Top picks for Pienza Day tours
Discover 338 Day tours in Pienza on Trip.com, updated February 16, 2026, with experiences lasting from 1 to 14 hours. Find the perfect adventure for your day!
From USD 45.15 per person, with an average total of USD 366.90. Choose the option that suits your plan.
With 15.629k verified reviews, Day tours Pienza boast an average rating of 4.7.
This week's most popular Day tours: "Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting ", with 5.075k reviews and a 4.7 rating.
Now on Trip.com: "From Rome: Private Day-Tour of Tuscany with Wine Tasting", a 6-hour adventure in Pienza!
The next available day tour departs on February 17, 2026. Book now to secure your spot!
Pienza Day tours usually take about 6 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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338 results for Pienza Day tours
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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 hrsFrom$554.46
Departing from Rome to Tuscany, this historic hilltop town is nestled on sun-drenched hills, dotted with Tuscan farms;Free cancellationDuration: 7 hrsFrom$1,289.78
22 consecutive positive reviewsFree cancellationDuration: 12 hrs4.7/5Very good· 5.1k reviewsFrom$83.48
29 consecutive positive reviewsFree cancellationDuration: 150 mins4.9/5Excellent· 29 reviewsFrom$166.96
Small group tours with guaranteed quality!Free cancellationDuration: 3.3 hrsFrom$79.61
Admire the stunning Siena Cathedral, a masterpiece of Gothic architectureDuration: 12 hrs5% offLimited-time saleFrom$225.74$237.63
Enjoy a wine tasting of 7 wines at the Arnaldo Caprai winery in MontefalcoFree cancellationDuration: 11 hrs5% offLimited-time saleFrom$665.95$701
Discover the beauty of the Florence Duomo and Brunelleschi's DomeDuration: 12 hrs4.8/5Very good· 4 reviews5% offLimited-time saleFrom$253.96$267.33![1-day tour of Tuscany, Italy [Civita di Bagnoregio + Montepulciano + round-trip from Rome]](https://ak-d.tripcdn.com/images/0350612000mc4qi73FA7C_C_568_320.jpg?_fr=wc)
152 travelers savedFree cancellationDuration: 8.5 hrs5.0/5Excellent· 2 reviews· 41 bookedFrom$155.74
Premium private charter, exclusive space, door-to-door service, effortless travelFree cancellationDuration: 13.8 hrsFrom$890.47
28 consecutive positive reviewsFree cancellationDuration: 12–13 hrs4.6/5Satisfied· 656 reviewsFrom$312.14
Afternoon Free for Personal DiscoveryFree cancellationDuration: 1 day4.6/5Satisfied· 10 reviews5% offLimited-time saleFrom$179.47$188.92
Admire works of art by Leonardo, Michelangelo, Botticelli, and many others!Duration: 10 hrs5% offLimited-time saleFrom$188.49$198.42
Admire the rich architecture in the historic city of SienaFree cancellationDuration: 14 hrs5% offLimited-time saleFrom$338.61$356.44
100 consecutive positive reviewsFree cancellationDuration: 4 hrs5.0/5Excellent· 697 reviewsFrom$168.17
75 travelers savedFree cancellationDuration: 3.1 hrs5.0/5Excellent· 2 reviews· 25 bookedFrom$50.17![Pompeii Archaeological Park + Mount Vesuvius 1-day tour [Air-conditioned bus/Special lunch]](https://ak-d.tripcdn.com/images/0356t12000dtgonod926B_C_568_320.png?_fr=wc)
Explore the ruins of Pompeii and Mount Vesuvius, which destroyed the ancient city, on our Rome Pompeii 1-day tour.Free cancellationDuration: 12.1 hrs3.5/5· 2 reviewsFrom$2,640.02
Pompeii, Amalfi Coast and Positano 1-day tour, visit three UNESCO World Heritage Sites in one go, with a well-planned and efficient itineraryFree cancellationDuration: 9.2 hrsFrom$202.71![1-Day Tour to Pompeii Archaeological Park [Private Charter Line]](https://ak-d.tripcdn.com/images//0586e12000r54neaf62F5_C_568_320.jpg?_fr=wc)
Premium private charter, exclusive space, door-to-door service, effortless travelFree cancellationDuration: 9.7 hrsFrom$781.88
54 consecutive positive reviewsFree cancellationDuration: 690 mins4.7/5Very good· 1k reviewsFrom$111.31![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 bookedFrom$107.79
100 consecutive positive reviewsFree cancellationDuration: 7–9 hrs4.9/5Excellent· 3.3k reviewsFrom$157.21
Optional Chinese guide available, round-trip Florence food and wine tour;Free cancellationDuration: 11 hrsFrom$157.02
Free cancellationDuration: 8 hrs5.0/5Excellent· 16 reviewsFrom$846.48
Explore the Val d'Orcia in the heart of Tuscany and wander through three charming, picturesque towns!Free cancellationDuration: 9.1 hrsFrom$114.86
Enjoy the breathtaking views of Val d'Orcia, explore the Brunello Sanctuary, and visit the charming towns of Pienza and Montalcino!Free cancellationDuration: 9 hrsFrom$129.38
Premium private charter, exclusive space, door-to-door service, effortless travelFree cancellationDuration: 12.2 hrsFrom$1,075.80
42 consecutive positive reviewsFree cancellationDuration: 11 hrs4.5/5Satisfied· 4.1k reviewsFrom$83.48
Free cancellationDuration: 2–3 hrs4.4/5Good· 60 reviewsFrom$310.80
100 consecutive positive reviewsFree cancellationDuration: 3 hrs5.0/5Excellent· 175 reviewsFrom$102.79
95.8% of travelers recommendFree cancellationDuration: 2 hrs4.8/5Very good· 214 reviews5% offLimited-time saleFrom$45.15$47.53
94.2% of travelers recommendFree cancellationDuration: 2 hrs4.8/5Very good· 240 reviewsFrom$48.40
22 consecutive positive reviewsFree cancellationDuration: 2–3 hrs4.7/5Very good· 64 reviewsFrom$374.87
Take a guided tour of 2 underground cellars in the center of MontepulcianoFree cancellationDuration: 2.5 hrs5.0/5Excellent· 1 review5% offLimited-time saleFrom$73.36$77.23
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Reviews/Trip Moments
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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: Rome: Exclusive Private Golf Cart Tour
Guest User2024-10-13
Our tour guide Emanuel promptly picked us up at our hotel and was full of enthusiasm throughout our tour. He navigated the cobblestone streets like a fish in water and was very patient at every stop. We
learned a lot about the various sections of Rome and Emanuel gave us great tips on the touristy areas and where to best enjoy ourselves. Highly recommend!!!Trip.com Picks
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