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

Badge of ExcellenceFirenze, Italy
Likely to Sell Out

From $90.40

Select Date and Travelers

Free cancellation
Up to 24 hours in advance.
  • 11 hours 30 minutes (approx.)
  • Mobile ticket
  • Offered in: English


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.
  • 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 and sample local cheese
  • Round-trip transportation included for an added convenience

What's Included

  • Journey by fully-fitted GT Coach
  • Expert multilingual guide
  • Free visit to Montalcino, Pienza and Montepulciano
  • Visit to a wine cellar/museum in Montalcino with tour of the wine cellars and tasting of the world-famous Brunello wine
  • Visit to a winery in Montepulciano with tasting of the “Vino Nobile
  • Tastings of Pienza's pecorino cheese
  • Food and drinks, unless specified
  • Gratuities
  • Hotel pickup and drop-off

Meeting And Pickup

Meeting point

  • Piazzale Montelungo
    Piazzale Montelungo, Firenze FI, Italy

    TOURS & NEWS KIOSK AT PIAZZALE MONTELUNGO BUS TERMINAL Located at 5-10 minutes walking distance from Santa Maria Novella Train Station. Look for our staff wearing a FUCHSIA CIAOFLORENCE JACKET and holding a CIAOFLORENCE CLIPBOARD!

Start time

08:00 AM

End point

  • Piazzale Montelungo
    Piazzale Montelungo, Firenze FI, Italy

What To Expect


2 hours Admission Ticket Free


1 hour Admission Ticket Free

Additional Info

  • Confirmation will be received at time of booking
  • Not wheelchair accessible
  • Minimum drinking age is 18 years
  • May be operated by a multi-lingual guide
  • Please advise any specific dietary requirements at time of booking
  • Vegetarian option is available, please advise at time of booking if required
  • Please show up 20 minutes before the tour departure
  • Stroller accessible
  • Near public transportation
  • Infants must sit on laps
  • Infant seats available
  • No heart problems or other serious medical conditions
  • English and Spanish are always guaranteed. In order to confirm the excursion in Italian, German, Portuguese or French a minimum of 4 pax is required
  • The order of the visits may change and Montepulciano could be the first stop
  • Disinfected radio units will be provided, and headphones will be single-use. Showing your voucher on your phone will be enough; it is not necessary to print it out.
  • Travelers should have a moderate physical fitness level
  • This tour/activity will have a maximum of 45 travelers

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.

