This itinerary is suitable only for those ready to cover a distance of over 80 kilometres. The not many difficulties are concentrated in the first section.
The itinerary is part of an ancient road, originally linking the Etruscan towns of Arezzo and Fiesole, which became a classical trade route during the Middle Ages. Along it, it is possible to admire Medieval churches, quaint hamlets, touching landscapes and, finally, the historical centre of Arezzo.

Partendo direttamente da Villa Tanini si raggiunge la Pieve di Cascia. From the pieve, a narrow road on its left leads to the bottom of the valley. From here, get on the road named “Setteponti”, because of the several bridges over the streams coming down from Pratomagno. This section of the bicycle ride can be enjoyed in full relaxation, among vineyards and olive groves, taking in several villages and hamlets, with interesting evidence of their Medieval past: the Romanesque pieve of Pian di Sco, Badia a Soffena and the “terre murate” (fortified villages) at Castelfranco di Sopra. Once in the vicinity of Loro Ciuffena, we recommend to get into the village along the picturesque road which departs from the left of the imposing bridge (via del mulino). The most fit athletes can also ride up to the remarkable pieve of Gropina, a steep kilometre from the village.
The itinerary now proceeds on the plain, with some pleasant descents, to Castiglion Fibocchi (Medieval town). At Buriano, cross the river Arno over the medieval bridge, famous because Leonardo da Vinci, in the middle of a natural park. From the bridge of Buriano (where we recommend a stop in the park, on the right before crossing the river) the road gently goes uphill again, ending up in a final straight stretch leading to Arezzo. Here, keeping an eye on your watch, pedal all the way to Piazza Grande, the main square in the historical centre and from there down along Corso Italia to finally reach the railway station. If you are tired you can contact the owner of Villa Tanini for coming back by car.

By leaving directly from Villa Tanini and following the road signs first for FIGLINE and then for GREVE, you will meet up with State Road 222, known as the “Chianti road”. Already from the ascending road that leads from Figline to the Sugame pass, which connects the Valdarno with Chianti, you can admire very lovely vineyards and olive groves. From GREVE you can continue in the direction of RADDA IN CHIANTI, another characteristic village surrounded by vineyards. By making a detour of a few kilometres, you will reach GAIOLE, another charming and ancient village. From there, continue in the direction of CAVRIGLIA, from where you can continue downwards towards the town of San Giovanni Valdarno, or take the road that leads upwards to LUCOLENA, continuing then downwards to FIGLINE, and then return to Villa Tanini.Naturally, all along this itinerary there are many places in which to stop and enjoy some good Chianti wine and other specialities of the zone. If this entire itinerary is overly demanding,or if you prefer to go to some other locality from which to begin your tour, we can arrange for someone to accompany you by car, which will then return to pick you up at the time and in the place that you prefer.

By leaving directly from Villa Tanini after few hundred meters downstream, stands the Romanesque Pieve of S. Pietro a Cascia, with a characteristic colonnade: the visit is a must, not just for the architectural features but for the masterpiece hanging in it: the Triptych painted by the young Masaccio.
Behind the church is the Museum of sacred Art. From the Pieve we take the uphill road to Reggello the road passesthroug the hamlet of Cancelli with ample views on the steep cliffs that border the plate an covered with olive groves in few minutes we can reach the castle of Sammezzano on a hill above Leccio village, a moresque building, located in a nice park with age old trees. Back to Leccio and follow the road to Incisa where we can visit the Castle and a old Tower. From the village of Incisa we go back few hundred meters and we take the road 69 through Matassino after 1-2 Km there is the road to came back to Villa Tanini.