FLRO4 - Castiglione del lago & Cortona, on the way to Rome

Embark on a beautiful day trip from Florence as you head south to Rome, with two of Tuscany’s most charming towns, Castiglione del Lago and Cortona, as your scenic stops. This Florence sightseeing tour takes you through the heart of Tuscany and Umbria, offering the perfect mix of history, stunning landscapes, and local culture. Discover the beauty of Lake Trasimeno, explore the ancient hilltop town of Cortona, and enjoy the relaxed pace of life in these timeless towns before continuing your journey to Rome.

Your sightseeing Florence experience begins as you leave the city and travel through the picturesque Tuscan countryside. As you make your way towards the stunning region of Umbria, the rolling hills and verdant landscapes unfold before you, offering the perfect introduction to the beauty of central Italy.

Castiglione del Lago: A Lakeside Gem

Your first stop is Castiglione del Lago, a quaint medieval town set on the shores of Lake Trasimeno, one of Italy’s largest lakes. The town is famous for its spectacular views over the lake and its well-preserved historical centre.

Medieval Town of Castiglione del Lago: Stroll through the narrow streets of this charming town, which is dominated by its impressive Rocca del Leone, a 12th-century fortress. From here, you’ll have panoramic views of Lake Trasimeno, surrounded by rolling hills and small islands, making it a perfect spot for photos.

Lake Trasimeno: The lake has been a popular destination for centuries, and you’ll have time to take in the tranquil surroundings. You may also choose to visit the lakeside or enjoy a coffee in one of the many cafes overlooking the water.

Local History and Culture: Castiglione del Lago is rich in history, and its position on the lake has made it a key strategic location throughout the centuries. The town’s castle and historical walls are remnants of its past, offering a fascinating glimpse into the region’s medieval and Renaissance history.

Cortona: A Hilltop Gem of Tuscany

Next, continue your journey to Cortona, a hilltop town in Tuscany that dates back to the Etruscan period and is renowned for its stunning views, historical sites, and artistic heritage.

The Heart of Cortona: As you climb the winding streets of Cortona, you’ll be greeted by narrow alleys, stone buildings, and charming squares. The town’s unique location atop a hill offers some of the best views in Tuscany, stretching across the surrounding valleys and forests.

Piazza della Repubblica: Start your visit in the Piazza della Repubblica, the main square of Cortona. Here, you’ll find the Palazzo Comunale, a beautiful town hall that dates back to the 13th century, and the Church of San Domenico, with its remarkable architecture.

Historical and Artistic Treasures: Cortona is known for its role in the Renaissance, and you can visit important sites such as the Diocesan Museum, which houses art by artists like Fra Angelico and Luca Signorelli. You can also visit Santa Maria Nuova and its 13th-century frescoes. Panoramic Views: Don’t miss the stunning views from the top of the town, where you can see the surrounding Valdichiana valley and the Lake Trasimeno in the distance. This hilltop location has long been a place of inspiration for artists, and the breathtaking views make it one of Tuscany's most beautiful spots. Cortona is one of the best-preserved Etruscan towns in Italy, and you’ll have time to explore its ancient ruins, including the Etruscan Academy Museum and the Etruscan walls, which still stand in parts of the town. The town’s fascinating Etruscan and Roman past makes it a compelling place to explore for history enthusiasts. After your time in Cortona, you will continue your journey south, heading towards Rome. The scenic drive takes you through more of Italy’s beautiful countryside, offering one last chance to enjoy the picturesque landscapes of Tuscany and Umbria before reaching the Eternal City.

This day trip from Florence to Rome via Castiglione del Lago and Cortona offers the perfect opportunity to experience two of central Italy’s most scenic and historic towns. From the lakeside beauty of Castiglione del Lago to the Etruscan heritage and Renaissance charm of Cortona, this Florence sightseeing tour provides a unique and enriching experience before arriving in Rome. Whether you’re a history lover, an art enthusiast, or simply someone who enjoys the stunning beauty of the Italian countryside, this tour offers a memorable journey through Tuscany and Umbria, adding a special touch to your travel from Florence to Rome.