Top picks for Pienza Day tours
Discover 544 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 183.91. Choose the option that suits your plan.
With 18.981k 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 5.181k reviews and a 4.6 rating.
Now on Trip.com: "Italy Tuscany food and wine 1-day tour [taste local specialties + Florence round-trip]", 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 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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544 results for Pienza Day tours
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![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€90.79
313 travelers savedFree cancellationDuration: 5.7 hrs4.6/5Satisfied· 5 reviews· 84 bookedFrom€83.34
Trip.Select
36 consecutive positive reviewsFree cancellationDuration: 11 hrs4.5/5Satisfied· 4.1k reviewsFrom€70.30
92.7% of travelers recommendFree cancellationDuration: 690 mins4.7/5Very good· 632 reviews· 33 bookedFrom€66.23
58 consecutive positive reviewsFree cancellationDuration: 9 hrs4.9/5Excellent· 347 reviewsFrom€182.90
100 consecutive positive reviewsFree cancellationDuration: 3 hrs5.0/5Excellent· 175 reviewsFrom€86.37
Trip.Select22 consecutive positive reviewsFree cancellationDuration: 735 hrs4.6/5Satisfied· 458 reviewsFrom€49.93
21 consecutive positive reviewsFree cancellationDuration: 12 hrs4.7/5Very good· 5.1k reviewsFrom€70.30
Free cancellationDuration: 11 hrs4.5/5Satisfied· 157 reviewsFrom€80.49
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 hrsFrom€66.67![Florence-Pisa Siena and San Gimignano 1-day Tour [English Group]](https://ak-d.tripcdn.com/images/0354b12000plbsrx7F0E8_C_568_320.jpg?_fr=wc)
Explore three iconic Tuscan cities—Siena, San Gimignano, and Pisa—in a single day, immersing yourself in medieval charm and UNESCO World Heritage wonders.Free cancellationDuration: 9 hrsFrom€126.02
58 consecutive positive reviewsFree cancellationDuration: 12 hrs4.6/5Satisfied· 5.2k reviewsFrom€66.23
Discover the rich culture and traditions of Tuscany's charming towns.Free cancellationDuration: 12 hrs5% offLimited-time saleFrom€161.50€170
Free cancellationDuration: 150 minsFrom€53.10
Free cancellationDuration: 8 hrs5.0/5Excellent· 16 reviewsFrom€711.30
24 consecutive positive reviewsFree cancellationDuration: 9 hrs4.9/5Excellent· 24 reviews5% offLimited-time saleFrom€95.00€100
From medieval towns to rolling hills and exquisite wines, discover the authentic beauty of Tuscany!Duration: 8.5 hrsFrom€131.12
25 consecutive positive reviewsFree cancellationDuration: 12 hrs5.0/5Excellent· 25 reviews5% offLimited-time saleFrom€73.95€77.85
91.8% of travelers recommendFree cancellationDuration: 12 hrs4.7/5Very good· 1.1k reviews5% offLimited-time saleFrom€41.89€44.1
Marvel at two breathtaking UNESCO World Heritage ancient cities and experience the wonder of stepping back into the Middle Ages!Free cancellationDuration: 7.9 hrsFrom€84.45
Round-trip from Florence to explore three medieval towns: Pisa, San Gimignano, and Siena, while enjoying the scenic Chianti countryside!Free cancellationDuration: 6.9 hrs5.0/5Excellent· 1 reviewFrom€102.23
Premium private charter, exclusive space, door-to-door service, effortless travelFree cancellationDuration: 12.2 hrsFrom€906.11
Do you want to feast your eyes and tickle your palate with the joys of Tuscany in just one day? Here's the perfect day tour from Florence for you!Free cancellationDuration: 24 hrsFrom€64.85
Free cancellationDuration: 24 hrsFrom€179.58
44 consecutive positive reviewsFree cancellationDuration: 690 mins4.7/5Very good· 1k reviewsFrom€93.81
Visit the charming towns of Montalcino and Montepulciano and taste their famous wines!Duration: 7.5 hrsFrom€116.74
Optional Chinese guide available, round-trip Florence food and wine tour;Free cancellationDuration: 11 hrsFrom€134.05
Explore the Val d'Orcia in the heart of Tuscany and wander through three charming, picturesque towns!Free cancellationDuration: 9.1 hrsFrom€96.67
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€108.89
Siena is now a well-preserved medieval town in Italy, and its historic center was designated as a UNESCO World Heritage Site in 1995.Duration: 9.2 hrsFrom€848.49
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€466.67
Departing from Rome to Tuscany, this historic hilltop town is nestled on sun-drenched hills, dotted with Tuscan farms;Free cancellationDuration: 7 hrsFrom€1,085.56
Free cancellationDuration: 2–3 hrs4.4/5Good· 60 reviewsFrom€376.26
Discover the city from a different perspectiveFree cancellationDuration: 3 hrs5.0/5Excellent· 9 reviews5% offLimited-time saleFrom€84.55€89
Discover the Theia Thermal Pools at Chianciano TermeFree cancellationDuration: 10 hrs4.6/5Satisfied· 21 reviews5% offLimited-time saleFrom€42.75€45
90.1% of travelers recommendFree cancellationDuration: 5 hrs4.6/5Satisfied· 172 reviews5% offLimited-time saleFrom€80.75€85
95.8% of travelers recommendFree cancellationDuration: 2 hrs4.8/5Very good· 213 reviews5% offLimited-time saleFrom€38.00€40
94.2% of travelers recommendFree cancellationBook now for todayDuration: 2 hrs4.8/5Very good· 240 reviewsFrom€40.87
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Reviews/Trip Moments
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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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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: 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: Tuscany Experience: Pisa, Siena, San Gimignano & Wine Tasting
Guest User2026-01-22
I think very worth it for the price! Just wish there was slightly longer in San Gimingano and the day started with Pisa and ended with Siena. ★
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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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Reviews: Siena: A Wine Tour and Tasting Experience
Guest User2024-07-14
Maia is the best wine your guide you could ever have. We loved learning not only the wine-making process but the history of the land and the importance of the agriculture. We tasted so many delicious wines that the hardest part was deciding which to select. Not to mention the delicious lunch which could have been a Michelin star restaurant. Highly highly recommend!
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