Private A Day in Val d'Orcia


  • Look over beautiful views of world-renowned wineries in the Val di Chiana
  • Step foot in the perfect renaissance town of Pienza that continues to uphold its history
  • relax and enjoy a traditional and local lunch in Pienza and taste Montalcino wines


An enchanting day spent visiting three charming and evocative Tuscan towns, where time seems to have come to halt, ancient traditions and country-style serenity thrive and live on. Depart your hotel by private Mercedes car or minivan with English speaking driver and travel to Montepulciano. The town, which overlooks the neat fields of the fertile Val di Chiana valley, is world-renowned for its delectable wines and as birthplace of the famous poet Agnolo Ambrogini known as “Poliziano”. Visit the town led by your private English-speaking guide and explore the delightful city center, filled with Medieval vestiges and enriched by magnificent Renaissance walls and gorgeous noble palaces. Then proceed to visit Pienza, a spellbinding town created by Enea Silvio Piccolomini, (then Pope Pius II) to be the “ideal” city, built according to the urban and architectural rules of the Renaissance. True to its promise, it is the only town in Italy to actually be an example of a perfect Renaissance town! Enjoy a leisurely stroll through its exquisite center, as your guide points out the most charming details and explains the marvelous landmarks. Savor the best local specialties during a delicious typical lunch in Pienza and then travel to your last stop, Montalcino. This charming walled hilltop town set in an outstanding position, 564 meters above sea level, offers awe-inspiring 360° views of the stark rolling hills, marked by winding roads lined with dark cypresses and fortified towns, and rich vineyards that surround it. The area is world-celebrated for producing some of Tuscany’s most esteemed red wines: the celebrated Brunello di Montalcino and the Rosso di Montalcino.


EVERY DAY available from 8 AM to 10 AM


Approx. 10 hours





215 €

Price Notes: from EUR 215 p.p. (price based on a party of 8 pax)


• Private Mercedes car or minivan with English-speaking driver for the day
• Private English-speaking guide in Montepulciano
• Typical Tuscan light lunch in a winery

Meeting Point

FLORENCETOWN TOURS & NEWS STAND - Piazza della Repubblica (next to the APPLE STORE under the loggias, corner with Via Pellicceria) - Florence - SEE ON MAP


Please let us know in advance any special need or impaired mobility of the clients and we will do our best to accomodate them.

Rain Policy

This tour runs rain or shine.

Need more customization?
Send us your request!

Our private tour is still not enough and you want to completely customize this experience? Florencetown can have one of our specialists listen to your needs and then redesign it, completely tailor-made on your desires. Are you a bigger party? Want the pick-up at your hotel? Want to customize the menu of your cooking class? Or visit a specific winery on your wine tour? These are all examples of the customization you can add to the experience, but the possibilities are virtually endless and one of our experts will be at your disposal to suggest you. In case you want the ultimate bespoke Florencetown experience, please fill the following request form in:

Thank you for sending your request. One of our travel experts will soon be in contact with you.


from 215 per person

Price Notes: from EUR 215 p.p. (price based on a party of 8 pax)
Tour language: English




EVERY DAY available from 8 AM to 10 AM


Approx. 10 hours

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This Private Tour is organized for a maximum of 8 passengers. If you wish to arrange a tour for a bigger party, please click on the MORE CUSTOMIZATION tab of this tour.
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