Traveler Photos

See more
Featured review
Great trip. Elisabetta was a fantastic tour guide. I would highly recommend this day trip from Florence.
252 reviews
Total review count and overall rating based on Viator and Tripadvisor reviews
Reviews by Viator travelers.
Showing 1-10 of 252 reviews
Great trip. Elisabetta...
Malcolm_Z, Mar 2023
Great trip. Elisabetta was a fantastic tour guide. I would highly recommend this day trip from Florence.
Only one which covers Val d’orcia but can avoid Montancino
Alpa_D, Mar 2023
Montalcino can be avoided in itinerary. Town was mostly closed on Saturday and it was too much time given there . Instead May be some of more famous sites like chapel Vitaleta can be covered from closer or choose different town .
Great tour
Andrea_J, Mar 2023
Elisabeth was great. Very informative. Her explanations were clear and concise. I would recommend this tour.
Gorgeous scenery
Lisa_H, Mar 2023
The scenery was breathtaking! We also loved the free time in each town. Our bus was clean and comfortable and guide, Elisabeth was very sweet and knowledgeable.
Maria_A, Mar 2023
It was a wonderful experience the driver and the Elizabeth the guide person was so helpful. I really recommend.
Sophia_B, Jan 2023
Stefano and Roberto were fantastic guides! My friends and I enjoyed their stories and guidance through the different towns. The wine and cheese were AMAZING. Would recommend to anyone! A great way to spend a day.
Response from Host, Jan 2023
Dear Sophia, thank you so much for taking the time to leave us a review! We are glad to see that you enjoyed your time with us and our guides. Tha Val d'Orcia area has a lot to offer and visiting it is something amazing and unique. Its delicious cheeses and wines are the best! Thank you so much again, we hope to see you soon! Have a nice day, CiaoFlorence Staff
Long day, but enjoyed it...
Maria_R, Nov 2022
Long day, but enjoyed it very much. You will need to do lots of walking up and down stairs, so have to be healthy and fit.
A Wonderful Day in Tuscana
Katherine_S, Nov 2022
The amount of information given by Marco was wonderful. One of the best tours I have been on. The quality of the wines is well known. It was a pleasure to sample them. The cheese pairings with the wines...excellent.
Beautiful nature with great wine!
Joni_H, Nov 2022
Love the rolling hills in Tuscany apart from the great wine tasting experience. The towns we visited were not too touristy and were located on top of hills which boasted nice views of the rolling hills..
Response from Host, Nov 2022
Dear Joni, thank you for the positive review, we appreciate it! We are glad you enjoyed the tour and the picturesque views, we're sure you got to take plenty of beautiful pictures! We hope to see you again soon on one of our tours!
Beautiful Tuscany
chiew_h, Nov 2022
Nice trip and winderful guide. Very beautiful Tuscany scene which is unforgettable. Recommend to those who want to see the actual typical Tuscany views you normally seen in posters and puzzles.
Great excursion !
Bruce_O, Nov 2022
Enjoyed seeing these hilltop towns in Italy. The wine and cheeses were great ! Tour guide was very thoughtful and did a great job of explaining the different activities.
Response from Host, Nov 2022
Dear Bruce, thank you for the review! We are happy you enjoyed the tour as well as the company of our guide! We hope to see you again soon on one of our other tours!
Excellent day
Vahid_V, Oct 2022
Excellent tour guide and the tour itself was amazing! Definitely recommend it! The wine tasting was great and the sights were breathtaking!
The trip was super nice...
MAR_K, Oct 2022
The trip was super nice and Valentina our tour guide was super kind and nice. Truly recommend this trip!
Great trip but be aware of many steps and some hills
Mark_S, Oct 2022
Had a great trip to three beautiful towns. Marco the guide was energetic and super patient with everyone. Highly recommend. A few things that I don’t remember being mentioned in description: 1) a fair amount of hills and steps, although everyone in our group managed ok 2)this is on a large, but nice, tour bus. I had been hoping it was an 8 person van 3)it’s about 90 mins to first stop in Montalcino and about 30 mins between towns.
Montepulciano is a must!
Rebeca_M, Oct 2022
The towns we visited are beautiful. And it was nice to explore on our own. The winery at Montepulciano was amazing to visit and the time was well managed. Great explanation about the wine.
Response from Host, Oct 2022
Dear Rebeca, Thank you for the postive review! We are happy to know that you enjoyed the tour. We hope it was a memorable day for you and we hope you got to make plenty of pictures.
Very nice trip
Solange_L, Oct 2022
Our guide Vladislava was excellent ! Very knowledgeable, kind , passionate and patient . Driver was very skilled at driving ; but not part of the experience at all . Seemed rushed , missed a couple of sights he was supposed to stop at , played stupid when Vladislava told him he was supposed to stop so we could take pictures , etc . He just wanted to rush the excursion , and made it very obvious . I honestly think he should be a truck driver; not a people person at all . Not for tours . Viator seems like a great tour company overall . Thank you Vladislava !!!!
Not worth time or money.
Brigitte_D, Oct 2022
The 2 tastings that were offered were just ok, our tour guide Danielle was completely disengaged, spent the entire time on her phone. So rude.
Response from Host, Oct 2022
Dear Brigitte, I'm very sorry to read that our activty didn't meet your expectations. The Val d'Orcia area offers one of the most beautiful landscapes in Tuscany, It's hard to believe that you didn't enjoy the amazing panorama. Val d'Orcia is famous all over the world for the production of wine and we carrefully select the wineries where you will taste his renowned products. Daniele is a very good tour leader, she is very welcoming and informative, our clients are always happy of her and we are vey glad to have her in our staff. Anyway, I will for sure check with her and forward your message, I'm sorry for any incovenience. I hope you will come back in Florence and join another tour with us, I'm sure you won't be disappointed! Have a lovely day, CiaoFlorence Staff
We enjoyed our first wine...
windsor_d, Oct 2022
We enjoyed our first wine tasting at montalcino. The drive through orcia valley was breathtaking. Beautiful scenery. Pienza was our favourite. Serena was very knowledgeable and helpful.
Day to remember
conrad_s, Oct 2022
Absolutely great day long but worth it. Serena was a great guide knowledgeable and professional. Fabulous wine and cheese tasting that made all the climbing worthwhile
Very Nice but Skipped Montepulciano!
Emily_K, Oct 2022
Disclaimer: I'm not a huge wine fan but was on the tour since they provided transportation and free time in three towns. Or at least, the description said there was free time in each town. We were supposed to have an hour of free time in Montepulciano but instead, we got off the bus, went to the wine tasting, and then got back on the bus! Didn't get to see the town at all. It was very disappointing. If they'd had told us I would've just skipped the tasting. We got an hour and some change in Pienza, which is enough to either see the town or eat, but not both. We also had an hour to explore Montalcino, which was a decent amount of time. Both are very cute towns. Everyone was very nice, from our tour guide Roberto to the staff running the wine tastings. We got to taste some very fine wines. But I went in early October and it was quite rushed, even though we had sunlight to spare. We were even told at the beginning of the tour that it was a great tour because it would NOT be rushed. Good tour for just the wine tasting but wasn't terrific for seeing the towns, which was advertised.