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Sunset over Vineyard

Tuscany - Val d´Orcia - Walking Tour

April - October
4 nights
 3 days
600 € 
Tuscany - Val d'Orcia

Start: Montepulciano         Goal: Buonconvento

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Day  1: Arrival in Montepulciano

Dag 2: Montepulciano to Pienza (13/15 km)

Dag 3: Pienza to Bagno Vignoni, pick up and transfer to Montalcino

Dag 4: Montalcino to Buonconvento (15/18 km)

Dag 5: Transfer to Buonconvento train station and departure

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​The Tuscan landscape of the Val d’Orcia will warm your heart like a classic photograph as you penetrate its natural beauty. You are in for a thrilling ride along steep valleys, dense forests, riversand the legendary “badlands” eroded clay slopes. Walk by picturesque farmhouses nestled amidst olive groves, vineyards, and fig trees on your way to the hot spring hamlet of Bagno Vignoni and the heavenly Renaissance city of Pienza. You shall visit captivating palaces, Romanesque churches thermal baths, and prestigious wineries serving the divine local red “Brunello”. Soaring up high on invigorating hilltop towns, you’ll revel in delight. xxx

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  • Visit the natural, artistic and cultural treasures of the Val d’Orcia, on the UNESCO heritage list  

  • Wonderful landscapes, wide-open fields, cypress-lined hills, and vineyards

  • Incredibly well preserved medieval and renaissance villages and hilltop towns

  • Peaceful country roads, friendly Tuscans, and delicious regional culinary specialties 

Day 1

Arrival in Montepulciano
Image by Engjell Gjepali

Your Tuscan walking begin in the medieval and Renaissance hill town of Montepulciano. Montepulciano is easily accessible via Rome, Florence or Pisa; catch the train to Chiusi then take a local bus or a short taxi ride to Montepulciano. Admire the impressive views over the rolling Tuscan landscape that you’ll be exploring over the next week. 

Day 2

Walk from Montepulciano to Pienza (13/15 km)
Image by Alexander Maasch

Starting from the San Biagio church you follow a quiet track to the peaceful village of Montichiello where you can pause for a relaxed lunch or perhaps just a quick cappuccino before continuing to Pienza. 

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Pienza is a UNESCO World Heritage site with unique Renaissance architecture. The town is well known for its delicious pecorino cheese and truffles; this is a grat spot to indulge in Tuscan treats!  

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Challenge: 4 hours, 13/15 km, 384 m ascent, 504 m descent

Day 3

Walk from Pienza to Bagno Vignoni, pick up and transfer to Montalcino (12 km)
Image by Rowan Heuvel

Today you wander through a beautiful region of rolling hills, oak woods, cypress trees and pretty villages.

The thermal baths complex at Bagno Vignoni Is the perfect location to spend the afternoon soaking up the Tuscan warmth.

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Challenge: 4 hours, 12 km, 197 m ascent, 418 m descent

Day 4

Walk from Montalcino to Buonconvento (15/18 km)
Image by Łukasz Czechowicz

A hearty breakfast will set you up for a long but enjoyble day of  walking in the famous Brunello wineregion, passing vineyards and olive groves, then again entering the beautiful Tuscan landscape of the Crete Sensi and Buonconvento.

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Challenge: 5 hours, 15/18 km, 316 m ascent, 619 m descent

Day 5

Arriverderci Tuscany!
Image by Reuben Teo

Transfer to Buonconvento train station and departure

    Practical information     

You can start on any day of the week, subject to availability, between April and October

The best arrival airports are Florence (FLR) and Rome (FCO)

From the airports you can take a train and then busses to reach Montepulciano.  

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From Florence

From Florence airport take the bus Florence Santa Maria Novella train station. From Florence train  station take the direct train to Chiusi-Chianciano Terme (train ride takes approx. 2 hours and 15 minutes. From Chiusi-Chianciano Terme take the bus to Montepulciano (line FT4 bus ride takes 25 minutes) 

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From Rome

From the two major Rome airports take the bus or train to Rome Termini train station. From Roma  Termini train station take the direct train to Chiusi-Chianciano Terme (train ride takes approx. 1 hour and 40 minutes, From Chiusi-Chianciano Terme take the bus to Montepulciano (line FT4 bus ride takes 25 minutes)

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GPS tracks are available on request.

The price includes:

  • 4 Nights in selected B&Bs, hotels and agriturismo

  • 4 Breakfasts

  • Dinner (day 5)

  • Luggage transfer (from day 2 to day 4)

  • Transfer from Castelnuovo dell'Abate to Montalcino (Day 4)

  • Detailed information, descriptions, and maps for your trip in english

  • 24/7 telephone support 

Not included:

  • Transport to and from the journey

  • Taxi, train, bus, boat if not mentioned in the program

  • Lunch & dinners if not mentioned in the program

  • Insurance

  • Tourist tax

  • Refreshments

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