ITA-VDO1

Arrival in Montepulciano by train or bus, easily reached from Rome, Florence or Pisa; catch the train to Chiusi, then take the local bus or a short taxi ride into the town. However you choose to travel to Montepulciano, you're sure to get a glimpse of the rolling hills of the Tuscan countryside that you'll be exploring over the coming week.

1. AccommodationMontepulciano

Begin your walk at the San Bagio church, following rolling Tuscan countryside to the quaint, picturesque settings of Pienza, famous for its delicious pecorino cheese and truffles; very much worth a sample. There is an optional detour to the town of Monticchiello (+2km), a relaxed town, ideal for a coffee or bite to eat!

1. Montepulciano to Pienza
2. AccommodationPienza

A few gentle hills on this walk through a landscape dotted with cypress trees, oak woods and the walled, stone towers of the region’s pretty villages. End today’s walk in the thermal bath town of Bagno Vignoni.

1. Pienza to Bagno Vignoni
2. AccommodationBagno Vignoni

The day begins with a transfer to the village of Castelnuovo dell'Abate where you should take your time to enjoy the Abbey of Sant'Antimo, one of the best examples of medieval monastic architecture. The Romanesque Abbey was built in the 12th century but is said to have been originally founded by Charlemagne in the 8th century. You will follow a beautiful and panoramic walk with spectacular views over the Orcia Valley, before the final few kilometres takes you through woodland to Montalcino. At the end of the day you can relax and enjoy one of the outstanding local wines.

1. transfer

2. Castelnuovo dell'Abate to Montalcino
3. AccommodationMontalcino

* Please note dependent on accommodation availability this walk may be extended by 3km. Today’s walk takes place in the Brunello region, renowned for its fine wines. On your way through the beautiful Tuscan landscape of the Crete Sensi, you’ll pass vineyards and olive groves to Pieve a Salti, with a transfer to your accommodation in Buonconvento.

1. Montalcino to Pieve a Salti
2. AccommodationPieve a Salti

The day begins with a transfer to the red brick monastery of Monte Oliveto Maggiore. This is a short, though fairly strenuous day involving a number of undulating gradients on your way back to Pieve a Salti through rugged Tuscan landscape. Transfer back to Buonconvento.

1. transfer

2. Monte Oliveto Maggiore Monastery to Pieve a Salti
3. AccommodationPieve a Salti

a.m. - Transfer to Monteroni d’ArbiaThe trail out of Monteroni d’Arbia winds its way around a classic Tuscan landscape of rolling hills and hamlets with panoramic views over the hills to the town of Siena beyond. There is a taxi transfer from Arbia to the famous town of Siena, preserved in its captivating medieval design.p.m. Transfer to accommodation in Siena

1. transfer

2. Monteroni d'Arbia to Arbia
3. transfer
4. AccommodationSiena