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This is an experience for true wine lovers, selecting the best boutique wineries including a guided lunch and wine tasting of Brunello di Montalcino, listed as one of the best wines in the world by the prestigious magazine Wine Spectator. All this while visiting 3 UNESCO's site and the famous Gladiator movies sceneries, crossing breathtaking hills and charming medieval small villages.
This tour offers a small group experience for a maximum of 6 people for a unique atmosphere. The Tour guide will assist you during the entire day to satisfy all your request and show you the most beautiful part of Tuscany.
So relax while you enter the heart of real Tuscany with medieval villages of incomparable charm, an ancient farming tradition that produces wine, cheese, cold cuts and excellent meat. This experience will give you the chance to try one of the best wines in the world.
Infants and small children can ride in a pram or stroller
Infants are required to sit on an adult’s lap
Suitable for all physical fitness levels
Monteriggioni
You can relax while we are crossing the beautiful Chianti hills and the Medieval hilltop gem of Monteriggioni, a castle from 1213 with its beautiful walls.
Montalcino
Enjoy views over Montalcino, with the imposing fourteenth century fortress that offers one of the most beautiful views onto Val d’Orcia. Here, you will visit a boutique winery-farm, and offered a guided lunch-tasting of the renowned Rosso di Montalcino, Brunello di Montalcino, docg wines and a large selection of typical products of the territory and a delicious homemade desert. All this is followed by a visit to the cellars and some leisure time to enjoy the nature.
Wine tasting in Montepulciano: Enjoy Nobile wine tasting in Montepulciano.
Organic food, Pecorino cheese & Extra-virgin Olive oil
Lunch in a organic boutique winery with panoramic views
Bottled water
Licensed Tour Guide all day
Small group max 6 people
Top rated Brunello di Montalcino wines & Super Tuscan
Wine cellars visit
Nobile di Montepulciano wine (only adding a 2nd winery)
Photo Service
For a full refund, cancel at least 24 hours before the scheduled departure time.
45 reviews
Total reviews and rating from Viator & Tripadvisor
I6410UQdebbiet,May 29, 2026
- Review from Tripadvisor
It was a beautiful day trip out of Florence. Amazing winery near Montalcino and bonus wine tasting in Montepulciano with time to explore the town.
P5110AOjefft,May 22, 2026
- Review from Tripadvisor
Amazing tour with Morad! Such a wonderful experience and Morad made the tour very special through his knowledge, passion, and engagement with us. This was the best guided tour we have been on. If we could give 10 Stars, we would!




shannon m,May 14, 2026
- Review from Tripadvisor
Our Montalcino & Pienza wine tour was truly the highlight of our Italy trip and we hated to see it end! Every part of the experience was so thoughtfully planned and perfectly executed. The winery was absolutely breathtaking, the medieval towns were incredible to explore, and the panoramic views throughout the day were unforgettable. Morad was an exceptional tour guide. He shared so much fascinating history, made us feel completely taken care of, and truly treated us like family. He was incredibly attentive to our dietary restrictions and made sure the winery staff was aware. He was also an extremely safe driver, and the private transportation for our family of five was spacious and very comfortable. The wine tasting and lunch were both delicious, and the winery staff was highly knowledgeable and created such an inviting atmosphere. The entire experience felt personalized, relaxed, and special from beginning to end. This tour is an absolute must-do if you’re visiting Italy. We will be talking about this day for years to come!
Kirsten L,Apr 11, 2026
- Review from Viator
Absolutely wonderful day exploring Tuscany! Lunch at the winery was one of the best meals we had on our trip to Italy. The visit to the olive grove and olive oil tasting was the highlight of the day. Morad was an excellent guide. We learned so much about Tuscany, GOOD olive oil, regional dishes, and brunello wine. Visiting the quaint town of Montepulciano was a perfect end to the perfect day in Tuscany.
sterling r,Sep 25, 2025
- Review from Viator
Amazing experience with Morad ! He was so personal, knowledgeable, and engaged in our conversations. Winery tour was exceptional!
Robert T,Sep 4, 2025
- Review from Tripadvisor
Amazing tour! Beautiful towns as you enjoy the incredible landscape of Tuscany. Professional service providing excellent historical notes of the area. Enjoy some of the best wines in Tuscany in an intimate setting. Highly recommend
HuiPing c,Sep 4, 2025
- Review from Viator
You spent good 4-5 hours on the road. Trip was wonderful. Wine and food were great. I would consider departing at different cities to visit this wine region next time .
Sylvain G,Jul 10, 2025
- Review from Viator
This Tuscany tour was great , the excursions included time to visit and appreciate these beautiful historical cities. I have to say our tour guide Murad was friendly and gave us a great experience.
Jason W,May 22, 2025
- Review from Viator
A great trip. We had some fantastic Brunello wine in a beautiful small winery and a really nice lunch. We also got to see Montalcino and Multepulciano towns.
Julia R,Apr 18, 2025
- Review from Viator
Not everyone showed up to the tour so it felt like we were on a private tour! We learned so much about the area and got to see the most beautiful views. We also got pictures at the best spots, thank you so much!! Highly recommend!
Operated by Moro Tuscany Tours