Pienza to Castellina in Chianti: Yes, there are hills to climb, but your efforts will be well rewarded. After spinning through rolling vineyards, golden wheat fields and chalky white hills by day, savor pecorino cheese, homemade pasta, fruity olive oils, celebrated Tuscan wines.


Day One: Pienza - Welcome
We'll meet you at Pienza, the purest Renaissance town in the world (you will arrive by the train to Chiusi-Chianciano station, a major stop on all the Rome-Florence lines). Your charming hotel Il Chiostro is housed in a 15th-century convent in a quiet, secluded location right in the center of town. Meet us for the bike fitting session and to receive all the packages - maps, instructions, equipment - of the tour.
Overnight in Pienza hotel Relais Il Chiostro.


Day Two: Montepulciano
Length: 50 km.
Your tour starts with a circular ride from Pienza. Be sure to stop along the way to visit the remote convent where parts of The English Patient were filmed, and in the enchanting little hamlet of Castelmuzio. By lunchtime you'll come to Montepulciano, the jewel of southern Tuscany. After relaxing a while, return to Pienza with a stop in the village of Monticchiello, the quintessential Tuscan hill town. Overnight at hotel Relais Il Chiostro di Pienza.


Day Three: Montalcino
Length: 46 km.
Ride from Pienza to Montalcino, with a pause in fairy-tale Bagno Vignoni, a miniature spa that is among the most unique towns in Europe. You can have lunch in Castiglione d'Orcia, then push on to the monastery of Sant'Antimo, where you might catch one of several vesper services performed each day by the monks. The famed wine town of Montalcino is your destination. Visit the fortress to see a breathtaking view of the entire valley you've just biked, then reward yourself with dinner at our favourite restaurant.
Lodging at enchanting Hotel Vecchia Oliviera

Day Four: Siena
Length: 60 km.
Ride from Montalcino to Siena. On the way you'll coast along the forested crest of a ridge, home to the famed Monte Oliveto Maggiore monastery. Stop here to visit the beautiful buildings and perhaps have lunch at the restaurant. Afterwards, you'll travel through the fascinating area called Le Crete, Tuscany's answer to the Badlands, and finally arrive in Siena.
You will stay in a historic Hotel Chiostro del Carmine, in the center of town with a beautiful cloister.


Day Five: Chianti
Length: 45 km.
Ride from Siena to Castellina in Chianti. Along the way you can visit Castelnuovo Berardenga, a medieval town that marks the gateway to Chianti country. Not far away is Castello di Brolio, a castle that you can visit. There's also the chance to shop at a first-class ceramics workshop. Accommodations tonight are in Castellina at the charming Hotel Palazzo Squarcialupi.


Day Six: Greve in Chianti
Length: 40 km.
Circular bike ride to Panzano and Greve in Chianti. Have a stop at Greve's main piazza, characterized by an original formation of irregular triangular shape, defined by beautiful long porticos. Lodging at Hotel Palazzo Squarcialupi in Castellina.


Day Seven: Monteriggioni
End of tour after breakfast – optional short ride to Monteriggioni.
Departure: train and bus available to reach Firenze where extension of vacation is suggested or where you can take fast train to other town


Duration: 7 days / 6 nights;


Tour Departures:
Any date between 15th March to end of October
This is a self-guided touring and offers total freedom of dates - you can choose whatever dates you wish. We can accommodte small paries of 2 persons up to large groups.


Note
- that a 4 nights option - ending in Siena - is also available
Ask for details.