Tuscany Classic

Arrival at Chiusi Chianciano train station in the morning/ early afternoon and transfer on your own to the first hotel in Pienza, your home for the next two nights. The 'perfect town' almost entirely built between 1459 and 1462, Pienza is a remarkable example of Renaissance-era town planning. If you have even the least appreciation for beautiful architecture, it is a treat to stroll about its cobblestone streets. Gift hunters will also be enthralled, and Pienza is a veritable gastronomic paradise.

If you arrive early enough, the first loop is to San Quirico to test the bicycle and the equipment! Stop in the village at Horti e leonini Garden, the top attraction of town.

Distance : 22 Km (14 mi)

Loop ride to Montepulciano and Monticchiello. Start your day with a pleasant downhill, You'll follow a route that winds through a scenic landscape checkered with vineyards, cypresses, and medieval villages. This is where 'the English Patient' was filmed. Among the sites you'll ride through there are the hilltop villages of Castelmuzio and Petroio. Today's ride will take you to Montepulciano, which is famous for the production of Vino Nobile di Montepulciano. After a stroll about the medieval streets of this village, you can stop to visit one of the typical wine cellars in town, the oldest one which is situated under the Ricci Palace. Back to Pienza through Monticchiello another hilltop village !

Distance : 52 Km (32 mi).

Elevation: 1058m

Bike ride to Montalcino . Today's ride will take you to Bagno Vignoni, a thermal spa town that dates back to Roman times right before reaching the beautiful Castiglione d'Orcia, with the imposing Rocca A tentennano. Enjoy a long downhill to the monastery of Sant Antimo, your next stop: if you have luck, you will hear the monks chanting. On your way to the Etruscan village and wine town of Montalcino, where you will stay for next three days, you'll pedal through magnificent vineyards. It is a fortified town which was used as a shelter by Siena nobles during the 16th Century, but today it is even more famous thanks to the production of one of Italy's premier fine red wines, Brunello di Montalcino.

Distance : 44 Km (27 mi).

Elevation: 856m

Your detailed directions will take you through typical postcard scenery of Tuscany, Italy’s most photographed region—for good reasons. Following a picturesque crest road, you’ll ride by Monte Oliveto Maggiore Abbey , a Benedictine abbey built in the 13th century and famous for its frescoed cloister and stunning setting.

Afterwards, you'll travel through the fascinating area called Le Crete, Tuscany's answer to the Badlands. Here the verdant hills give way to little domes of clay and Tuscany reveals another face of its identity, an unusual, almost lunar landscape of chalk cliffs and gullies soaked in a primeval atmosphere. Back via San Giovanni d’Asso, the truffle village in Tuscany.

Distance : 46 Km (29 mi).

Elevation: 695m

Start with 10 km descent and pass through Buonconvento, Heading northbound to Siena, where more gorgeous cycling on secondary roads. In the village of Murlo, you can visit the fascinating Etruscan Museum, one of the highlight of the day.

Continue to Ville di Corsano always on a breathtaking scenery up to Siena arch gate Porta San Marco. Often described as Italy's best preserved medieval city, Siena rivaled Florence for dominance in Tuscany during the 1300s. You'll have time to take a leisurely stroll about this medieval art city in the afternoon and to visit Piazza del Campo, Torre del Mangia and the famous Duomo. Piazza del Campo is famous because here it is held twice a year the disputed “Palio” horse race, which opposes the 17 “contrade” of this fascinating city.

Distance : 55 Km (34 mi).

Elevation: 857m

Loop Ride from Siena to Gaiole and Radda 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 just before Radda in Chianti. Back to Siena via chiantigiana road.

Distance : 55 Km (34 mi).

Elevation: 936m

Today is departure day, you can take your time getting started in the morning, have breakfast and depart at your leisure from Siena. From Siena, you will find directs trains to Rome (3 h) and Florence (1h45). According to your program, we can arrange accommodations and transportation. (Depart on your own).