Tours/Siena/Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour
Viator · Private tour

Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour

5.0(38)Siena1 hour
VIATOR5.0(16)TRIPADVISOR5.0(22)

Description

Taste Tuscany's delicious cheeses and the great Brunello di Montalcino red wines on a full-day private guided tour. See the beautiful Val d'Orcia and receive a tour of an organic dairy farm followed by a cheese tasting. Visit the beautiful Renaissance gem that is the hilltown of Pienza and enjoy lunch at your own leisure. Explore the hill town of Montalcino, and taste the rich flavours of the famous Brunello wine directly from a producer. Visit the farm, tour the cellars and learn more about this memorable nectar.

Tour Options

Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour
  • Pickup included

Itinerary

Pass by

Your local English-speaking tour guide will pick you up from your accommodation for the start of your private tour, and travel south past Buonconvento and into the UNESCO protected val d'Orcia, past iconic postcard views through the most panoramic sceneries. Stops for photo opportunities are frequent.

120 min

Visit a local organic farm to view the animals and to taste the pecorino sheep cheeses and goats cheeses that are made in their dairy. Taste the local extra virgin olive oil and enjoy stunning views of the neighbouring hills. Continue your tour towards Pienza, the famous Renaissance Town that was built by Pope Pius II.

60 min

Visit the town of Pienza with its stunning views and architecture. Visit the Cathedral (free of charge) and browse the quiet streets and boutique stores. Enjoy some food or a full meal at your own leisure

120 min

After visiting Pienza, enjoy a comfortable drive to the hilltop town of Montalcino, Siena's last bastion of defense against Florence and renowned for its red wines, extra virgin olive oil and honey. A brief visit to the town to be introduced to the area before visiting a local winery to tour the cellars and taste the famous Rosso and Brunello di Montalcino wines! After a winery tour, comfortable drive back to Siena and your accommodation.

Highlights

Private tour
All taxes, fees and handling charges
Wine tasting
Driver/guide
Hotel pickup
Food tasting

What's included

Included
Private tour
All taxes, fees and handling charges
Wine tasting
Driver/guide
Hotel pickup
Food tasting
Not included
Lunch
Gratuities

Pickup Locations & Times

Your tour guide will be picking you up from the accommodation location that you have provided.

Traveller Ratings

5.0
38 reviews
5
38
4
0
3
0
2
0
1
0

Important Information

  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Specialized infant seats are available
  • Suitable for all physical fitness levels
  • May be operated by a multi-lingual guide
  • Vegetarian option is available, please advise at time of booking if required

Reviews(38)

L
L4378DUclairem
July 7, 2026
Excellent

Excellent experience. Juliana was a superb guide. She was so knowledgeable and patient with our questions. Beautiful lunch setting. Great food! We loved it. 5 star

T
Tranquility_Rising
June 10, 2026
Great day trip through Tuscany

We really appreciated that we were picked up directly at our hotel. The cheese tasting was really good, we tried so many options that it was like a small lunch. We got to explore a few different cities along the way. Our tour guide dropped us off to explore, shop and relax before going to our wine tasting. The small winery was amazing. We ended up shipping an entire case home. I am gluten free and they wine stop they prepared us some small bites that were so delicious I couldn't even tell it was gluten free bread. Would do the trip again.

O
OccassionalTravels
June 5, 2026
Private tour - Brunello / Montalcino

We did a private tour from Sienna with Georgia to taste Brunello wines and visit Montalcino. Georgia was excellent / engaging, informative, amusing and well really made the day fly. Three tastings of red was probably one too many but we really enjoyed the tour and really recommend it. The admin / booming though to pick up and the day itself was perfect and what we needed. Highly recommended

A
accaetano
June 3, 2026
Siena is well worth it

Old and medieval town very careful some very nice streets to walk and a beautiful square and with good restaurants We like great 2 days come

M
Madeleine_R
April 15, 2026
So much fun! The farm was...

So much fun! The farm was a definite highlight -- gorgeous views and incredible snacks to kickstart the day! We loved getting to walk around Pienza, and the wine was incredible (though definitely pricey if you wanted to purchase bottles to ship home). All in all a perfect way to explore Tuscany. We also loved our guide Frederico! The perfect balance of informational and letting us relax without pressure.

J
JuliaTrish
March 6, 2026
Beautiful Tuscany

Thank you Georgia for creating a wonderful memory for me for my first time in Tuscany. You are so knowledgeable, professional and just delightful to be with! You are a terrific representative for your company. I am looking forward to our next trip with you! Thanks again.

K
Kevin_L
February 22, 2026
The Perfect Tuscan experience!

Exactly what we were looking for! A unique experience-. Mattea was a colorful guide, fun and knowledgeable of the area and wines. A small self sustaining cheese farm with olive oil and wine. Pienza is a must see and finally a private wine tasting in montalcino.! Thanks Mattea for a great day!

M
Mary_R
October 2, 2025
Fantastic tour!

This was the perfect tour to experience the wine and cheese of the area. Our guide, Daniele was very knowledgeable and friendly!

D
Daniel_R
September 26, 2025
Just as advertised - a great day exploring Tuscany!

Our family of four (ages ranging from 20s to 60s) enjoyed a wonderful full-day private tour with Daniele. From start to finish, this was exactly what we hoped for when we booked the tour. Daniele arrived promptly at our rural villa for pickup which immediately set a positive tone for the day. His vehicle was clean and his driving was excellent, which was especially appreciated given some of Tuscany's winding country roads. What set Daniele apart was his expertise in viticulture, ecology, and the Tuscan geography and culture. His genuine enthusiasm and deep knowledge made every stop educational and engaging.     •    Organic Farm: We watched the production process and tasted the delicious cheeses.     •    Pienza: We explored this charming hilltop town at our own pace.     •    Montalcino Winery: The highlight was visiting this intimate, family-run operation where we met the winemaker and enjoyed wine tastings while learning about their methods and history.

G
geraint586
September 18, 2025
Memorable day trip

Keko is an extremely knowledgeable and engaging host, and this was a wonderful day out in a beautiful part of the world. Lunch was a particular highlight but the whole experience was great!

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