Pontassieve is a fantastic base for exploring Tuscany’s renowned wine country, especially because it’s close enough to Florence to make a day trip but far enough to enjoy authentic, less touristy experiences. One of the highlights here is discovering the rich tradition of organic wines and extra virgin olive oil—something you can get a taste of at a vineyard tour that includes a visit to Leonardo da Vinci’s windmill. We particularly love this experience because it combines wine, oil, history, and breathtaking views of the Florentine hills.
If you’re short on time but want a quick, engaging introduction to local wines, the Winery and Vinsantaia Tour + Tasting + Platter offers a more casual but still immersive experience. It’s perfect for those looking to sample high-quality wines and olive oil in a setting that’s just 12 km from Florence. Both tours showcase different aspects of Tuscany’s wine culture, so whether you want an in-depth exploration or a quick tasting, you’ll find a good fit here.
Below, we’ll explore these top two wine tours in Pontassieve in detail, helping you decide which fits your interests and schedule best.
1. Chianti Rufina: Discover the tradition of extra virgin olive oil and organic wines

At number 1, this 3-hour guided tour offers an immersive look into organic biodynamic wines and extra virgin olive oil production. Starting with a visit to the vineyards and olive groves, you’ll learn about sustainable farming practices directly from the estate’s experts. The experience is especially good for those wanting more than just a tasting—here, you’ll participate in a professional olive oil and wine tasting course, which helps you understand the nuances of each product.
What makes this tour stand out is its connection to the noble Strozzi family and the opportunity to discover the history of the estate that has been producing fine wines and oils for generations. The highlight? The breathtaking views of the Florentine hills, which make this a feast visually and gastronomically. The tour is highly rated for its depth and authenticity, making it a favorite for those who want to truly grasp Tuscan agricultural traditions.
Bottom Line: If you’re interested in organic wines, extra virgin olive oil, and history rolled into a 3-hour experience, this tour offers great value and insight. It’s ideal for travelers who want a comprehensive, taste-focused experience with cultural context.
2. WINERY AND VINSANTAIA TOUR + TASTING + PLATTER

At number 2, this hour-long tour offers a quick but rich introduction to a working winery, including a visit to the production and aging rooms. The highlight here is the guided tasting of Veroni wines and olive oil, which is paired with a platter of cold cuts and cheese—a simple, satisfying way to sample local products. The winery is just 12 km from Florence, making it an easy addition to a day of sightseeing.
Although this tour has a slightly lower rating of 3.7/5, reviews praise the well-informed and energetic guides and note that the wine and olive oil are of high quality. One reviewer called it an “excellent tour” with a “great platter,” which shows that it’s a solid choice for those wanting a casual, enjoyable experience without the commitment of a longer tour. It’s especially suited for travelers who want a brief, flavor-packed summary of Tuscany’s wine and olive oil heritage.
Bottom Line: Perfect for visitors short on time or those who prefer a relaxed, informal tasting with delicious food included. It’s a good option if you’re looking for a straightforward introduction with no fuss.
How to Choose the Best Wine Tour in Pontassieve
When deciding between these options, consider your schedule, budget, and what you most want to experience. The Chianti Rufina tour is ideal for those seeking an in-depth exploration of organic wines, olive oils, and history—it’s longer and more educational. Meanwhile, the Vinsantaia tour is best if you want a quick, tasting-focused experience with good food and fewer logistics.
If you’re especially interested in biodynamic wine and olive oil, the first tour’s detailed guide and longer duration make it worth the price. Conversely, if your priority is a lighthearted, easily accessible experience close to Florence, the second provides a satisfying taste of local products in an hour.
Booking early is recommended, especially in peak seasons, to secure your preferred time slot. Both tours are excellent ways to deepen your appreciation for Tuscany’s wine and olive oil traditions, whether you’re a seasoned connoisseur or just curious.
Final Thoughts
Pontassieve offers a wonderful variety of wine experiences that showcase the region’s rich agricultural heritage. If you want a deep dive into organic wines and oil, the Chianti Rufina tour is hard to beat. For a quick, enjoyable tasting with a focus on local wines and cheeses, the Vinsantaia experience hits the mark.
Both tours provide authentic insights and delicious tastings, so your choice really depends on how much time you have and what kind of experience you’re after. Either way, booking ahead ensures you won’t miss out on these memorable Tuscany wine tours. Cheers to discovering Italy’s finest—your next memorable sip is just a booking away.



