Top picks for Province of Siena Day tours

Discover 649 Day tours in Province of Siena on Trip.com, updated 2 November 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From S$ 42.81 per person, with an average total of S$ 113.48. Choose the option that suits your plan.

With 9.545k verified reviews, Day tours Province of Siena boast an average rating of 4.7.

This week's most popular Day tours: "Pisa, Siena, San Gimignano with Lunch & Wine Tasting at a Winery", with 5.225k reviews and a 4.6 rating.

Now on Trip.com: "Small Group Tour - Siena, San Gimignano & Chianti with lunch", a 9-hour adventure in Province of Siena!

The next available day tour departs on 3 November 2026. Book now to secure your spot!

Province of Siena Day tours usually take about 9 hours — perfect for a relaxed, immersive experience!

36% of Province of Siena Day tours now offer English-speaking guides

November is perfect for visiting Province of Siena! Choose from 649 available day tours, including seasonal hits like Pisa, Siena, San Gimignano with Lunch & Wine Tasting at a Winery.

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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649 results for Province of Siena Day tours

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Reviews/Trip Moments

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Reviews: Small Group Tour - Siena, San Gimignano & Chianti with lunch
Guest User2026-10-29
Lorenzo was a fabulous quite knowledgeable and personable. Great sense of humor. I highly recommend him as well as this tour. Driver was great as well.
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Reviews: Passeggiando nell'uliveto: come nasce l'olio extrav d'oliva?
Guest User2026-09-08
We had a great time being shown the organic method of olive cultivation, collection and processing into Olive oil. Chaira and Luca were excellent hosts and we were well fed with olive oil, tomatoes and figs from their own garden. An excellent opportunity to support local growers and see a different way of life.
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Reviews: Pienza: Typical Gourmet Lunch at Ancient Tuscan Farmhouse
Guest User2026-10-21
A wonderful meal with gracious hospitality and gorgeous scenery. Definitely exceeded expectations
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Reviews: Tour and Tasting at an Organic Winery in the Heart of Chianti Classico Area
Guest User2025-10-09
We went to Fattoria di Montemaggio for a wine tasting (including several Chianti Classico selections). Francesco, the man who guided us on this experience, is truly knowledgeable and his passion for his work shines through. Their olive oil is also excellent. We were truly satisfied with this tasting tour! Highly recommended!
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Reviews: Private Tuscan meal with Wine and EVO oil tasting
Guest User2025-10-13
We have known the family for 12 years and have seen everything develop. So when we visit every year, it is always a warm welcome and an exchange of updates on how everyone is doing. Silvia, Luigi, Pietro, and Corrado, as well as Vittoria and all the others, have built something beautiful. We are always treated to a delicious tasting of their wines, some of which we also keep at home in the Netherlands. This year we had another fantastic lunch. Adriano assisted us excellently by not only explaining the wine but also introducing new balsamic vinegar creations alongside the olive oil varieties. The wine tasted good, the food—with the cheese, prosciutto, and pasta—was delicious, followed by dessert and an espresso. All this in the garden, under the parasol on a sun-drenched day, with a view of old San Gimignano across the vineyards. This was exactly a week ago as I write this at home. The farewell is always emotional and heartfelt; meanwhile, Pietro and Vittoria got married yesterday and our order of wine and oil will be delivered to our home tomorrow. A top-notch company with lovely, hard-working people; I can recommend a wine tasting (especially in the garden!) at La Marronaia to everyone!