Val D’Orcia, the land of the best wines in Tuscany

Duration: 9 Hours
Pick up & drop off (hotel)
Wine tasting


Spend a fantastic day Under the Tuscan Sun! Experience one of our most beautiful tours around the famous countryside of Tuscany. A fantastic private tour and an alternative to the Chianti wine region; a great choice for wine lovers who wish to compare different wines. This tour offers a full immersion in the beauty, culture and traditions of the most beautiful region in Italy, Tuscany.

Activity details

PICK UP TIME Suggested 9:00 am to avoid big crowds at least in the first part of the morning (it is flexible and you can decide when).

MONTALCINO Your professional driver/guide will take you to the Orcia Valley where Montalcino, a tiny medieval village perched on a hilltop in the southern part of Tuscany, is known for its incredible architecture and superb “Brunello” wine, one of the best in Italy. Stroll around this amazing town, sample the world-famous wine in one of the little shops in town, and climb to the top of the fortress walls for incredible views!

PIENZA Next we will head to Pienza, another charming village, known for its Pecorino cheese. It was also the birthplace of Pope Pius II in 1405. Enjoy a visit of the Duomo os Santa Maria Assunta and the Palazzo Piccolomini.

MONTEPULCIANO Then off to Montepulciano, where another delicious and unique wine is produced: the “Nobile di Montepulciano”, the noble wine. Stroll along the Corso, visit the Piazza Grande, the Church of St. Augustine containing a wooden crucifix attributed to Donatello, and stop in the Palazzo Comunale dating back to the 16th century.

WINE TASTING Wine lovers can opt and enjoy one of our selected wine tastings at a private family-owned winery, and learn about the art of Italian wine making. Our wine tasting is paired with an authentic Tuscan meal (see details below).

You will then make your way back to Florence 

IMPORTANT NOTICE: Note that the order of the sites might change due to crowds.

Starting from 600€ 
Contact us for more info about pricing

The costs above are for 1 English Speaking driver and 1 vehicle for the duration of the tour.
They don’t include entrance tickets, any walking guide service, lunch, drinks nor likely gratuities
Prices can vary according to the month and the availability.

RomePrivateExcursions offers a very flexible cancellation policy, in case of arrival problems due to COVID, we are willing to offer a 100% refund (Colosseum and Vatican tickets are on the other hand never refundable).

  • Full Day 9 hours tour
  • Pick up time 8:30 am
  • Professional, English-speaking driver/guide
  • Private Air-Conditioned Luxury Vehicle
  • Free water on board
  • Visit to Montalcino
  • Visit to Pienza
  • Visit to Montepulciano
  • Free time for shopping, lunch and sightseeing in all villages
  • Drive through the beautiful vineyards and olive groves of Tuscany
  • Many photo stops along the way
  • Stop in Michelangelo’s Square before returning to Florence
  • Return to your accommodation by 6:00 pm

Your English Speaking driver would pick you up at your accommodation in FLORENCE, at the airport or train station on arrival, or where you prefer within the city of FLORENCE

No deposit required!

We accept payments in Traveler Cheques in Euro or USD. If you want to pay in USD we will calculate the accurate total, by using the stock exchange conversion rate Euro/USD of the day before the tour/transfer increased by 7 cents. We also accept credit card payments (Visa and MasterCard – No American Express) at the time of the booking, or at the end of each tour/transfer. Please note that if payments are operated with credit cards the total cost of the tour will be increased by 10 %.

We do not accept payments via credit card for amounts below 350 euros. If the payment is made with a credit card at the end of the tour/transfer you will be required to sign an one time payment authorization form, provided by us. If payment is made with a wire transfer the total cost will be increased by 10 %. If you decide to pay in cash you will be asked to pay your driver at the beginning or at the end of the tour/transfer. The Total will be indicated in your final contract.

If you want to pay in USD we will calculate the accurate total, by using the stock exchange conversion rate Euro/USD of the day before the tour/transfer increased by 7 cents
Tickets to the Vatican and the Colosseum can be pre-purchased through us and the day of the tour your driver will hand them to you for a better and more efficient service.

Please note that the Colosseum tickets and the Vatican tickets are not refundable, beyond the terms stated, not even in case of the cancellation of your trip.




This is a private tour, so you will not be sharing it with anybody else!
You’ll be escorted by your English speaking driver who will explain all different points of interest. But please note that they are not guides. They cannot enter the sites with you by law.

This is the best way to go!
You and your English speaking driver will talk about the day’s plans before the tour starts

Not included:

  • Gratuities (recommended)
  • Museum entrance fees
  • Wine Tastings & Lunch

We will take you to a local winery where you will try some of the best Tuscan wines and local delicacies. A full meal will be served. Additional 35-60 Euros per person to be paid directly on spot.

Note: This option is a fixed menu. If any member of your party requires a vegetarian or gluten-free meal, please email us in advance so we may arrange this for you.



  • Walking: moderate

Contact us

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