San Gimignano+Monteriggioni

San Gimignano as seen from the country roads

San Gimignano & Monteriggioni – towers and vineyards

Set in spectacular surroundings, the ancient towns of San Gimignano and Monteriggioni are the best examples of Medieval towns in Italy. They are famous for the well preserved Medieval towers and walls. These impressive structures survived the centuries and are still standing today.
The rolling hills surrounding these hill towns are one of the most harmonious landscapes of Tuscany. The centuries-old cultivation of olives and the local wine known as Vernaccia have given this area an incomparable identity.
On a walking tour in this gorgeous region, you can experience the beauty of the mixture between the Tuscan countryside and the glory of its Medieval past.
The emphasis of our hiking trips is to enjoy one of the most renowned landscapes in Tuscany. You’ll walk the rolling vineyards, the forests, the cypress-lined roads, and the fields where poppies grow. You can enjoy all of these views following the “strade bianche” and country paths, which have barely changed for hundreds of years.

In the hills around Siena you can:

walk the vineyards of Vernaccia di Sangimignano.
hike through the heart of Medieval Tuscany.
cross undulating farmlands, pass hamlets, castles and Romanesque abbeys.
discover a landscape that has not changed since the Middle Ages.
admire the rural landscape shaped by the so called “Poderi“.


• The Via Francigena, a pilgrimage route walked by thousands on their way to Rome
• Colle Val d’Elsa, the Medieval town famous for its crystal production
• The Elsa River, which powered paper mills and ironworks for centuries
• Abbadia a Isola with its Romanesque abbey
Pristine Medieval villages in the Tuscan countryside

what people say about us

My husband and I had a wonderful day with Marco. We walked along the Via Francigenia in Tuscany.
We love to walk around Toronto, but not so fit, so were a bit worried beforehand about how a cross-country walk would work out.
Marco’s choice of route worked perfectly for us. Gwenda Canada