Tours/Florence/Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano
Viator · group up to 8 pax

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

4.7(399)Florence1 hour
VIATOR4.7(280)TRIPADVISOR4.7(119)

Description

Enjoy a day trip to three of Tuscany’s most iconic destinations: Montalcino, home of the famous Brunello wine; Pienza, renowned for its Pecorino cheese; and Montepulciano, known for its prestigious Nobile wine. Travel through the UNESCO-listed Val d’Orcia aboard a premium air-conditioned minivan with an English-speaking driver and complimentary water. Small group experience, maximum 8 participants. Please note that from November to April, and in case of bad weather, lunch will take place indoors. For tours departing on Mondays, lunch is always served in an indoor restaurant. Why choose us? • Guaranteed departures • Secure booking • 24-hour cancellation policy • Best rates guaranteed For operational reasons, the itinerary order may vary between Montepulciano and Montalcino.

Tour Options

From Florence: Private tour
Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

Itinerary

Pass by

08:00AM: Meet our English speaking driver and let's the tour begin!

90 min

09:45AM: The first stop will be in a great winery in Montalcino... The winery is owned by a local family and, talking with them, you will not have the feeling to visit their work place but their home instead!...You will know everything about Brunello di Montalcino: the vineyard techniques , the wine making process, its ageing and ,off course, how to appreciate it by drinking different vintages!

15 min

11:30AM: Enjoy a quick stop of 15 minutes to enjoy the castle di Montalcino and its tiny city centre.

Admission included90 min

12:15PM: Arrived to Pienza, a Papal village famous for its Pecorino cheese, you will have the chance to enjoy a superior lunch in an ex convent of the XV century and some free time. An amazing 3 courses meal wich include wine and water will be served in a colourful garden with a stunning view of the Val d'Orcia! (available April to October included, in winter the lunch will be served inside) Following the lunch you will have free time to discover the lovely town of Pienza where you can appreciate the historic centre, enjoy the view points and visit the famous cheese shops!

120 min

2:45PM: Here there we will be guided through an historical cellar called "The underground city" which is located downstairs of a local wine shop. At the exit from the underground city you will be greeted by a tasting of wine and other food specialities. Before leaving we will make sure you have enough time to visit the main square, placed on the top of the town, from where you can take the last pictures!

Pass by

6:30PM (depending on traffic): Back to Florence

Highlights

2 Wine Tastings
Local product food tasting during the wine tasting in Montepulciano
Premium van with A/C
Superior Lunch with stunning view (November to April we cannot guarantee the restaurant with view)
English guided tour on vineyard and barrel cellar
English-speaking driver (driver is not the guide)
English guided tour on the underground city of Montepulciano

What's included

Included
2 Wine Tastings
Local product food tasting during the wine tasting in Montepulciano
Premium van with A/C
Superior Lunch with stunning view (November to April we cannot guarantee the restaurant with view)
English guided tour on vineyard and barrel cellar
English-speaking driver (driver is not the guide)
English guided tour on the underground city of Montepulciano
Not included
Gratuities
Private Pick-Up

Traveller Ratings

4.7
399 reviews
5
316
4
48
3
23
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9
1
3

Important Information

  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Suitable for all physical fitness levels

Reviews(399)

B
Bram_D
August 12, 2026
We had a wonderful...

We had a wonderful experience! Our driver was incredibly knowledgeable and friendly. He was training a new driver who was also kind. We were the only two guests on the tour because it’s the slow season, so we were quite lucky! Highly recommend. The food and wine were plentiful and delicious!

Operator response

Thank you so much for your wonderful review! We're delighted you enjoyed the experience, from the beautiful scenery to the food and wine. It's great to hear our driver made your day even more enjoyable with his knowledge and friendliness. We truly appreciate your recommendation and hope to welcome you back to Italy soon!

L
Liliana_B
August 5, 2026
Wonderful experience, ask for Luca to be your driver, he was amazing

This was an amazing tour of some of Tuscany’s country side. Our guide Luca was amazing, he shared a lot of history and fun facts, he walked with us and was our guide in the towns, very attentive and nice. The places we visited were beautiful. The tour guides were very engaging, knowledgeable, and nice. The wine was superb at both places and lunch was fantastic and with a great view. The service we got everywhere was excellent. Highly recommended!

Operator response

Thank you for your fantastic review! We're thrilled you enjoyed Tuscany's beautiful countryside, the wineries, and the lunch with its stunning view. Luca will be delighted to hear your kind words—we'll be sure to share them with him. Thank you for recommending us, and we hope to welcome you back to Italy for another unforgettable experience!

M
Melanie_B
August 4, 2026
Fantastic tour! Great wine and wonderful guide who shared kindness and tremendous history with us!!

