
Tour Description
Orcia Valley Tour: Montepulciano, Pienza & Montalcino
One of the Most Fascinating Areas of Tuscany
Spend a magical day under the Tuscan sun and discover one of the most breathtaking regions of Italy on our Orcia Valley private tour. This unforgettable experience takes you through the iconic landscapes of southern Tuscany, a UNESCO World Heritage Site, famous for its rolling hills, vineyards, olive groves, and historic villages.
We will design a fully customized itinerary tailored to your preferences. You may choose to:
Visit all three villages without wineries
Visit two villages and one winery
Visit one village and two wineries
Simply let us know your wishes, and we will create the perfect Tuscan day for you.
Your professional driver-guide will escort you through the stunning Orcia Valley, where Montalcino, Pienza, and Montepulciano form one of the most scenic and culturally rich areas of Tuscany.
Montalcino
Montalcino is a charming medieval hilltop town renowned for its impressive architecture and the world-famous Brunello di Montalcino, one of Italy’s most prestigious wines. Stroll through the historic center, taste Brunello in local wine shops, and climb the fortress walls for spectacular panoramic views.
Pienza
Pienza is a delightful Renaissance village celebrated for its Pecorino cheese and elegant urban design. It is also the birthplace of Pope Pius II (1405). Visit the Duomo of Santa Maria Assunta and the beautiful Palazzo Piccolomini, overlooking the Orcia Valley.
Montepulciano
Montepulciano is famous for producing the noble Vino Nobile di Montepulciano. Walk along the historic Corso, admire Piazza Grande, visit the Church of St. Augustine with a wooden crucifix attributed to Donatello, and stop at the Palazzo Comunale, dating back to the 16th century.
This private tour is a wonderful alternative to the Chianti wine region and an excellent choice for wine lovers wishing to compare Tuscany’s finest wines. It offers a full immersion into the beauty, culture, history, and traditions of Tuscany, often considered the most beautiful region in Italy.
We will carefully plan a perfect and unforgettable day, ensuring every moment of your experience is truly special.
"A relaxed and enriching day in the heart of Tuscany, thoughtfully planned so every traveler — young and old — can enjoy its beauty, culture, and flavors together.."
Important Information:
The starting price is based on a minimum of 2 travelers.
Prices may slightly increase depending on the number of participants and payment method.
Please contact our reservation department for further details.
Optional Experiences:
Brunello Wine Tasting & Winery Tour
Approximate cost: €60–€70 per person, payable on-site
Note: Wine tasting prices may vary depending on winery availability
Vino Nobile Wine Tasting & Winery Tour
Approximate cost: €60–€70 per person, payable on-site
Note: Wine tasting prices may vary depending on winery availability
Pecorino Cheese Farm, Wine Tasting & Lunch
Enjoy lunch at a local Pecorino cheese farm, including a guided visit of the property and a delicious meal paired with local wines.
Lunch reservation and farm visit arranged for you
Note: À la carte menu
This experience includes
- Full Day 9 hours private tour
- Pick up time 8:30 am (customisable)
- Professional, English-speaking driver/guide
- Private Air-Conditioned Mercedes Vehicle
- Free water on board
- Free time for shopping, lunch and sightseeing
- Drive across the magnificent countryside of Tuscany
- Photo stops along the way
- Return to your accommodation by 5.30 pm
This experience does NOT include
- Attractions entrance fees
- Meals and drinks
- Gratuities
Request this Local Guided Tour
Request this Local Guided TourMontepulciano and Montalcino Private Tour from Florence Hotel
* Mandatory fields.









