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Tuscany Wine Tour: Art, Culture, and Tasting
4.1
93 Ratings
Firenze
Delve into a day filled with art, culture, and wine. Prepare for an extraordinary adventure in the stunning Val d’Orcia region of Tuscany. Savor Brunello wine, discover the charm of Pienza, and relish a traditional lunch at a local winery.
Delve into a day filled with art, culture, and wine. Prepare for an extraordinary adventure in the stunning Val d’Orcia region of Tuscany. Savor Brunello wine, discover the charm of Pienza, and relish a traditional lunch at a local winery.
Duration:
12 hours, 30 minutes
Cancellation:
24 hours
Highlights
- Montepulciano - Take some leisure time to explore Montepulciano.
- Montepulciano - Delight in a wine tasting and tour of a wine cellar. Sample the renowned Nobile di Montepulciano wine.
- Val d’Orcia - Marvel at the breathtaking Val D’Orcia, with its stunning landscape filled with olive groves, vineyards, and cypress trees. Its beauty has…
- Montepulciano - Take some leisure time to explore Montepulciano.
- Montepulciano - Delight in a wine tasting and tour of a wine cellar. Sample the renowned Nobile di Montepulciano wine.
- Val d’Orcia - Marvel at the breathtaking Val D’Orcia, with its stunning landscape filled with olive groves, vineyards, and cypress trees. Its beauty has earned it a designation as a UNESCO World Heritage site.
- Pienza - Enjoy free time to discover the city and have lunch.
- Montalcino - Savor a wine tasting and visit a wine cellar. Experience the famous Brunello di Montalcino wine.

What's Included
- Lunch
- On-board WiFi
- Transportation by air-conditioned bus or minivan
- Expert multilingual guide
- Free time in Montepulciano and Pienza
- Chianti & Nobile di Montepulciano wine tasting with accompanying snacks
- Lunch
- On-board WiFi
- Transportation by air-conditioned bus or minivan
- Expert multilingual guide
- Free time in Montepulciano and Pienza
- Chianti & Nobile di Montepulciano wine tasting with accompanying snacks
What's Not Included
- Gratuities (optional)
- Gratuities (optional)
Additional Information
- Please note that tour visit order can be switched due to winery schedule but you will always visit Pienza and Montepulciano
- Please note that tour visit order can be switched due to winery schedule but you will always visit Pienza and Montepulciano
Location
Via dell' Oriuolo & Piazza del Duomo
Meet our staff at "Via dell' Oriuolo Piazza del Duomo" - at the intersection with Via del Proconsolo..
Our staff will wear a white shirt and a green panel advertising our tour.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
4.1
(93 Ratings)
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1 star
K4481stalexanderm
Oct 1, 2025
Recommended - Great Experience, Alessa, Andrea and the driver Michel did an excellent job, thank you for the experience, and suggestions
Review provided by Tripadvisor
Anne_w
Jun 22, 2025
Beautiful!! - Loved this trip so much! It was beyond beautiful! Tuscany is breathtaking and the wines were very good! Definitely recommend! The driver was very kind as well.
Review provided by Viator
Kaye_w
Jun 8, 2025
Excellent excursion to... - Excellent excursion to Tuscany for wine tasting and exploring beautiful castle villages of Montepulciano and Pienza. Stunning Tuscan countryside. The Talosa vineyard was especially fantastic. The most excellent cheese and wine!! Our tour guides, Fabritzi, was great as well! I highly recommend this tour.
Review provided by Viator
353chaimd
May 3, 2025
Gorgeous Must Do - The trip was fantastic! Our guide Marta was entertaining and knowledgeable as we toured parts of Tuscany. The scenery was gorgeous and the wine was delicious. Giovanni our tour driver was great and we felt safe on the twisty roads.
Review provided by Tripadvisor
Tracey
Jul 26, 2023
val d'orcia - this turned out to be with a small group via van. Daniel, our driver guide dropped us off very close to the center of the town which made the quality of the experience the best
Review provided by Tripadvisor
957bred
Mar 19, 2023
Nice tour with good wine and beautiful views. - We were in a small group so we were in a van instead of a big bus which allowed the guide Daniel to stop at places we couldn't have on a bus. We stopped at an overlook of Siena, went to a wine tasting/tour at Montalcino, stopped at a beautiful overlook of Val d'orcia, spent free time in Pienza, and then some more free time in Montepulciano. The wine tasting was great. The town of Pienza is just about the cutest town I've ever seen, and the views from Montepulciano were breathtaking. Well worth taking the tour.
Review provided by Tripadvisor
Blair_l
Apr 12, 2022
Fantastic Day Trip! - This was an amazing tour! We were able to see multiple unique towns in the Val d'Orcia and try delicious wine and food. Our guide provided great information and stories throughout our day. I would highly recommend this for anyone who is interested in exploring Tuscany without the need to rent a car (or wander around somewhat lost).
Review provided by Viator
Anshul_s
Apr 25, 2023
Beautiful Place, misleading description - The Trip description is misleading. Firstly, we were not informed that many passengers would be picked up on the way from Pisa, and then they would be dropped first before leaving the Florence passengers. The pick up point of this tour at Florence is very far. Also, the pictures in viator are misleading. While it was said that the tour would be through winery at Montalcino, and with picture of Mario at his wineyard, we were instead taken to wine storage cellar at Montalpulciano. The tour guide herself stated that these pictures are old and not what they do.
Review provided by Viator
Kerstinep2016
May 10, 2023
Very untrustworthy. Don’t use. - Very untrustworthy
Not professional
We paid for a wine tour with food and to visit two towns.
We headed to one winery, then after words between the driver Ricardo and Leyla the driver turned around in someone’s yard and headed to another winery. No explanation to the 20 guests on the bus.
We visited one winery went to Montepulciano around 12:30 where all other tour guests were told to have lunch while in the town as they didn’t pay for the included lunch. My husband and I who had paid €60 euro to have lunch were told to wait until the next town which we were told would be around 3:30pm to have lunch. We expressed our unhappiness with this and after a bit of mess around were advised in an email that
My Italy Tours (the tour operator) would refund the money back to our card.
We proceeded with the tour and went to the next town.
When we were picked up from this town we were told we were now heading home.
I asked about the second winery and Leyla told the group that this is what she was told to do and we would have to speak to the tour operator.
Other guests were also unhappy we were not visiting the se on winery.
I emailed them on the way home and have never had a response to this.
They did however pull down this tour from their website while I was following up the next day with a phone call. No resolution to date.
Also after 15 days I still do not have my refund for the 60 euro lunch.
I will continue to chase them.
Don’t trust My Italy Tours.
Review provided by Tripadvisor
Steph_h
Apr 4, 2023
Save your money - It was the worst tour I've ever been on. It gives you the impression that it'll be a relaxing day of tastings but we spent more time in the car with a guide who has limited English skills. The van we rode in wasn't comfortable, the driver missed an exit because he and the guide we're chatting (or he was on the phone) and the guide didn't have any recommendations on where to go for tastings on our own. The description also didn't mention that there's a lot of walking uphill so I didn't wear the right shoes for it. If I knew this was how it was going to be, I would have gone with another tour. You're basically only paying for one tasting and a ride to different small towns. For that price, I could've arranged my own transportation because there was no benefit having a guide. He was also the last person we had to wait for on one stop. What a joke!
Review provided by Viator