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Hill Towns of Tuscany Highlights

From £910.00
6 Days & 5 Nights
Read 22 reviews

Hill Towns of Tuscany Highlights

  • Explore the famed hill towns of Southern Tuscany on foot
  • Scenic walks between Renaissance and medieval towns, vineyards, and olive groves
  • Relax and recharge in the thermal baths at Bagno Vignoni
  • Time to reflect and listen to the sound of monastic chants in Sant’ Antimo Abbey
  • Fantastic cheese, pasta, and wine including Brunello di Montalcino and Nobile di Montepulciano
This highlights tour showcases Renaissance and medieval towns nestled amongst the hills of south Tuscany. Walk from Montepulciano to Pienza, visit Sant’ Antimo Abbey and the baths at Bagno Vignoni. Then it’s on to Montalcino before finishing in the ‘Crete Senesi’ area around Buonconvento. Slowly make your way on foot through these tranquil wine regions and escape the pace of 21st century life whilst discovering the highlights of southern Tuscany’s architecturally and historically fascinating towns and monasteries.


Day 1 Arrive in Montepulciano, transfer to the town centre Day 2 Walk from Montepulciano to Pienza 9 miles / 15 km Day 3 Walk from Pienza to Bagno Vignoni Thermal Baths 9 miles / 14 km Day 4 Walk from Bagno Vignoni to Sant’ Antimo Abbey; transfer to Montalcino 8 miles / 13 km Day 5 Walk from Montalcino through the Crete Senesi to near Buonconvento 10 miles / 16 km Day 6 Transfer to Buonconvento Train Station; onward travel

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Reasons to believe in Macs Adventure:
The Biggest Choice

The Biggest Choice

Self-guided walking & cycling is all we do - we have over 500 tried & tested trips.
Our Heritage

Around Since 2003

We’re still founder led & the world’s number one self-guided operator with mountains of experience.

18,000+ Customer Reviews

Plus, with a Feefo Platinum Service Award & a British Travel Award, you know you're in good hands.
Positive Impact

Positive Impact

We use independent suppliers to support communities along our routes, as well as work with organisations to help maintain & restore paths.
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