Top picks for Pienza Day tours

Discover 557 Day tours in Pienza on Trip.com, updated February 8, 2026, with experiences lasting from 1 to 735 hours. Find the perfect adventure for your day!

From EUR 28.93 per person, with an average total of EUR 198.86. Choose the option that suits your plan.

With 18.425k verified reviews, Day tours Pienza boast an average rating of 4.8.

This week's most popular Day tours: "Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting ", with 5.067k reviews and a 4.7 rating.

Now on Trip.com: "Italy Siena + San Gimignano + Chianti Winery Day Tour|Comfortable minivan", a 8-hour adventure in Pienza!

The next available day tour departs on February 9, 2026. Book now to secure your spot!

Pienza Day tours usually take about 8 hours — perfect for a relaxed, immersive experience!

100% of Pienza Day tours now offer English-speaking guides

February is the perfect time to visit Pienza! Choose from Day tours available day tours, including seasonal favorites like Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting .

Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.

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Reviews/Trip Moments

Reviews: San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting
Guest User2026-02-01
Very good experience. S.GIMIGNANO - Agricola Poggio ai Laghi - Siena Every stops is perfect. Especially in winery I can taste four flavor of wine, balsamic vinegar, olive oil with lasagna. Staff was very kind and tell story about wine.
Reviews: Florence Day Trip: Pisa, San Gimignano and Siena with Lunch
Guest User2026-01-28
Marco was a great guide. He helped with everything we asked for, giving tips and recommendations on each point of the trip. I highly recommend My Tour in Italy!
Reviews: Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
Guest User2024-10-01
Marco was our guide and he was excellent. 5/5 for him. First vineyard explained all the regulations around the brunello di montalcino wines as well as tasting with some bruschetta, in a lovely setting. The second stop was for lunch which was fantastic, cooked by the owners wife. There were further wine tastings with lunch, however there was no look around their winery. There was a very short stop (25 minutes) to briefly look around Montalcino then a stop at the third vineyard. This tour showed the winery then some small tastings. There is sales pitch, understandably, at each location and we did buy 6 bottles overall, ranging from 68 to 120 euros. It was lovely to be on such a small and intimate tour and meet lovely people as part of it. However I would suggest reducing to two vineyards and more time to explore Montalcino.
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