Private Tuscany Wine Tour: Montepulciano and Pienza

Rome, Italy

10 hours (approx.)
Pickup offered
Group discounts
Mobile ticket
Offered in: English

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Overview

What's Included

Professional English- and Spanish-speaking chauffeur
Tasting of five carefully selected regional 5 wines
Complimentary hotel pickup and drop-off in Rome
Private luxury transportation throughout the day
Exclusive winery experience with guided vineyard and cellar visit

Lunch and additional beverages beyond the tasting
Optional Tuscan tasting platter (€20 per person)
Gratuities for your chauffeur, at your discretion
Port pickup in Civitavecchia (€100 per group, payable to the driver)

Meeting and Pickup

Pickup points

Select a pickup point

Pickup details

Enter the name or address of your accommodation or hotel, and one of our drivers will be waiting for you directly in the lobby.

Itinerary

Montepulciano

3 hours • Admission Ticket Included

Comune di Montepulciano

30 minutes • Admission Ticket Free

Historic Centre of the City of Pienza

45 minutes • Admission Ticket Free

Additional Info

Confirmation will be received at time of booking
Wheelchair accessible
Stroller accessible
Service animals allowed
Infant seats available

Transportation is wheelchair accessible
Surfaces are wheelchair accessible
Most travelers can participate
Gli animali devono avere il loro trasportino
This is a private tour/activity. Only your group will participate

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Cancellation Policy

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

Traveler Photos

Gallery picture 1 (from a traveler's review)

Gallery picture 2 (from a traveler's review)

Gallery picture 3 (from a traveler's review)

Gallery picture 4 (from a traveler's review)

Gallery picture 5 (from a traveler's review)

Reviews

4.2

based on 6 reviews

Total reviews and rating from Viator & Tripadvisor

We perform checks on reviews

We had a lovely day out...

Jordan_W, Apr 2026

We had a lovely day out with our driver Alex. He was able to show us all we were after and took us to some very beautiful winery’s. Couldn’t ask for a better day.

Response from Host, Apr 2026

Good morning to you! You are a wonderful family, and thanks to your kind participation, we were able to share much of our experience in Tuscany, a marvelous land that makes everyone who visits fall in love with it. Thank you for your valuable contribution. May we continue our journey and enjoy Europe. Alex

Not worth the price

Ellana_S, May 2024

The winery Canneto and the host Daniela at the winery were the best part. Although Alex, our driver, was a lovely man, he did not speak or understand English or Spanish. We read on a previous review that his English wasn’t great, but figured, since we speak Spanish as well (which it says he does) we’d be fine. Not so much. We were hoping for a private tour, we would have been offered more information, history, anything really…. But Alex was mostly just a driver. Not worth the price

Response from Host, Aug 2024

Our driver Alessandro sometimes also called Alex, is a very good and helpful driver of ours, he is a new guy and certainly with all the good will he tried to do his best. The real Alex (named Alex) speaks Italian and Spanish at a native level, English very well but not fluent. The tour includes wine tasting in English which would be the most important part of the activity, Alessando's level was sufficient to understand and make the drop-off and pick-up in the small towns to visit understood, maybe some panoramic explanation of the place but not at the level of a tourist guide. The driver acts as a guide because he takes you to make the stops and visits before the main attraction of the service: THE WINE TASTING IN ENGLISH.

We were on a cruise and...

Shannon_M, Oct 2023

We were on a cruise and took an extra day to leave from Rome to drive to Tuscany. Our driver was very nice, absolutely punctual and very experienced driver. However with limited English and needing to communicate somewhat thru Spanish a very second language to me it was difficult. We drove to the beautiful towns of Pienza and Montepulciano. We were not however prepared to tour the towns and glean any history or knowledge other than pictures on our own. I'm happy we were able to experience Tuscany but would make sure that should we do it again, with someone speaking full English.

Response from Host, Apr 2024

Thank you for appreciating our tour, sometimes we are inundated with work requests and in any case we try to satisfy all our customers. We are pleased that you appreciated the effort of our assistant and above all his kindness and professionalism. Cordial greetings

AMAZING EXPERIENCE: READ PLEASE

Joanne_A, Aug 2023

This was the highlight of our stay in Rome. We had initially booked a different tour, and rebooked a private tour when a member of our group had last minute surgery. BEST DECISION we could have made. We agreed that this was well worth the money. We were picked up by our guide Alessandro who from the beginning was prompt, polite and very accommodating to the member of our group that was on crutches. We drove from Rome to Pienza. On the way we stopped a beautiful castle for photos. In Pienza, Alessandro accompanied us and told us about the city, walked around the shops and we tasted delicious cheeses, vinegar and olive oil. We traveled to Montepulciano where we were greeted by Daniela and toured the cellars. Daniela was personable and knowledgeable. The tour was the perfect length and we sampled many, many wines and olive oil. The views from the vineyard were stunning. We could not stop talking about what an amazing day it had been. We ended up purchasing wine and olive oil because it was so delicious. We opted to have lunch at a restaurant (there were some picky eaters in the group), and Alessandro brought us to a lovely restaurant. We do not speak Italian, and Alessandro stayed with us until we ordered to ensure the order was placed correctly. The lunch was absolutely delicious! We really appreciated the kindness and hospitality provided throughout the tour. We traveled as 3 sisters in our late 20’s- early 30’s and our mom who is in her 60’s, and all of us said we would do this again in a heartbeat! I truly cannot recommend this tour enough!

Response from Host, Aug 2023

Good morning! Three beautiful girls and a beautiful lady, you are a wonderful family! Thank you for your cooperation and kindness, thank you for your sympathy and help which made the day much more dynamic and easier. For us it was a real pleasure to work with you and to have had them as guests! Your precious words fill us with joy and courage to continue offering the best of our services.! We are here, we look forward to seeing you next time, a very dear greeting! Thank you very much! Alessandro

A trip back in time with Franco

Yuliet_P, Dec 2022

So, we saw Rome. Venice and Positano- but none can compare with our day at Montepulciano! Franco was our guide-so friendly and jovial. We were picked up in a black Mercedes sedan and transported from our hotel and back to our hotel. The town has rustic charm and simplicity, medieval architecture, sweet transformation into a Christmas village and amazing vistas and views of countless olive trees and grapes connected by narrow yet intimate stony streets made for an amazing romantic experience. The wine, cheese and meat tasting was amazing (they ship to home)and so was the lively market in the town center where you could pick up all the meats and cheeses you could imagine, along with pasta, pastries, olive oils. If you’re clothes shopping, better off in Positano. We would love to come just to stay here for a week or two. Peaceful tranquility!

Response from Host, Feb 2023

Dear Yuliet, first of all thank you for your precious considerations in our tourist services, they help us to improve every day! Our Franco is very happy with his words and thanks you infinitely, he did everything with great pleasure to make your day joyful and comfortable for you. We are here waiting for you and at your disposal, you just have to indicate your available days and we will let you know we will organize a complete tour full of personalized activities. Kind regards!!!