This is a wonderful tour! The underground, secret areas beneath the town were amazing, their wines were ALL delicious, our guide perfection, history fascinating and we loved every bit of it. We bought some of the wonderful vino nobile and chianti riserva!!!

Operator response

Thank you for your wonderful review! We're delighted you enjoyed the underground experience, the fascinating history, and our guide's expertise. It's especially great to hear you loved every wine—and even took home some Vino Nobile and Chianti Riserva! We hope to welcome you back to Italy for another unforgettable experience soon.

X
X5150YKjessicao
July 30, 2026
Awesome winery tour

Wonderful time tour guide and bus ride were wonderful!

Operator response

Thank you for your kind review! We're so happy to hear you had a wonderful time and enjoyed both the tour and the bus ride. We truly appreciate your feedback and hope to welcome you back for another memorable experience in Italy soon!

L
Linda_P
July 27, 2026
A must do wine tour

If you love good wine then this tour is a must! Both wineries treated us so well, sharing their knowledge and experience with us. The drive through the countryside made the day great but Siki made it special! His driving skills were superb and his personality made for such an enjoyable day! Thank you Siki!

Operator response

Thank you so much for your fantastic review! We're delighted you enjoyed the wineries, the beautiful Tuscan countryside, and especially your day with Siki. We'll be sure to pass along your kind words—he'll be thrilled to hear them! We hope to welcome you back for another unforgettable wine experience soon.

A
Ashkraw
July 19, 2026
Must experience

Great day trip, beautiful winery. Loved the tastings and food! Great tasting rooms.

Operator response

Thank you for your lovely review! We're so happy to hear you enjoyed your day trip and that the winery, wine tastings, and food made the experience so memorable. It's wonderful to know you also appreciated the beautiful tasting rooms. We hope to welcome you back for another unforgettable Italian experience soon!

S
Shelli_B
July 8, 2026
Great day.

We had a wonderful time. Our guide was so kind, knowledgeable and accommodating. The wine and lunch were delicious.

Operator response

Thank you for your kind review! We're delighted to hear that you had such a wonderful experience. It's great to know that your guide's knowledge and hospitality, together with the delicious wine and lunch, made your day so enjoyable. We hope to welcome you back on another Keys of Italy experience soon!

K
Karla_A
July 6, 2026
Great wine and food, not much time in towns

The whole experience was very good, from easy pick-up in city center to amazing wine and food to stunning views. The only thing missing was the stop in the town of Montalcino. This was not explained and disappointing. The wine and food stops are ample time but we did have time to see anything in the town of Monterpulciano other than the underground cellar and Pienza was very fast. Do this tour for the wine, not necessarily the towns. We learned a lot about Tuscan history and very much enjoyed our trip.

1 people found this helpful
Operator response

Thank you for your thoughtful review. We're delighted to hear that you enjoyed the wine, food, scenery, and the insights into Tuscan history. We also appreciate your feedback regarding Montalcino and the time spent in the villages. We'll review how we communicate the itinerary to ensure expectations are as clear as possible. We hope to welcome you back to Tuscany soon!

J
James_S
June 29, 2026
Wonderful trip exploring...

Wonderful trip exploring the beautiful Val d’Orcia region. It was a small group of just three people, so felt very personal and relaxed. Our driver Luca was great, providing lots of information about the region and making lots of extra stops for great photo opportunities. The two wineries we visited were superb, with excellent wines. The restaurant had one of the best views I've ever seen. Highly recommended tour!

Operator response

Thank you very much for your wonderful review. We are delighted to hear that you enjoyed your day exploring the beautiful Val d'Orcia and that the small group size made the experience feel personal and relaxing. We will be sure to share your kind words with Luca, who will be pleased to know his local knowledge and the extra photo stops helped make your day even more memorable. It's also great to hear that you enjoyed both wineries and the lunch with its spectacular view. Thank you for your recommendation—we truly appreciate it and hope to welcome you back to Italy for another unforgettable experience.

J
Jillian_D
June 17, 2026
A day of amazing food and wine

Wonderful full day experience in Val d’Orcia! The wine tasting with food pairing in Montepulciano is very well done, the lunch in Pienza is delicious and in a beautiful setting, and the winery visit in Montalcino is great! Our guide/driver Lucca was amazing and very friendly! Highly recommend this tour for anyone looking to venture out of the city to taste exceptional wine and food!

Operator response

Thank you so much for your wonderful review! We're delighted to hear that you had such an enjoyable day exploring Val d'Orcia. It's great to know that you appreciated the wine tasting in Montepulciano, the lunch in Pienza, and the winery visit in Montalcino—each stop is carefully selected to showcase the best of the region. We're especially pleased to hear that Luca made your experience even more memorable with his friendly attitude and excellent service. We'll be sure to share your kind words with him. Thank you for your recommendation, and we hope to welcome you back for another unforgettable experience in Italy.

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