Roman, Medieval, and Renaissance periods. Key highlights include ancient Etruscan artifacts, funerary urns, and medieval artworks. It’s a must-visit for history enthusiasts.

4. Cattedrale di Santa Maria Assunta
   Just a short walk from the Piazza della Repubblica, visit the Cattedrale di Santa Maria Assunta, Cortona’s Romanesque-style cathedral. Dating back to the 11th century, this cathedral features a simple yet elegant interior with Renaissance artwork, providing insight into the town’s religious heritage.

Mid-Morning: Scenic Views and Historical Landmarks

5. Church of San Francesco
   After the cathedral, head to the nearby Church of San Francesco, one of the most important religious sites in Cortona. Built in the 13th century, it is dedicated to Saint Francis of Assisi. Inside, you’ll find relics of the saint, including his tunic and personal belongings. The architecture of the church is simple but carries a deep spiritual significance.

6. Fortezza Medicea (Medici Fortress)
   Take a leisurely uphill walk to the Fortezza Medicea, located at the highest point in Cortona. The fortress was originally built in the 16th century by the Medici family and offers stunning panoramic views of the Valdichiana Valley, Lake Trasimeno, and the surrounding Tuscan hills. This is a perfect spot for photography and to enjoy a quiet moment while taking in the scenery.

Afternoon: Discovering Cortona’s Art and Culture

7. Eremo Le Celle
   After descending from the fortress, take a short drive or walk to Eremo Le Celle, a peaceful Franciscan hermitage located just outside the town. Founded by Saint Francis of Assisi in 1211, this tranquil retreat is nestled in the hills and offers a serene atmosphere for reflection and contemplation. You can explore the monastery, the small chapels, and the simple living quarters used by the friars.

8. Basilica di Santa Margherita
   Head back to the town to visit the Basilica di Santa Margherita, dedicated to Cortona’s patron saint, Santa Margherita. The basilica is located on a hill above the town, and from here, you can enjoy another stunning view of the surrounding countryside. Inside the church, you’ll find the relics of Santa Margherita, along with beautiful frescoes and religious artifacts.

Late Afternoon: Walking and Shopping

9. Via Nazionale (Rugapiana)
   Spend the late afternoon walking along Via Nazionale, Cortona’s main street, known locally as Rugapiana. It’s a gently sloping street lined with charming shops, galleries, and boutiques where you can browse for local crafts, antiques, and artwork. This is a great place to experience the everyday life of the town and perhaps pick up a unique souvenir.

10. Piazza Garibaldi
    End your day at Piazza Garibaldi, another scenic square offering fantastic views over the valley and Lake Trasimeno. This is a perfect spot to relax, enjoy the fresh air, and take in the stunning Tuscan landscape before you leave the town.