Enchanting Tuscany - self guided
This Tuscany hiking tour starts in Montepulciano and goes to Pienza and finishes in Montalcino, where along the way you will visit the villages and scenery that have made Tuscany famous. You can enjoy very charming 3/4 star accommodations and devour your choice of divine mediterranean cuisine. The hilly terrain makes this tour somewhat challenging!
Pienza and Monticchiello
Come and see Tuscany at four miles per hour!
If you are enchanted by the ethereal photographs you have seen on our web site and all over the world, we urge you to consider spending a day in the country, walking at your own pace on dirt roads through vineyards and olive groves.
As you pass the ancient farmhouses, each one marked by its two rows of proud cypress trees, you are likely meet some of the inhabitants who dwell there, tending their gardens, milking their sheep, searching the skies for the omens that will tell them exactly what day to start the most important activity in any Tuscan's life, la vendemmia the grape harvest that must not be done too soon nor even a moment too late.
Pristine charm of Chianti
One of the most famous and best loved regions of Tuscany, Chianti is as rich in history and culture as it is in wine and olive oil. Stretching from Florence to Siena, its rolling landscape offers breathtaking vistas on rows of vineyards, woods and fields dotted by medieval castles, pristine fortified towns, important monasteries and churches.
Our itinerary of trails and dirt roads offers the chance to live out a slow-speed adventure on foot: you will explore the Chianti most secluded spots and appreciate its unique charm.
Starting from Siena we’ll encircle the beautiful Chianti countryside with its breathtaking sceneries that we have come to know and love so much and complete our tour by walking along waves of clay in the “Crete”, through a landscape of sculpted curves designed over the centuries by wind, rain, and mantified towns, important monasteries and churches
Villa Poggiano walking stay
Walking is the best way to experience the essence of Tuscany, its rolling hills, vineyards , valley bathed in golden sunlight, olive trees and of course our cousine, the red wine and the warm welcoming of Tuscan people.
Walking through Orcia Valley
Val Orcia is not a place to be rushed through. The mystique of this land lies not only in its landscape, but also in its nature, its wines and its history: oak woods, olive groves and vineyards watch over enchanting hillsides, medieval villages and historical monuments.
Our itinerary of trails and dirt roads offers the chance to live out a slow-speed adventure on foot: you will enter the heart of the valley and appreciate its most minute details, far removed from traffic and chaos.
From Siena to Pienza to Montepulciano, you will cross the region at our pace while our view takes in the rolling silhouette of the hills that seems to go on forever. Then we’ll climb up to Montalcino through Brunello vineyards and enjoy the breathtaking panoramas which are in store for you along the hill crest from Radicofani to Contignano.