




Available languages
10 hours 30 minutes
Mobile ticket
DEPARTURE GUARANTEED!
Enjoy a perfect day trip visiting 3 of the most impressive places in Tuscany. Montalcino, house of "Brunello" wine; Pienza, well known for the "Pecorino" cheese and Montepulciano where the undisputed symbol is the "Nobile di Montepulciano" wine!
Please note that from November to April we cannot guarantee the restaurant with view, as stated in the inclusions.
The Valdorcia has been recognized as UNESCO world heritage site since 2004, as it was an inspiration for many Renaissance painters.
There you will be surrounded by impressive views, art, culture, amazing wine and delicious food!
Our semi private tour will be on board of a premium minivan with an english speaking driver, air conditioning and free water.
WHY CHOOSE US?
Secure bookings, Guaranted Departures!
48 hours Cancellation policy, best rates guaranteed!
Group of maximum 8 people.
Infants and small children can ride in a pram or stroller
Public transportation options are available nearby
Specialized infant seats are available
Suitable for all physical fitness levels
Florence
08:00AM: Meet our English speaking driver and let's the tour begin!
Montalcino
09:45AM: The first stop will be in a great winery in Montalcino... The winery is owned by a local family and, talking with them, you will not have the feeling to visit their work place but their home instead!...You will know everything about Brunello di Montalcino: the vineyard techniques , the wine making process, its ageing and ,off course, how to appreciate it by drinking different vintages!
2 Wine Tastings
Local product food tasting during the wine tasting in Montepulciano
Guided tour on vineyard and barrel cellar
Premium van with A/C
Superior Lunch with stunning view (November to April we cannot guarantee the restaurant with view)
English-speaking driver (driver is not the guide)
Guided tour on the underground city of Montepulciano
Gratuities
Private Pick-Up
For a full refund, cancel at least 24 hours before the scheduled departure time.
386 reviews
Total reviews and rating from Viator & Tripadvisor
Iga C,Jun 6, 2026
- Review from Viator
Great tour and value. Visit includes two stops (1) Younger female run winery Patrizia Cencioni, solid Brunellos (2) Lunch in Pienza, at a great restaurant with most most insane countryside views (3) Montepulciano winery that’s mind blowing. Ancient winery Cantina Ercolani. This is where they have full range, full body brunellos. Pairing with food/cheese. Our guide here Luisa was spectacular. The knowledge and wisdom she shared made the experience 5x ⭐️. Highly recommend. Leave at 9am, back in Florence 6:30pm.
Dreamer29761000531,Jun 6, 2026
- Review from Tripadvisor
This was an amazing tour and met all our expectations!! There were a total of 7 in our tour, including my husband and I. Simona was our driver and she provided excellent commentary on the drive. She was very knowledgeable and very friendly. We stopped at two wineries, each had a large array of fantastic wines to try. Excellent wine, food, and views!! I highly recommend this tour!!
Giuliana C,Jun 2, 2026
- Review from Viator
This ended up being our favorite experience of our trip to Florence, but there were a few misses despite the overall great experience. First, we loved that it was a small group of just 8 of us for the day. It felt cozy and intimate and not too hectic, and our group was great (a tour like this is so dependent on a fun and interactive group, in my opinion). The first winery we went to was amazing, I actually could not believe the views of the tuscan countryside we got to experience while there. The second winery tour was just okay, but the tasting was wonderful and we got a good amount of food alongside the wine (first winery just gave us breadsticks but it was early in the morning so that was okay). We also really enjoyed getting to walk around Pienza, what a beautiful quaint little town! We didn't get to see the Fortezza as advertised, nor did we have any time to explore Montepulciano (maybe 10 minutes before the wine tour started). Given we returned back almost an hour earlier than advertised, it feels like we did have time for these things in the schedule as advertised. Also, there was an event happening at the location where we were meant to have lunch so we couldn't go. The place we went to instead felt like a bit of an afterthought (and we had a very limited menu to chose from and had an appetizer and pasta). Overall this was a great experience and allowed us to taste some of our favorite wines in Tuscany.
AnneMarie C,Jun 2, 2026
- Review from Viator
Great day trip with amazing landscape and wine experience. Nothing compare it. Its a must to visit this region if you are coming in Florence. Our guide Mike was really nice and funny
Sheri B,Jun 1, 2026
- Review from Viator
Two stops at Vineyards of which one was more of a museum and rarely interesting cave along a street of shops and story about war and the other vineyard was your standard tour at the Vineyard. Great pace throughout the day.
140lexw,May 29, 2026
- Review from Tripadvisor
Mike our driver with Keys of Italy was amazing (driving expertly from Firenze (8:00 am pick up) to Montepulciano to Montalcino and back to Firenze) and provided us with a first hand education of the area as we passed along with a detailed description of grapes and process of wine making. First stop (1.5 hours from Firenze) was at the wine shop and underground cellar in Montepulciano; Alessandra was incredibly knowledgeable and answered all our questions; we tasted 7 wines and a dessert wine; they served local cured meats, cheese and bread (truffle oil chips were a big hit!). Then we drove to Penza for a lovely lunch at an trattoria (salad, gnocchi and tiramisu and wine of course!). Next stop (30 mins so good for a short and much needed nap!) was Montalcino - the winery and vineyards of family owned business; Arianna, one of the owners, was our guide and showed us outside the vineyards and grapes; we tasted 7 wines (rose, and Brunello reds) while she explained all the nuances of running a winery/vineyard. Then Mike took us into the ancient city of Montalcino so we could walk around see the fortress, do some shopping. Back in Firenze by 6:30 pm Strongly recommend Keys of Italy for a wonderful day long experience. Bring euros for tips for guides/drivers, comfy walking shoes, and a credit card for all the wine you will buy to ship home. (Note some places offer free shipping on a case of 12).
Cynthia P,May 27, 2026
- Review from Viator
Beautiful scenery and lovely wine. Second time taking this tour. The quality of the lunch has decreased since last year but the scenery is still wonderful from restaurant terrace. Wine pours seemed to be smaller and wine prices are up. Driver was diligent but parking was a challenge and we needed to walk further than last year to reach the restaurant in Pienza and the winery in Montepulciano. This was a bit of a challenge for me in 90+ F degree heat.
Frances G,May 20, 2026
- Review from Viator
Our group really enjoyed this tour. The winery visits and lunch were all great. Our driver, Fabio, was very good. He made a few extra stops so we could take some photos of the beautiful country side.
Teresa S,May 17, 2026
- Review from Viator
Wineries were good, driver was not kind, lunch was horrible a tourist trap. Description not correct at all
Helene G,May 11, 2026
- Review from Viator
The advertisement and confirmation receipt read "Superior breakfast with stunning views". This is totally misleading. We went on May 11th, so we expected this superior lunch with amazing views. On the contrary, we ended up in a small restaurant without any view, between 4 walls, decent lunch without more. It really disappointed us. Besides, the visit and tasting in Montepulciano were really great.
Operated by Keys Of Italy / Florence