Chianti hills

Chianti vineyard village cypress.jpg

Chianti hills – walking between Florence and Siena

A walking tour in the Chianti area will take you back in time. It will give you a taste of a glorious present and past. Chianti’s spectacular landscape has long been a source of inspiration for writers and painters.
Walking along country paths, cypress-lined roads, and “strade bianche”, you can reach charming hilltop towns. You can enjoy lovely views from the vineyards to the wooded hills sprinkled with country houses, parish churches, and quiet villas.
Our hiking tours unveil the natural glory of the Chianti region. We’ll guide you through vineyards and olive groves far from the main tourist tracks. We’ll pass by romantic ruins of ancient castles and fortifications. You’ll learn about history, culture, nature, agriculture, and local traditions.
And, of course, during the walk we can stop in a local winery for a great wine tasting.

Must do among the vineyards:

walk through the Tuscan countryside, learning about the sharecropping tradition.
hike the panoramic hills in the very heart of the Chianti Classico wine region.
meet and talk to the people who stick their hands into the barrels and grapes.
learn about local flora, fauna and the origin of the Tuscan landscape.
feel as though you’re strolling into a Renaissance painting.
walk on Etruscan trails and pilgrims’ paths.


• Fonterutoli, the village where the legend of the Gallo Nero (Black Rooster) begun
• Castellina in Chianti, Radda in Chianti, and Gaiole in Chianti, the cities of the Medieval Chianti League
• The ancient hamlets of Vagliagli, Volpaia, and San Gusmè
• Brolio Castle, where Barone Ricasoli created the modern recipe for Chianti wine
• The Via Romea and other ancient trails that connected Florence with Siena

what people say about us

Amazing fall day together with Daniele, our guide for a countryside walk around Siena!
While strolling across beautiful sceneries we got many information about history and nature of Tuscany, directly from a local guide. Jack USA