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Hill towns of Tuscany – Highlights

from  670,00

From Montepulciano to Montalcino

Walking around the Tuscany Hills. One of our “soft tours” chosen for you …. we will go through the most beautiful places in Tuscany, savoring the scents and flavors of Tuscan cuisine. Let yourself be carried.

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  • Vacation Style Holiday Type
    Hiking Holidays
  • Activity Level Challenging
  • Group Size Medium Group
    1-16 people
All about the Hill towns of Tuscany – Highlights.


> Visit Montepulciano and Pienza
> Sant’Antimo Abbey
> Walking in the Valdorcia
> Bagni Vignoni


We transfer  your luggage

Just leave it at the reception desk with your name tag and you will find it at your next accommodation.

We book  your hotels

We will book double rooms with private bathrooms in 2* or 3* hotels orxb&b or country Inns.

We supply detailed  route notes and maps

At your choice, the route notes can be in English, Italian, French or German and GPS maps

The tour package inclusions and exclusions at a glance
What is included in this tour?Items that are included in the cost of tour price.
  • 5 Nights Accommodation
  • All Breakfast ( Dinners on Demand )
  • Luggage transfer
  • Road Book & Maps
  • Emergency number 24/7


  1. MONTEPULCIANO Day 1 – Chiusi – Arrival and settling in

    Arrival in Chiusi where you are met by our representative who will spend a short time going over the tour with you answering any question you may have. He will then drive you to your hotel in Montepulciano.

  2. PIENZA Day 2 – Montepulciano – Pienza – 5 hrs walking time

    From the San Biagio church the road leads you to Montichiello a nice little village immersed in the “Crete”. Stop there for a nice lunch or just for a cappuccino before continuing to Pienza, a jewel of Renaissence architecture.

  3. “CRETE” MOONLIGHT LANDASCAPE Day 3 – Pienza – Bagno Vignoni

    The Crete landscape is no doubt one of the most famous in the world: rolling hills in all the shades of brown or green; sturdy brick farmhouses crowning the hilltops and cypress lined alleys design a perfect scenary that inspired painters since the Middleages. Your hotel has SPA facilities

  4. THE MOST BEAUTIFUL ABBEY AND MONTALCINO Day 4 – Bagno Vignoni – Sant’Antimo – 5 hrs walking time

    A quite hard day walking along dry river beds in a rather wild environment to reach St Antimo a lovely abbey isolated in the middle of a pastoral landscape w Enjoy the abbey and the evening chants of the monks while spending the night in a nearby agriturismo.

    In the evening you will reach Montalcino, the capital of Brunello wine; It is a nice medieval town with plenty of shopping possibilities well worth spending some leisurely time. Night in a hotel in Montalcino.

  5. BUONCONVENTO Day 5 – Montalcino – Buonconvento – 4 hrs walking time

    Montalcino is the country of Brunello one of the most famous wine of this region so you will be walking through vineyards and olive trees.

Accommodation List


Day 1 – Meuble L’Agnolo – Montepulciano

Day 2 – Hotel Corsignano – Pienza

Day 3 – Hotel Le Terme – Bagno Vignoni

Day 4 – Hotel Dei Capitani – Montalcino

Day 5 – Fattoria Pieve a Salti – Buonconvento

The tour package inclusions and exclusions at a glance.
Some pics from our HotelsOn average the hotels are 3 star level
walking in Tuscany montalcino
walking in Tuscany montalcino
Some pics from our B&BsWe choose cozy B&B with friendly and professional owners
walking in Tuscany montepulciano
walking in Tuscany montepulciano