Unforgettable Tuscan Wine Journey: Montalcino & Montepulciano
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A heaven for wine lovers: situated just south of Siena lies the land of some of the best Italian wines: Brunello di Montalcino and Nobile di Montepulciano. Based on the clones of Sangiovese, some of the most collectible and popular wines in all of Italy are produced here. Most of the tour takes place in the scenic views of the rolling hills of Val d’Orcia: a natural World Heritage Site protected by Unesco. Meet the producers and enjoy their wines.
Reviews
Reviews and Rating (Tripadvisor)
5 stars
Reviews by Tripadvisor travelers
vincent_g, 10/15/2025 11:04:17 AM
Just a great trip. Youre essentially booking a driver that is wildly knowledgeable about tuscany who will accommodate plans based on your needs. Lucca was a wonderful guy and we thank him very much for helping us see tuscany
Chris_S, 10/8/2025 6:48:02 PM
We absolutely loved this tour and would recommend it to anyone who is considering it! Our tour guide, Luca, picked us up at our hotel in Firenze in the morning. From there, we drove to Montipulciano to meet with Maurizio, a producer of Nobile di Montipuliciano who runs a biodynamic winery. It was harvest season, and we were delighted to see grapes being harvested and processed. Maurizio entertained us with his description of how he farms grapes, the 3 harvests, and his method for making wine. Afterward, we sample 3 different wines. We came home with bottles that will awaken memories of this special vineyard and the man behind the amazing wine. Next, we drove to Montalcino. During the entire tour, Luca explained this history of Tuscany, Tuscan wines, and Tuscan winemaking. We learned about the Etruscans, the Val d'Orcia, the origin of pecorino made in Tuscany, the idea behind the founding and constructing of Pienza, and even where some scenes were filmed for the Gladiator movie. At our next stop (Poggio Rubino winery), we were introduced to the winemaker's mother, Roberta. We ate a wonderful meal consisting of the best pasta and sauce we ate in Italy and a heavenly panzanella salad (both made by Roberta). We tasted 3 wines, including an early introduction to next year's release of their Brunello di Montalcino. We look forward to receiving the wines we ordered to arrive with next years Brunello so we can recall the views and special people we met at Poggio Rubino, and our day exploring the Tuscan countryside with Luca. During our journey we also visited Pienza and Siena. Luca tries to fit in whatever his clients are interested in and is happy to divert as his clients wish. This was truly a special experience and we would do it again in a heartbeat!
Samantha_D, 9/30/2025 12:50:31 PM
Such an amazing experience. Luca was absolutely amazing and so informative. We could not recommend this tour enough. Both wineries were excellent. The first one had a wonderful wine pairing with a light lunch with a lovely tour with the owner as well as an incredible view. The second, which was our favorite, was at a beautiful vineyard with a tasting with the owner, who was entertaining and so informative. We learned so much and enjoyed great wine and even better company. The van was extremely comfortable and we enjoyed getting to see all the sights along the way.
joelussier13, 9/27/2025 12:12:29 PM
We had a wonderful afternoon with Let’s Andiamo. We had some travel issues and were almost 2 hours late. Our driver, Francesco, was very patient with us and didn’t cut back at all on the trip. We visited two wineries (Montalcino & Montepulciano) and a market in Piesa. We had a great time. Francesco was very friendly and generous with his time. Thank you Francesco!
Traveler63104974289, 9/11/2025 11:53:18 AM
We left Florence in the morning to visit Cortona and Montepulciano. We had an absolutely wonderful time. Our driver was not only safe, but very sociable with our group. We were very lucky to have Marco as our driver.
jovannam620, 9/6/2025 3:27:31 PM
Our private tour with Nunzio was amazing from start to finish. We visited two family owned wineries in Montalcino and Montepulciano and each one was a completely different experience. The food, views, and of course the wines were a 5/5. Couldn’t have asked for a better day. Definitely a highlight of our trip
Charles_I, 9/4/2025 12:14:54 PM
Matteo was our guide who took us to Montalcino and Montepulciano to taste wonderful Brunello and Nobile Tuscan wine. In short what a wonderful day that leads me to recommend this tour to others. You’ll be glad you did!
Charles_I, 9/4/2025 3:14:23 AM
Our tour guide was Tommasso, we were fortunate to have him for a second tour. After departing from our Villa, we travelled to Montalcino for a delightful walk through this charming town. Then we visited our first winery which included not only a tasting but also a delicious lunch. Then a lovely drive through the Tuscan countryside to a second winery that also featured tasty wine in addition to a delectable board of Italian meats and cheeses. We took this tour with family and all agreed that it was a great day in Tuscany!
654dawnd, 9/1/2025 1:28:04 PM
Luca was awesome! He offered so much information about the area, and we enjoyed his personal touch to the experience. The wineries were more intimate and personal. Overall, everything was great!
Caesar_I, 8/2/2025 11:50:30 PM
This was an excellent way to spend a day outside of the City and to see the beautiful wine country of Tuscany. Our private car was excellent, clean and spacious for our family of four. Our guide, Dario, was pleasant and did an excellent job taking us to two amazing locations to experience the Brunello area. He was also extremely knowledgeable about the wine and was able to answer every question we had. The small family owned winery we visited was nothing short of amazing. Their Brunello was outstanding, the tour of the family production area was nice, and the small lunch they provided was perfect. This was a must order for us and something I know we will continue to order. Hidden gem for sure! The goal certainly was to experience where Brunello is made, but honestly we enjoyed walking around Montalcino and especially Montepulciano as much. This was a great addition to the wine experience and give a nice break to the long car rides through the wine country. Montepulciano was amazing and I can’t wait to visit this again. Overall, if you want a private experience for a small group and specifically want to see the small production side of Brunello, this was an outstanding choice. We are so happy with our choice and would highly recommend to someone that is looking for a Tuscan wine day….and its a very full day!
- Specialized infant seats are available
- Wheelchair accessible
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Transportation options are wheelchair accessible
- Suitable for all physical fitness levels
- Collapsible wheelchairs can be accommodated providing the passenger is accompanied by someone who can assist them board and disembark
- Operates in all weather conditions, please dress appropriately
- Vegetarian option is available, please advise at time of booking if required
- Gluten free lunch option is available, please advise at time of booking
No departure point available
Redemption
• Please provide children number and age range to arrange consequently the correct baby seats size and number. • A dress code is required to enter places of worship and selected museums.24 hours before travel date - 100% refund
Less than 24 hours before travel date - 0% refund









