Vehicle and driver are included at €360 per person. Winery visits, tastings, a licensed guide and lunch are all booked and paid separately, so it is transport with local knowledge, not a guided tour.
In our comparison: #35 of 75 in Day Trips from Rome, by rating weighted by review volume (see the comparison).
One price for every traveller: €360 per adult.
Child prices by age band are shown at checkout. Option texts and prices come from the operator's listing; prices checked on Viator on 20 September 2026.
97% of ratings with a star breakdown are 4★ or 5★: 32 of 33
Star breakdown of all 33 ratings
Reviewers praise helpful drivers and flexible village visits; wine tasting is not always included.
Written by Guidekin from the 31 most recent English reviews on Viator & Tripadvisor (22 May 2019 to 18 April 2026). Refreshed as new reviews arrive; last checked 3 October 2026.
Reviews are shown as the platforms publish them and removed when they disappear there.
Ratings collected from Guidekin, Viator & Tripadvisor.
Located in the middle between the beautiful Val D’Orcia and Val di Chiana, Montepulciano is a medieval village perfect for postcards thanks to its beautiful landscape. No matter which direction you look in, you’ll find out breathtaking locations, with the green waves of the hills and golden fields with cypress trees. In his elegant historic center, located on top of the hill, guests will discover the Piazza Grande, dominated by the tower and the Gotic façade of the Palazzo Comunale.
2hAs soon as guests arrive, they’ll discover that many of town’s cellars, the oldest one, are underground. In Montepulciano, cellars are very special places, where aesthetics go hand by hand with functional and practical aspects. Guests will enjoy a visit in one of those underground cellars, and they’ll have the change to start tasting delicious types of wine.
1h · Admission not includedUpon request the guests could enjoy a guided tour of vineyards in a beautiful farm located outside Montepulciano, where guest’s will also have a delicious wine tasting. Clients can’t miss the high quality wines, such as Rosso di Montepulciano and Vino Nobile. After, guests will enjoy lunch (not included in the price) in a typical trattoria inside the town, where they’ll taste the local flavors.
3h · Admission not includedAfter the lunch, you’ll reach Pienza with your English speaking driver. Pienza is known all over the world for the production of its 'pecorino cheese' and for its traditional Tuscan cuisine. This town became a UNESCO World Heritage Site in 1996 and today it continues to show off to the world its refined and sophisticated Renaissance urban plan. Guests will enjoy a panoramic view of the city, and they’ll visit the beautiful town center, before start to taste the delicious local flavors! Guests will enjoy a cheese tasting in one of the historic shops of the town, and it will be accompanied by a glass of wine and other local products!
2hOur years of experience have allowed us to prepare this special tour to Montepulciano & Pienza for those who love Italian wine and food. Thanks to our high quality state of mind we will chauffered you there from Rome in a luxurious Mercedes Benz Minivan, in a completely private tour!
And of course, your English speaking driver is also incredible knowledgeable about Italy and will always be ready to answer all your doubts and give you interesting tips along the way!
In addition, it’s also good to highlight we are always open to customize our tour according to your preferences, we know for sure this is an added value you will appreciate for making this experience a super special one!
The operator's own notes, grouped by topic. Nothing here is added by Guidekin.
For a full refund, cancel at least 24 hours before the scheduled departure time.
| Tour | Price | Duration | Rating | Group |
|---|---|---|---|---|
| This tour · #35 of 75 | €360 | 10h | 4.85 (33) | private |
| Premium Minivan Trip from Rome: Pompeii Tour & Lunch in Sorrento | €169 | 11h | 4.97 (402) | shared |
| Pompeii and Amalfi Coast Private Day Trip from Rome | €550 | 12h | 4.98 (247) | private |
| Orvieto and Civita di Bagnoregio Full Day Private Tour from Rome | €363 | 8h | 4.99 (163) | private |
Ranked #35 of 75 in Day Trips from Rome by Guidekin score (rating weighted by review volume). Prices here run from €42 to €1020, median €200; typical length 11h. 27 of 75 are private. Figures are live from the tour cards; the rubric is our handpicked set, not the whole market. Compare all 75 Day Trips from Rome