Italy · Rural Experiences

Val d'Orcia private tour from Florence: Montalcino, Pienza and Montepulciano

10 Hours Round trip from Pickup service provided in Florence. Moderate pace

The journey

Trip highlights
  • 01 Private chauffeur-driven day tour from Florence
  • 02 Visit Montalcino, Pienza, and Montepulciano in one day
  • 03 Admire the rolling hills, vineyards, olive groves, and cypress trees of Val d'Orcia
  • 04 Enjoy free time to explore each town at your own pace
  • 05 See Montalcino’s Medieval Fortress and historic streets
  • 06 Discover Pienza’s ideal Renaissance town planning
  • 07 Explore Montepulciano, home of Vino Nobile
  • 08 Hotel pickup and drop-off included in Florence

Discover the postcard landscapes of Val d'Orcia on a private day trip from Florence, travelling through one of Tuscany’s most scenic regions of rolling hills, vineyards, olive groves, and cypress-lined roads. With your personal chauffeur taking care of the journey, you can relax and enjoy time in three of the area’s most celebrated hill towns.

Explore Montalcino, known for its cobbled lanes, wine shops, Romanesque-style churches, and imposing Medieval Fortress. Continue to Pienza, the Renaissance hill town created under Pope Pius II and famed for its harmonious streets and sweeping valley views. End in elegant Montepulciano, home of Vino Nobile, noble palaces, Renaissance architecture, and historic churches.

This full-day private experience is ideal for travellers who want the freedom to explore at their own pace while soaking up the beauty, architecture, and wine heritage of southern Tuscany.

Discover the postcard landscapes of Val d'Orcia on a private day trip from Florence, travelling through one of Tuscany’s most scenic regions of rolling hills, vineyards, olive groves, and cypress-lined roads.

From the itinerary

At a glance

What this trip includes

Duration 10 Hours
Tour type Private
Activity level Moderate
Accommodation Included
Transport Included
Wheelchair access No
Cities Florence, Montepulciano, Pienza, Montalcino, Val d'Orcia
Languages English

Day by day

The itinerary

1
Day 01

Val d'Orcia is a stunning valley located in the South of Tuscany, characterized by rolling hills, cypresses and small Medieval townsA city of outstanding charm, the tiny village of Montalcino is a labyrinth of cobbled streets, quaint wine shops and Romanesque-style churches. Admire its majestic Medieval Fortress, where a magnificent sight will take your breath away: sunny rolling hills, ancient oaks, picturesque olive groves, scenic country roads winding through perfect vineyards and isolated cypress trees atop hills.Pienza stands high upon a hill and dominates all the Orcia valley with extraordinary views. The entire city was rebuilt as an ideal Renaissance town by order of Pope Pius II, and represents the first application of humanist urban planning concepts: explore the pretty alleyways of this small town at your leisure and breath in the atmosphere of armony and peace that surrounds you.Montepulciano, home to the famous Vino Nobile vineyards and more recently famous for the filming of the vampire movie "New Moon". Enjoy your free time in the most elegant village of the entire Val D'Orcia, full of majestic noble palaces, Renaissance buildings and imposing churches.

The route

Where you'll travel

Tour route map
Round trip from Pickup service provided in Florence. 5 cities · 10 Hours

The fine print

Trip details

What's Included

  • 10 hours chauffeur driven hire
  • Pick up & drop off at your hotel
  • Bottled water
  • Free time in Montalcino, Pienza and Montepulciano
  • Wi-Fi

What's Not Included

  • Guided tours in the villages - Free time only

Know before you go

  • Not recommended for people with back problems
  • Not recommended for people with heart conditions
  • Not suitable for pets
  • No public transportation nearby
  • Not wheelchair accessible
  • Your private driver will pick you up directly at your hotel or apartment in Florence (if centrally located)

Logistics

Meeting & route

Meeting point
Pickup service provided in Florence.
Tour start
Pickup service provided in Florence.
Tour ends at the same location as the start point.
End of the journey

Your 10 hours finish where they began, in Pickup service provided in Florence..

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