Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour
Overview
Available languages
8 hours
Mobile ticket
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.
Additional Info
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
What To Expect
Buonconvento
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.
Pienza
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.
Options
Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour
Pickup included
What‘s Included
Private tour
All taxes, fees and handling charges
Wine tasting
Driver/guide
Hotel pickup
Food tasting
Lunch
Gratuities
Pickup points
Select a pickup point
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reviews
37 reviews
Total reviews and rating from Viator & Tripadvisor
Great day trip through Tuscany
Tranquility Rising,Jun 10, 2026
- Review from Tripadvisor
5.00We 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.
Private tour - Brunello / Montalcino
OccassionalTravels,Jun 5, 2026
- Review from Tripadvisor
5.00We 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
Siena is well worth it
accaetano,Jun 3, 2026
- Review from Tripadvisor
5.00Old 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
So much fun! The farm was...
Madeleine R,Apr 15, 2026
- Review from Viator
5.00So 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.
Beautiful Tuscany
JuliaTrish,Mar 6, 2026
- Review from Tripadvisor
5.00Thank 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.
The Perfect Tuscan experience!
Kevin L,Feb 22, 2026
- Review from Viator
5.00Exactly 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!
Fantastic tour!
Mary R,Oct 2, 2025
- Review from Viator
5.00This was the perfect tour to experience the wine and cheese of the area. Our guide, Daniele was very knowledgeable and friendly!
Just as advertised - a great day exploring Tuscany!
Daniel R,Sep 26, 2025
- Review from Viator
5.00Our 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.
Memorable day trip
geraint586,Sep 18, 2025
- Review from Tripadvisor
5.00Keko 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!
Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour
Susan B,Jun 17, 2025
- Review from Viator
5.00Daniele was a very professional, highly educated in viticulture, and accommodating. The company was very clear with their communication prior to the tour and they were able to alter our pick up/drop off point to diminish our driving. Daniele arranged a lovely day consisting of a stop at a local organic farm/vineyard which was an excellent educational experience. The boutique vineyard was the perfect ending for the day. This tour doesn’t disappoint.
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