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Discover the Medici Villa, explore historic cellars, and taste three organic Chianti wines on this 2-hour guided tour in Tuscany for $45.55.
Step into the heart of Tuscany with the Florence, Chianti Wine Tasting & Tour at the Medici Villa, a beautifully crafted experience for those eager to learn about wine and Tuscany’s history. For just $45.55 per person and lasting approximately 2 hours, this tour offers an intimate glimpse into a centuries-old estate, combining outdoor splendors, historic cellars, and a guided wine tasting. With a small group size limited to 7 participants, you get personalized attention and an authentic experience.
This tour is especially suited for curious travelers, wine lovers, or anyone interested in discovering the stories behind Tuscany’s renowned wines. The focus on the Medici Villa of Lilliano ensures an immersive exploration of both nature and history, complemented by a tasting of three of the winery’s most popular organic wines. Booking is flexible, with free cancellation available up to 24 hours in advance, making it a convenient choice for spontaneous plans.


The tour begins at the Medici Villa of Lilliano, a captivating estate with outdoor spaces that include a courtyard, a panoramic terrace overlooking Florence, and a Renaissance garden. The guide leads you through these areas, highlighting their historical and aesthetic significance. The terrace offers stunning views of Florence, making the outdoor walk a visual highlight.
The outdoor spaces are not just scenic but also rich with history, providing context for the estate’s role in Tuscany’s cultural landscape. The Renaissance garden features classic design elements, while the courtyard offers a peaceful setting for your introduction to the estate’s story.
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A key part of the experience is the guided tour of the historic wine cellars, where you learn about the traditional methods of wine storage and production. The centuries-old cellars and the 17th-century Orciaia—a traditional olive oil storage cellar—are open for exploration, revealing the depth of the estate’s winemaking legacy.
The cellars themselves are a highlight, showcasing old stone walls and barrels that tell stories of generations of winemakers. The Orciaia provides insight into the estate’s olive oil heritage, connecting wine and oil production as pillars of Tuscan agriculture.

After the tour of the cellars, the focus shifts to tasting three of Malenchini’s most representative organic wines. These wines embody the estate’s commitment to organic practices and Tuscan style. The guide explains the nuances of each wine, enhancing appreciation for their flavors and characteristics.
Accompanying the wines is bruschetta topped with extra virgin olive oil from the estate, offering a delicious pairing that highlights local ingredients. This tasting session provides a genuine taste of the estate’s craftsmanship and the region’s flavors.

The outdoor segment of the tour is designed to showcase the estate’s scenic beauty and historical features. The courtyard serves as the starting point, where the guide shares insights into the villa’s history. The panoramic terrace offers sweeping views of Florence, which visitors often find memorable.
The Renaissance garden adds a layer of charm and serenity, with carefully maintained plants and classical design. The outdoor walk is leisurely, allowing ample time to enjoy the scenery and take photos, with the guide providing interesting facts along the way.
More Great Tours NearbyThis experience is limited to 7 participants, fostering a relaxed atmosphere where questions are encouraged. The meeting point is at the wine shop of the Villa, where the guide greets guests. The activity ends back at the same location, making logistics straightforward.
The tour includes a guided visit to the Villa, the cellars, and the tasting of three wines, all delivered by a live English or Italian-speaking guide. Bookings can be made with the flexibility of paying later and free cancellation up to 24 hours in advance, giving peace of mind for spontaneous planning.
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This tour offers more than just wine tasting; it provides insights into Tuscany’s winemaking traditions and the history of the Medici Villa. The guided walk through the estate’s outdoor spaces and historic cellars reveals the blend of natural beauty and craftsmanship that defines the region.
The views from the terrace are often praised as spectacular, with visitors appreciating the opportunity to enjoy a panoramic overlook of Florence. The knowledgeable guides make this experience engaging and educational, sharing stories that deepen the appreciation of Tuscany’s cultural landscape.
This experience is perfect for wine enthusiasts, curious travelers, and those who appreciate historic estates. The small group format ensures an intimate setting for those who prefer a more personalized approach. It’s especially suitable for visitors who want a short, immersive activity that combines nature, history, and local flavors.
The tour’s moderate physical activity involves walking outdoors and through cellar spaces, but it’s accessible for most visitors. The inclusion of olive oil tasting adds an extra layer of Tuscan tradition for food lovers.

To make the most of this experience, reserve in advance as availability varies and the group size is limited. Since the tour is around 2 hours, plan to arrive a few minutes early at the wine shop of the Villa. The timing is flexible—check current availability for specific starting times.
Wear comfortable shoes suitable for outdoor walking and bring your camera to capture views from the terrace. The bruschetta with olive oil is included, but snacks or additional drinks are not, so consider bringing extra water if needed.

Compared to other wine experiences, this tour offers a rich combination of outdoor scenery, historic cellars, and wine tasting for a competitive price. The $45.55 fee covers a comprehensive, guided introduction to Tuscany’s wine and olive oil production, with personalized attention due to the small group size.
The knowledgeable guides and the stunning setting make this experience memorable, especially for those interested in Tuscany’s cultural and agricultural heritage. The free cancellation policy adds flexibility, making it a straightforward choice for travelers seeking a quality yet affordable wine experience.
This tour offers a compact but rich look at Tuscany’s wine culture, blending history, nature, and tasting into a single experience. The Medici Villa setting creates a picturesque backdrop, and the guided exploration of ancient cellars deepens understanding of local traditions.
With excellent reviews praising the knowledgeable guides, stunning views, and quality wines, this experience is highly recommended for anyone visiting Florence wanting to dive into the region’s wine legacy. While it’s a short activity, it provides a meaningful connection to Tuscany’s historic and viticultural roots.
If you’re looking for a small-group, authentic wine visit that balances storytelling, scenery, and tasting, this tour at the Medici Villa of Lilliano delivers on all counts.
“Our visit was incredible! We paid for a taxi to the winery from Florence and was instantly dropped off into a magical Tuscan Villa. Our guide Monic…”
How long is the tour?
The tour lasts approximately 2 hours, including outdoor exploration, cellar visits, and wine tasting.
What is included in the experience?
The tour includes a guided visit to the Villa and its cellars, tasting of three organic wines, and bruschetta with extra virgin olive oil.
Where does the tour start and end?
It starts at the wine shop of the Villa and finishes back there, making logistics simple.
Is the tour suitable for all ages?
The experience involves outdoor walking and cellar visits, suitable for most visitors with moderate mobility. It is designed as a small-group experience, ideal for those seeking a relaxed pace.
This detailed review highlights the unique features and practical details of the Florence, Chianti Wine Tasting & Tour at the Medici Villa, offering clear insights into what makes it a worthwhile addition to your Tuscany itinerary.
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