Tours/Siena/Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA
Viator · Private tour

Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA

5.0(36)Siena1 hour
VIATOR5.0(11)TRIPADVISOR5.0(25)

Description

* Only small, authentic, family-run activities * Off-the-beaten path itineraries * Private, exclusive, customizable, flexible, door-to-door tour of Pienza, Val d'Orcia, Montalcino * Local, small wineries for private visit and wine tastings * 8 hours * Very knowledgeable English speaking local drivers

Tour Options

Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA
  • Pickup included

Itinerary

Admission included90 min

Wine tour and tasting

Pass by

Passing by Montalcino town

30 min

Self guided visit of the town of the Pope Pius the 2nd

Pass by

Panoramic backroads and picture shooting viewpoints UNESCO sight

Highlights

Private transportation
Bottled water
WiFi on board
Door-to-door pick-up and drop-off
Air-conditioned vehicle

What's included

Included
Private transportation
Bottled water
WiFi on board
Door-to-door pick-up and drop-off
Air-conditioned vehicle
Not included
Eventual entrance fees
Lunch
Gratuities
Wine tasting fees

Pickup Locations & Times

We are available for collecting you everywhere in town and surroundings

Traveller Ratings

5.0
36 reviews
5
35
4
1
3
0
2
0
1
0

Important Information

  • Public transportation options are available nearby
  • Infants are required to sit on an adult’s lap
  • Specialized infant seats are available
  • Travelers should have at least a moderate level of physical fitness
  • Vegetarian option is available, please advise at time of booking if required
  • A minimum of 2 people per booking is required
  • A maximum of 8 people per booking
  • Operates in all weather conditions, please dress appropriately

Reviews(36)

R
Regan_F
January 8, 2026
We had a wonderful...

We had a wonderful experience with Roberto. 2 wineries and a lunch at a sheep farm that was marvelous. Local meet and cheeses and we even got to see the sheep. Then a stop in Pienza for some sightseeing and a lovely drive back to our hotel. First class experience.

Operator response

We are happy to hear that Roberto looked after you well and you had a good time.

D
D6564CScaroled
October 8, 2025
Outstanding way to get from one place to another!

Highly recommended! Our driver, Kosmo was most accommodating, safe and entertaining! We were taken to hidden gems that we would not have discovered otherwise !

Operator response

Thank you for your reviews. We are happy to hear that Kosmo helped you have a good day out.

K
Keith L
April 2, 2025
Exploring Tuscany

Kosmo was incredibly knowledgeable and friendly. We don’t the entire day together and visited beautiful places! 💯💯💯💯

Operator response

We are glad to hear that you had a good time!

E
edenizev2024
March 2, 2025
We were well “directed” with the we drive you

We made a super pleasant walk with Roberto, led us to an excellent restaurant Boccon di Vino; we went to a family winery that provided us with a unique experience, called TIEZZI and walked through Pienza! Ahhh we passed by CUNA, a small village near Siena with a lot of history and beauty! I highly recommend your work!

Operator response

We are happy to hear that you had a good day.

M
Michelle_M
February 16, 2025
Best experience in Tuscany

This was the most amazing experience. Roberto was incredible. Knowledgeable, friendly and genuine. Highly recommend the experience and Roberto!

Operator response

Thank you for your review. We are happy to hear that Roberto made sure that you had a good time and enjoyed the tour.

M
Magda2006
September 28, 2024
Film Scene

Fantastic place with landscapes seen in movies, the town is a charm and is inside a wall, a village. All blooming, beautiful, stone streets... a dream!

C
Connector323139
August 19, 2024
The Essence of Tuscany in Landscapes, Culture and Quietness"

Val d’Orcia, located in the region of Tuscany, Italy, is a landscape that seems to have originated directly from a Renaissance painting. It is an area that combines natural beauty, historical richness undoubtedly, one of the most beautiful and iconic landscapes of Italy. The ondulated hills, aligned cypresses, golden wheat fields and vineyards create breathtaking panoramic views. The region is rich in history, with well preserved medieval villages such as Pienza, Montepulciano and Montalcino. Pienza, in particular, is a jewel of the Renaissance, planned as an “ideal city” by Pope Pius II. Each of these small towns has its own charm, with historic churches, charming squares and parallel streets that invite for a quiet walk. The prey is a paradise for lovers of good food and wine. Val d’Orcia is famous for its high quality wines, especially Brunello di Montalcino and Vino Nobile di Montepulciano. In addition, the local cuisine is simple but full of flavor, highlighting fresh and local ingredients.

C
craigl365
July 9, 2024
Awesome experience! Highly recommend!

Roberto and wedriveyou were excellent! I highly recommend their services to anyone that would like very professional, classy, personable and fun drivers and tour guides. Their pricing was competitive and responses were efficient and they knew English very well.

Operator response

We are glad that you enjoyed your time with us.

K
krm411
September 9, 2023
Fabulous time!!!

We had an amazing time with our guide Roberto! He made the trip so much fun! Great humor, a wealth of knowledge, and so easy to work with. The wineries were perfect, the wine was fabulous and lunch was fantastic. If I could give Roberto an even higher rating I would!!!

S
santinoc771
May 17, 2023
Highly recommend

Visiting the wine vineyards and the lunch ! Was truly a great experience. Manuel was an amazing guide

1 people found this helpful
Operator response

We are pleased to hear that you had a good time and enjoyed the places we took you to.

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