Top picks for Pienza Day tours
Discover 358 Day tours in Pienza on Trip.com, updated February 20, 2026, with experiences lasting from 1 to 735 hours. Find the perfect adventure for your day!
From JPY 8,993.00 per person, with an average total of JPY 40,008.21. Choose the option that suits your plan.
With 20.226k verified reviews, Day tours Pienza boast an average rating of 4.7.
This week's most popular Day tours: "Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing", with 5.198k reviews and a 4.6 rating.
Now on Trip.com: "San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting", a 11-hour adventure in Pienza!
The next available day tour departs on February 21, 2026. Book now to secure your spot!
Pienza Day tours usually take about 11 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 Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing.
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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358 results for Pienza Day tours
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42 consecutive positive reviewsFree cancellationDuration: 11 hrs4.5/5Satisfied· 4.1k reviewsFromJPY 12,663
316 travelers savedFree cancellationDuration: 5.7 hrs4.6/5Satisfied· 5 reviews· 85 bookedFromJPY 15,027
22 consecutive positive reviewsFree cancellationDuration: 12 hrs4.7/5Very good· 5.1k reviewsFromJPY 13,030
Free cancellationDuration: 11 hrs4.5/5Satisfied· 157 reviewsFromJPY 14,562
From medieval cities to World Heritage towns and rural charm, to Pisa's magnificent Piazza del Duomo and Leaning Tower, explore Tuscany's landmarks in a single day!Free cancellationDuration: 7.5 hrsFromJPY 12,022![Italy Tuscany food and wine 1-day tour [taste local specialties + Florence round-trip]](https://ak-d.tripcdn.com/images/0356d12000oj6xo4z22E4_C_568_320.jpg?_fr=wc)
156 travelers savedFree cancellationDuration: 8.5 hrs4.5/5Satisfied· 2 reviews· 55 bookedFromJPY 16,467
75 consecutive positive reviewsFree cancellationDuration: 12 hrs4.6/5Satisfied· 5.2k reviewsFromJPY 11,928
22 consecutive positive reviewsFree cancellationDuration: 735 hrs4.6/5Satisfied· 458 reviewsFromJPY 8,993
22 consecutive positive reviewsFree cancellationDuration: 690 mins4.7/5Very good· 634 reviews· 33 bookedFromJPY 11,982
Premium private charter, exclusive space, door-to-door service, effortless travelFree cancellationDuration: 12.2 hrsFromJPY 164,345
54 consecutive positive reviewsFree cancellationDuration: 690 mins4.7/5Very good· 1k reviewsFromJPY 16,958
Free cancellationDuration: 8 hrs5.0/5Excellent· 16 reviewsFromJPY 129,344
Optional Chinese guide available, round-trip Florence food and wine tour;Free cancellationDuration: 11 hrsFromJPY 23,987
100 consecutive positive reviewsFree cancellationDuration: 7–9 hrs4.9/5Excellent· 3.3k reviewsFromJPY 23,962
Explore the Val d'Orcia in the heart of Tuscany and wander through three charming, picturesque towns!Free cancellationDuration: 9.1 hrsFromJPY 17,515
Enjoy the breathtaking views of Val d'Orcia, explore the Brunello Sanctuary, and visit the charming towns of Pienza and Montalcino!Free cancellationDuration: 9 hrsFromJPY 19,729
Explore the Val D'Orcia region, visiting the historic hill towns of Montepulciano, Pienza, and the vineyards of Tuscany on a day trip from RomeDuration: 6 hrsFromJPY 84,553
Departing from Rome to Tuscany, this historic hilltop town is nestled on sun-drenched hills, dotted with Tuscan farms;Free cancellationDuration: 7 hrsFromJPY 196,685
Free cancellationDuration: 2–3 hrs4.4/5Good· 60 reviewsFromJPY 47,370
100 consecutive positive reviewsFree cancellationDuration: 3 hrs5.0/5Excellent· 175 reviewsFromJPY 15,707
22 consecutive positive reviewsFree cancellationBook now for todayDuration: 2–3 hrs4.7/5Very good· 64 reviewsFromJPY 57,282
Book now for todayDuration: 150 minsFromJPY 15,401
Free cancellationBook now for todayDuration: 3 hrsFromJPY 16,831
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Reviews/Trip Moments
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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.★
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Reviews: Italy Pisa + Siena + San Gimignano 1-day tour|Essence of Tuscany|Multiple Experiences
Guest User2024-12-05
Europe's winter is dark early, it is dim at 4 pm, so it is very regrettable that we finally arrived at the Leaning Tower in Pisa, which is not conducive to taking pictures, and we can't take pictures of the design of the Leaning Tower with our hands. Other trips are very good.★
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Reviews: Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting
Guest User2026-02-03
Flavio, our guide was awesome. The two hour bus ride was broken up by a nice little visit to grab some souvenirs. The wine was delicious in the lunch was wonderful. I would highly recommend. It is an entire day and there is some walking.★
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Reviews: San Gimignano, Siena, Monteriggioni: Fully Escorted Tour, Lunch & Wine Tasting
Guest User2025-09-06
We had a great experience on this tour, thanks to our guide Jakopo and driver Raul. Jakopo was polite and very informative, sharing lots of interesting facts about Tuscany throughout the day. He also gave clear instructions about meeting points and times, which helped everything run smoothly. Raul, our driver, was equally professional and ensured we arrived safely at each destination.
Our first stop was Monteriggioni, a charming little town where we had about 30 minutes—just enough time to grab a coffee and take in the atmosphere. We then spent around three hours in Siena, which felt like plenty of time to explore the historic streets, enjoy a delicious lunch at a local restaurant, and pick up a souvenir.
After Siena, we stopped at Poggio ai Laghi for a wine tasting experience. We sampled four different wines, two types of balsamic vinegar, and a selection of bread and cold cuts—definitely a highlight of the day.
Our final stop was San Gimignano, where we had 1.5 hours. While we enjoyed exploring this beautiful hilltop town, we would have loved a bit more time there, as it felt slightly rushed compared to the earlier stops.
Overall, it was a well-organized tour with a good mix of cultural exploration, food, and relaxation. Highly recommended for anyone wanting to experience the best of Tuscany in a day.★
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Reviews: Italy Tuscany food and wine 1-day tour [taste local specialties + Florence round-trip]
Guest User2025-04-15
I like this local international group and will meet people from various countries. This time I went to Germany and Italy. I basically chose the local group. As long as the merchant is reliable, the itinerary is very happy! This group is that I was almost late for the morning departure. The customer service has been helping me find the route. I also booked a New Zealand itinerary in the second half of the year with their family. It must be praised.
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