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Discover some of the highlights of Tuscany on this day trip from Florence by coach. Visit historical hill towns Pienza, Montalcino and Montepulciano; admire the gorgeous, vineyard-covered scenery of Orcia Valley (Val d’Orcia); and enjoy cheese and wine tastings as you stop at local wineries and other venues. It’s a great day out in the Italian countryside.


  • Tuscany day trip from Florence
  • Visit hill towns Montalcino, Montepulciano and World Heritage–listed Pienza
  • Enjoy a scenic drive through the hilly vineyard landscape of Val d’Orcia
  • Taste regional wine varietals Brunello and Vino Nobile
  • Sample local cheese

Recent Photos of This Tour

What You Can Expect

Montalcino, Orcia Valley, Pienza and Montepulciano: Wine and Cheese Tasting Guided Tour from Florence

Explore the Pienza main square

Customer Reviews


5 star rating: Highly Recommended October 2016

I would give this tour more stars if I could. Excellent itinerary with sufficient time at each of the 4 stops. We even stopped along the way a couple of times to take photos something other tour companies did not do.

Kendra Marie

5 star rating: Highly Recommended October 2016

This tour was my favorite thing we did while we were in Florence!!! Our tour guide, Brando, and bus driver, Marco, were incredible. Brando was super knowledgable and gave us fun facts throughout the trip, and was super personable and funny. He made our day very fun! My husband had never been to Tuscany before, and I had been 4 years ago, but I never saw views like I did on this trip. The vistas that we were brought to and discovered while we were in the cutest towns were spectacular! The towns they chose for this trip were so beautiful and intimate, not like the bigger touristy cities. This was the only day trip we did, and I'm so glad we picked this one. We talked with other people on this tour, who had gone on a number of tours, and they said that this was their favorite by far, and that it was the most informative. Definitely recommend this day trip!!

Jane O

5 star rating: Highly Recommended October 2016

This was the best of five tours we did from Florence. We went to several hill towns in Tuscany that were not as crowded as those on other tours. It gave us a good flavor of the Tuscan countryside, and the tour leader, Brando, was very energetic and engaging with the group.

Susan F

5 star rating: Highly Recommended September 2016

Loved this tour!!!

Carl B

5 star rating: Highly Recommended September 2016

Loved this tour. Great tour guide too, Brando. My husband and I have been to Italy 8 times and we found this to be one of the best tours we have been on. Loved the world dries and the scenery between the towns we visited. Great value for money spent.


5 star rating: Highly Recommended September 2016

I was hesitant about booking this tour because it was new to Viator when we first discovered it. I'm so grateful I did! Our guide Luca was incrediably knowledgable and very entertaining. He gave us plenty of time to explore, coupled with our scheduled stops. We greatly enjoyed the wine and cheese tasting. I was so happy to have a smaller tour group and time in these quaint little towns. The other tours although more reviews had WAY too many poplin the groups. Thank you Viator and Luca for another great vacation experience!

Susan D

5 star rating: Highly Recommended September 2016

Excellent tour and guide!! Brando did an amazing job and was very informative, pleasant and helpful. The tour itself is well organized and a lot of fun! We just returned from our trip to Italy and we used viator for all of our tours and each one was excellent!! Each tour was well thought out, organized, informative, and interesting.


5 star rating: Highly Recommended July 2016

This tour was amazing. The tour guide was very experienced and helpful. We enjoyed this tour from the beginning until the end.


5 star rating: Highly Recommended June 2016

We loved the trip, seeing the country side, towns and wineries. Very good tour guide. Only problem was not enough time to eat and see the town.

Jennifer M Spain

5 star rating: Highly Recommended May 2016

This was a lovely tour. Our guide, Brando, was full of enthusiasm, informative and entertaining. May is a good time to go as the countryside is at its best. All villages and towns visited were worthwhile. The visit to the winery was conducted by a person who worked there so she knew what she was talking about and consequently explained the processes clearly. The wine tasting and cheese tasting were a highlight. Lunch in a local restaurant was delicious. I really recommend this trip.

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