Tuscany, discovering the Val d’Orcia – 8 days self-guided walking package

Make your way to Montepulciano. Your walking tour of Tuscany begins in the medieval and Renaissance hill town.
Spend the next week soaking up the striking scenery of the rolling Tuscan countryside.

Starting from the Church of San Biagio, you will travel down a quiet country lane and suddenly lose yourself in the tranquil beauty.
You will soon reach the tranquil village of Montichiello, where you can enjoy a relaxing lunch or a quick cappuccino on the way to Pienza.
Picturesque Pienza is a UNESCO World Heritage Site with unique Renaissance architecture and is home to delicious Pecorino cheese and truffles.
It is the perfect place to enjoy Tuscan cuisine.

Challenge: 4 hours, 13 – 15 km, 385 m ascent, 505 m descent

Today, hike through an incredibly perfect landscape of rolling hills, majestic oaks, cypresses, and photogenic villages.
Relax in the thermal springs of Bagno Vignoni and trade the warm Tuscan sun for steamy, soothing waters.

Challenge: 4 hours, 12 km, 195 m ascent, 420 m descent

Today, you will walk mainly on wide dirt paths.
Once you reach the village of Castelnuovo dell’Abate, take time to enjoy the breathtaking beauty of the Abbey of Sant’Antimo, a former Benedictine monastery dating back to the 8th century.
The first part of the route to Montalcino is very panoramic, offering stunning views of the Val d’Orcia. The last kilometres take you through the forest.
Once you arrive in Montalcino, relax and enjoy a glass of excellent local wine.

Challenge: 4 hours, 13 km, 450 m ascent, 280 m descent

A hearty breakfast will prepare you for a long and beautiful day of hiking in the famous Brunello wine region. You will pass through vineyards and olive groves and enter the beautiful Tuscan countryside of Crete Sensi and Buonconvento.

Challenge: 5 hours, 15 -18 km, 316 m ascent, 619 m descent

Your short, undulating day begins with a transfer to the Abbey of Monte Oliveto Maggiore, a striking red-brick monastery set in the rugged Tuscan countryside.
After an early visit to avoid the crowds, you’ll return to Buonconvento on foot.

Challenge: 5 hours, 14 km, 382 m ascent, 460m descent

A short transfer will take you to Monteroni d’Arbia, from where you will continue on foot to Siena.
You will pass through hills and villages until the unmistakable silhouette of the city appears in the distance.
In Arbia, you will board the train to Siena and spend the night amid the splendid beauty of the city: the great Piazza del Campo, the joyous Cathedral, and the medieval palaces that recall the “trade” of a city that took part in the dangerous wars, in which the “Palio di Siena” also took part.

Challenge: 4 hours, 10 km, 225 m ascent, 185 m descent