Leave in the morning directly from your hotel and in less than 2 hours reach the characteristic town of Montepulciano. Built in 1500 along a narrow ridge of limestone, known all over the world for its imposing Renaissance palaces, for the elegant beauty of its churches and mostly for the Vino Nobile, one of the most appreciated Tuscan wines all over the world. Free time for visits.
In late morning through wonderful landscapes, reach another pearl of the Val d’ Orcia area: the ancient Pienza. This is one of the most beautiful Tuscan towns, rare example of Renaissance architecture brought to completion. Considered for long time the ‘ideal city’, and birthplace of Pope Pius II, it represents today one of the practical ways through which during Renaissance men tried to create an ideal model of life and government on earth. Free time for lunch and visits.
In early afternoon we’ll continue to reach the last town of the day: Montalcino, famous throughout the world especially for the origin of one of the finest wines in the world: Brunello di Montalcino. Perched on a hill on which the mighty fourteenth century fortress rises still today. Free time for visits and (why not?) for a glass of the famous Brunello wine!. Return to your accommodation in the late afternoon with full bellies, a happy heart and great memories…
Alex was extremely accommodating and went above and beyond to provide us with an exceptional experience. He was extremely knowledgeable and easy to converse with. Overall it was a great day and one we will always remember. Highly recommend.
This was a unique opportunity to immerse ourselves in the local culture of medieval Tuscan towns. We enjoyed the architecture and history of the 16th century buildings while also viewing the foundations underneath dating back to 500BC. We learned about the wine-making process and sampled many local wines. The views of the countryside were spectacular as were the views from these elevated small villages.
Beautiful Tuscany Countryside! Alex was very informative and friendly! I would recommend this day trip for anyone visiting Florence!
We have had the pleasure of working with Max three times over the last few years. He is as good as it gets! Max and his team can make your trip to Italy flawless. The drivers and guides he selects are top shelf.. Max is a great communicator and keep you up to date daily with information regarding your guide or driver. I am looking forward to planning another trip with Max in 2026. David Texas
Massimo was a great guide. He arrived on time, all 7 of us were seated comfortable. The van was really clean. Safe driver and gave us lots of time at each stop. Let us be the leaders of the time. Would definitely repeat and recommend. He was a lot of fun!
Highly recommend Tuscany in Tour. We booked 5 day excursions from Florence. Our drivers, Mossimo & Alesandro were wonderful. They both provided a wealth of information,recommendations & were very accommodating. We preferred a private driver over a regimented tour group that offers minimal flexibilitiy & very little opportunity to explore on your own. If we finished early or wanted a few extra minutes they remained close by so we could just text them. Had we used a regimented tour group, we would have missed out on an immersive, slow travel experience.
Alex was a wonderful guide on our first trip to Tuscany. He was very knowledgeable about the area and made it very easy for us to navigate our way around. These three locations are all equally amazing but lunch in the Montalcino vineyard was spectacular! Thank you Alex. Beth and Diane
Sonny is a good man, knowledgeable and we enjoyed him very much. All you could ask for in a driver. The only negative; this trip is a full day and you really need more time in Pienza and Montepulciano. I'd leave off Montalcino!
We had a amazing time. Max was very helpful during our trip. We were able to book an additional winery.
What a wonderful excursion. Just magical. Our driver/guide Massimo was the best. He works for Tuscany in Tour. His van was so comfortable. He was a great driver and a wonderful guide. Very personable. Just a beautiful guy. He made the whole experience very special. Montalcino and the wine tasting was superb. Little snacks were fresh and delicious. The Brunello was spectacular. Pienza was a marvelous little town. Montepulciano was bigger but still enjoyable. This was a highlight experience of our entire week in Tuscany.
Even though it was a very busy Sunday, during harvest season, with tons of tourists about, Aldo made it a very enjoyable experience. He showed us a few of his “secret spots” away from the crowds with amazing views, and explained some of the history behind Tuscany, how towns got their names, and more. We had a great time!
wineries visited did not respect what the description mentioned- no known quality wineries. the first was a small boutique winery- however quaint and acceptable- they showed us how theu processed their wine and tasting was reasonably good. The 2nd was horrible: we entered a cafeteria style place, sat on a small terrace, were served a first vino nobile of terrible quality along with a few slices of ordinary salami and cheese, and then they served a 2nd vino nobile in the same glass and were politely greeted ‘thank you fir coming’. We had 1 stop at pienza and given 30 min to find our own place and eat and another 20 minutes to walk on a tourist street at Montepulciano. 4 hours driving on a 8 hour day. Not worth the 440 euros for 4 of us. Do not recommend. Plus they don’t even ask for our opinion. I suggest you identify the wineries you wish to visit, call to reserve, and hire a private driver.
As i said amazing road and wine trip. All these places were so beautiful and scenery .. Montepulciano great spots Montalcino mystery vibes but Pienza was my favorite ! Stunning town with quality restaurants and small shops . It was like a fairy tale ,Definitely worth it
Massimo picked us up on time at the hotel and we spent a wonderful day exploring Montalcino and Montepulciano. He was friendly and knowledgeable. The tour was well paced and included visits to two wineries. I would recommend to anyone interested in a private tour of the Tuscan countryside.
Montepulciano was breathtaking, and the food was amazing! Pienza was stunning along with great shopping and very beautiful views. Florence was an amazing experience, with great food, shopping, so many activities and best gelato ever!!!
Aldo was a wonderful tour guide. He is very knowledgeable about Florence and all the surrounding cities and towns. He’s a terrific driver, very friendly and was just a pleasure to be with. He took us to a terrific spot in Pienza that overlooked a beautiful view of Tuscany! We visited 2 excellent wineries. We would recommend him to anyone that needs a guide for Florence or the surrounding area. Thank you for providing such a great guide to us for the day.
<p>Our family of 5 enjoyed this day trip very much. It ended up being a private tour. Our driver, Andrea, picked us up promptly at 9am at our apartment and drove us to Montepulciano. There, we went to an ancient winery that was amazing! We booked this trip separately through Viator Wine Tasting and Tour of the Most Beautiful Cellar in the World. Although it took a few minutes to locate the local winery tour guide, once we did they could not have been more accommodating. We had a wonderful tour of the ancient wine cellar and then had a fantastic wine tasting with delicious bruschetta and meats and cheeses.<br/> We did not have time to explore the town of Montepulciano, as we were then on our way to Pienza. However, before leaving Montepulciano, Andrea stopped at a beautiful viewpoint so we could take some pictures of the amazing landscape.</p> <p>Once in Pienza, we had an hour or so to explore and do a little shopping. The town was very beautiful, located on a hilltop with more gorgeous views and a beautiful church as well.</p> <p>Then we were on to our last stop, Montalcino. Once again, Andrea stopped at a perfect spot for pictures on our way out of Pienza.<br/> We also had time to explore in Montalcino. They have a great fortress to climb to see more beautiful vews. We also did a quick wine tasting of the delicious local Brunello de Mantalcino wine. <br/> Overall, it was a bit of a long day but well worth it to see these 3 beautiful gems in Tuscany. We enjoyed Andrea's commentary along the way.He was very informative about pointing out different sights and telling interesting stories as we drove.</p>
Full-day tour from Florence with visits to wineries in Montalcino and Montepulciano, where we taste the famous and delicious Brunello and Nobile. The cities are beautiful, medieval, with many narrow alleys and a breathtaking view of the fields of the region. Pienza is also a grace and is the city of the famous (and also delicious) Pecorino cheese. It's worth it!
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