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Discover authentic Tuscan wines, olive oil, and history on a guided tour of Buccelletti winery, including tastings, a family chapel, and scenic views.
Castiglion Fiorentino: Tour, Tasting & Charcuterie Board — An authentic taste of Tuscany with family-run charm and expert-guided insights
If you’re seeking a true slice of Tuscany, this wine and olive oil tour at Buccelletti Casali & Cantina promises an intimate experience that goes beyond just tasting. With a focus on quality, history, and genuine hospitality, this 1.5-hour excursion offers a deeper look into a centuries-old family winery, all set amidst the rolling hills of the Chio Valley.
One of the aspects we love most about this experience is the personal touch—it’s run by women, emphasizing a boutique, family-led approach that values authenticity over mass production. Plus, the scenic location—surrounded by lush greenery—serves as a perfect backdrop for relaxing and learning about Tuscan traditions.
A potential consideration is that the tour is relatively short, so if you’re craving a longer wine-tasting immersion, you’d need to opt for the more comprehensive “Tour, Tasting & Lunch” option, which costs a bit more. But for those wanting a meaningful, manageable introduction to local wines and olive oils, this tour hits the mark.
This experience fits best for travelers eager to connect with local culture, lovers of good wines, and anyone curious about Tuscany’s historical estates in a small-group setting.

Looking for more options in Cortona? Here are some other experiences worth considering.
Your journey begins at the main meeting point on Via Santa Cristina, where the first impression is of a welcoming, well-maintained estate. There’s ample parking, which makes access straightforward regardless of whether you’re arriving by car or tour shuttle. The Buccelletti estate is visually captivating—think traditional Tuscan architecture framed by rolling hills and sprawling vineyards—setting the perfect scene for what’s to come.
The guided portion lasts about 20 minutes, during which you’ll explore the family chapel dating back to 1625—an extraordinary glimpse into the estate’s long history. The guide (likely a member of the Buccelletti family or a knowledgeable staff member) shares stories that contextualize the estate, emphasizing its continuity and dedication to quality.
Next, you’ll visit the cellar, where the wines are stored and aged. While no specific details about the wine-making process are provided, the emphasis on limited, handcrafted production hints at careful, artisanal methods. The tour also includes a walk through the historic olive mill, giving insight into how their extra virgin olive oil is produced—a core part of Tuscan culinary tradition.
Following the tour, the experience shifts to relaxed enjoyment. Sitting under a charming porch, you’ll sample three wines of your choice. The guide provides tasting notes, making this both educational and accessible.
What sets this apart is the pairing with local cheeses, salumi, and fresh focaccia—a simple, authentic spread that highlights Tuscan flavors. The inclusion of their own extra virgin olive oil elevates the tasting, giving you an authentic taste of the estate’s craftsmanship. As one reviewer noted, the olive oil is particularly notable for its quality.
Guests are encouraged to linger, enjoy the garden, and even partake in outdoor games like bocce ball. This relaxed atmosphere enhances the sense of being part of a family, sharing good food and wine in a welcoming environment.
While the basic experience is 1.5 hours, there’s an option to extend your visit with a Tour, Tasting & Lunch for about $60 per person, which includes a more comprehensive meal. For families with children, adding a juice or snack is available for just $5, making it a flexible experience for all ages.
Guests consistently praise the knowledgeable guides—notably, a reviewer from North Carolina highlights the guide as “very knowledgeable on the grapes grown,” adding that “the wines served and in the olive oil they make” were particularly memorable. Another guest called the experience “outstanding,” emphasizing the personal, authentic touch provided by the hosts.
The scenic views, combined with the attention to detail and genuine passion for their craft, make this more than just a tasting—it’s a story told through sights, tastes, and shared history.

At roughly $57 per person, the experience offers a lot: a private estate tour, historical insights, tastings of three wines, and authentic Tuscan food pairings. Considering the focus on small-batch, limited-production wines and the personal attention you receive, this is a solid value for travelers who want an intimate, quality-focused experience.
Compared to larger, more commercial tours, this provides a genuine taste of local life, far from tourist traps. The inclusion of olive oil and the opportunity to learn about historic production methods add extra layers of authenticity.

This tour is ideal for travelers who value authenticity and storytelling over commercialized experiences. If you’re passionate about small-scale wineries, traditional food pairings, and scenic views, you’ll appreciate the personal attention and genuine craftsmanship. It’s especially suited for those interested in history, culture, and local traditions, delivered in a relaxed, family-run setting.
Families with children will find the option to add a juice or snack convenient, and the laid-back vibe makes it perfect for groups or couples seeking a peaceful escape.
However, if you’re after a lengthy wine-tasting marathon or a very large group experience, this might feel a little limited in scope. But for those seeking a meaningful snapshot of Tuscany’s wine and olive oil heritage, it offers a compelling, affordable glimpse into Italy’s countryside.
Is this tour suitable for people with mobility issues?
Yes, the tour is wheelchair accessible, making it convenient for guests with mobility needs.
How long does the tour last?
The standard experience lasts approximately 1.5 hours, including the estate visit and tastings.
Do I need to reserve in advance?
Yes, reservations are recommended, especially if you want to include the lunch or olive oil tasting options. Booking 24 hours ahead is advised.
What is included in the basic tour?
A private guided visit of the estate, family chapel, vineyards, olive mill, plus a tasting of three wines with cheese, salumi, focaccia, and olive oil.
Can I buy the wines or olive oil after the tour?
The provided info doesn’t specify purchasing options, but many small wineries offered products are available for sale on-site or through club memberships.
Is there a dress code or special attire needed?
Casual, comfortable clothing is fine—there’s no formal dress code.
What languages are available for the tour?
Guided tours are offered in both English and Italian.
What age should kids be to enjoy this tour?
Children can participate with the option to add a juice or snack, making it family-friendly.
Are there options to extend the experience?
Yes, you can choose the “Tour, Tasting & Lunch” for a more in-depth visit, though it costs extra.
What makes this winery special?
It’s a boutique, family-run operation with a history dating back to 1625, focusing on quality and authentic Tuscan traditions.
In summary, if you’re looking for a genuine, well-rounded taste of Tuscany’s wine, olive oil, and history with a personal touch, this Buccelletti tour delivers. Its intimate setting, knowledgeable guides, and scenic landscape make it a memorable stop for those wanting to connect more deeply with Italy’s countryside life.