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

» Florence » Florence » Florence

From $469.83

9 reviews   (4.78)

Price varies by group size

Lowest Price Guarantee

Pricing Info: Per Person

Duration: 9 hours

Departs: Florence, Florence

Ticket Type: Mobile or paper ticket accepted

Free cancellation

Up to 24 hours in advance.

Learn more


Experience the heart of Tuscany by visiting the enchanting Val D’Orcia led by your private driver.
Let your personal chauffeur do all the work and take you on a journey through the spellbinding Val D'Orcia countryside, a region known for its scenic beauty, picturesque villages, rolling hills and cypresses! Explore in total freedom the enchanting towns of Montalcino, Pienza and Montepulciano and savour the best wines in the world! The first stop will be Montalcino, land of the world-renowned Brunello wine, a labyrinth of cobbled streets, quaint wine shops and Romanesque-style churches. The following stop is Pienza, which stands high upon a hill and dominates all the Orcia valley with extraordinary views. The last stop reaches 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.

What's Included

9 hours chauffeur driven hire

Bottled water

Free time in Montalcino, Pienza and Montepulciano

Pick up & drop off at your hotel


What's Not Included

Guided tours in the villages - Free time only

Traveler Information

  • ADULT: Age: 0 - 99

Additional Info

  • Infants are required to sit on an adult’s lap
  • Not recommended for travelers with spinal injuries
  • Travelers should have at least a moderate level of physical fitness
  • Infants and small children can ride in a pram or stroller
  • Not recommended for travelers with poor cardiovascular health
  • Specialized infant seats are available

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.

What To Expect

Discover the epitome of “Tuscan rolling hills” in the UNESCO World Heritage Site, Val d’Orcia. This spellbinding region emcompasses all of Tuscany in its scenic beauty, charming villages, rolling hills, cyprus trees, and never ending vineyards! Your personal driver will pick you up directly from your accomodation in Florence. Then, simply sit back and enjoy the views from the window of your private, luxury vehicle. With anything you need, your driver will be happy to help you. The picturesque drive from Florence to Val d'Orcia will take about two hours.

2 hours • Admission Ticket Free

After driving through the most beautiful land you can imagine, you will be itching to explore a small town! Your first stop will be Montalcino, the land of the world-renowned Brunello wine. Your driver will drop you off, and you will have an hour and a half to independently explore this tiny, hidden gem in the green countryside! Stroll through labyrinths of cobblestone streets, visit small wine shops, and admire the essence of medieval Tuscany still shining through Montalcino! As you walk uphill through the town, you will inevitably end up at the town's majestic Fortress. Here, you can find breathtaking views of the surrounding rolling hills, ancient oak trees, scenic roads, and perfect vineyards! Whenever you are ready to continue your journey, your driver will be happy to pick you up.

2 hours • Admission Ticket Free

Val d'Orcia
One perk of booking a private tour is the ability to make stops along the way! Ask your driver to first bring you to the Chapel of the Madonna di Vitaleta. This is one of the most photographed spots in Tuscany - the small, charming chapel contrasts magically with the bright, green rolling hills, and it is perfectly framed with a line of cyprus trees. Not only is this spot picture-perfect, but it is also extremely sacred. Legend has it that this was the exact spot where Virgin Mary appeared to the shepherds.

Next, you can ask your driver to head to the gladiator’s home in Ridley Scott’s Academy Award-winning “Gladiator.” Although the film primarily focuses on Rome, the gladiator character (played by Russel Crowe) heads home in a serene paradise surrounded by rolling, green hills and cyprus trees. This tiny slice of heaven was filmed in Val d'Orcia. Your private driver will be happy to take you on the exact path of the film until you reach the gates to the home.

30 minutes • Admission Ticket Free

Next your driver will take you to Pienza, which stands high upon a hill and dominates the Orcia Valley with extraordinary views! The city stands out in Tuscany, as it was rebuilt to be an idealist-Renaissance town by order of Pope Pius II. It represents the first application of humanist urban planning concepts. Spend an hour and a half exploring the picturesque alleyways at your leisure and admire the atmosphere of harmony and peace that surrounds you. Don’t forget to try some of the town’s famous Pecorino cheese before heading to your next destination!

60 minutes • Admission Ticket Free

Your last stop of the day will be in Montepulciano, home to the exquisite Vino Nobile vineyards. More recently, the town also became world-famous for being the location of the vampire film "New Moon." Spend an hour and a half of your free time discovering the most elegant village of the entire Val D'Orcia - full of majestic noble palaces, Renaissance buildings, and imposing churches. Be sure to grab any last minute souvenirs from the wine enotecas and artisanal shops!

2 hours • Admission Ticket Free

« All Activities

Florence activities and shore excursions by group:

© Copyright 1995 - 2023 Florence Travel Guide