Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Experience authentic Tuscany with a private tour of Buccelletti winery, including a historic chapel, vineyard visits, wine tasting, and a charcuterie board.

The Castiglion Fiorentino: Tour, Tasting & Charcuterie Board offers an intimate look into a family-run winery in Tuscany, Italy. Priced at $56.94 per person and lasting about 1.5 hours, this experience combines a guided tour with a tasting of three carefully selected wines, paired with cheese, salumi, focaccia, and fresh olive oil. The tour starts at Via Santa Cristina, 16, with a guided walk through lush vineyards, a historic family chapel from 1625, and a visit to the old olive mill.
This tour is perfect for those who appreciate authentic, limited-production wines and want to explore Tuscany beyond the typical tourist spots. Visitors enjoy a relaxed, friendly atmosphere guided by knowledgeable hosts, making it ideal for lovers of fine wine, Italian culture, and scenic countryside. However, it’s worth noting that booking in advance is recommended, especially if opting for the tour, tasting, and lunch package or the olive oil tasting add-on.
You can check availability for your dates here:
Planning more time in Cortona? We've covered other experiences worth considering.

The Buccelletti Casali e Cantina has been making wine since 1625, maintaining a commitment to quality and tradition. The estate is situated in the Valley of Chio, a lush area surrounded by rolling hills that provide a stunning backdrop for your visit. As a boutique winery, it offers a more personal experience compared to larger commercial vineyards, emphasizing authenticity and craftsmanship.
The estate’s focus on limited wine production means that visitors will taste wines that are crafted with care and attention, rather than mass-produced. This makes for a more genuine tasting experience, where you can truly appreciate the nuances of Tuscany’s viticultural heritage. The winery is directed by women, adding a distinctive touch of family-oriented dedication to the operation.
The tour begins with a private guide leading a 20-minute walk through the estate, giving insight into the history of the property and the family’s winemaking traditions. You will visit the family chapel dating back to 1625, which adds a sense of history and spirituality to the experience.
Next, the guide takes you through the cellar, where the wines are stored and aged, and the historic olive mill, showcasing the estate’s long-standing tradition of producing olive oil. This visit offers a glimpse into the ancient methods used in Tuscan agriculture, connecting you to the timeless countryside lifestyle.
After the tour, you settle outdoors under the porch, where a tasting of three wines awaits. The wines are selected to highlight the estate’s craftsmanship and limited production approach. These are served alongside a plate of local salumi and cheeses, fresh focaccia, and extra virgin olive oil—all produced on-site.
Visitors have the chance to enjoy tasting notes provided by the hosts, allowing for a leisurely and educational experience. The garden setting provides a relaxed atmosphere, perfect for soaking in the Tuscan countryside while sampling authentic wines and foods.
More Great Tours NearbyThe estate offers ample outdoor space to relax after the tasting. Guests can play outdoor games such as bocce ball, or simply enjoy the scenic views of the rolling hills. The estate also runs a Wine Club, which rewards loyalty and support from visitors, encouraging repeat visits and deeper engagement with their wines.
An optional olive oil tasting can be added for $15 per person, providing a deeper understanding of the estate’s olive oil production process. Children can also be accommodated with snacks or juice for $5, making this a family-friendly experience.
The tour operates from Monday to Saturday, with the tasting room open from 10:00 am to 7:00 pm in summer. The activity starts at Via Santa Cristina, 16, where a large parking area makes it easy to arrive by car. The activity lasts about 1.5 hours, and reservations are recommended to guarantee availability, especially if adding the lunch option for $60 per person.
The experience includes a private tour of the estate, a guided tasting, and the opportunity to relax in the beautiful Tuscan garden. It is wheelchair accessible and offers services in English and Italian, ensuring a smooth and informative visit.
What makes this experience particularly appealing is its focus on authenticity and family tradition. Unlike many larger wineries, the Buccelletti estate emphasizes small-batch wines and local craftsmanship, giving visitors a chance to taste wines that are not available in supermarkets.
The historic setting, including the chapel from 1625 and the olive mill, adds layers of history and culture that enrich the tasting. The friendly guidance and relaxed outdoor environment make it an ideal choice for travelers seeking a personal, less commercialized taste of Tuscany.

While the tour offers a comprehensive look at the estate and a delicious tasting experience, it does not include a full meal unless you opt for the lunch package. The tasting duration is about an hour, so those wanting a longer or more in-depth visit might want to explore additional options.
It’s also important to reserve in advance, especially during peak seasons, to secure a spot for the tasting and tour package or the olive oil tasting add-on. The tour is suitable for most visitors, including those with wheelchair needs, thanks to its accessibility.

In all, the Castiglion Fiorentino: Tour, Tasting & Charcuterie Board offers a personal connection to Tuscany’s winemaking tradition. The limited production wines, family-run atmosphere, and historic estate combine to create a memorable and authentic experience.
Visitors who appreciate small-scale craftsmanship, enjoy scenic countryside, or want to learn about Tuscan agriculture will find this tour rewarding. Its affordable price and relaxed pace make it an attractive option for anyone seeking a genuine taste of the region.
“Outstanding. Wonderful hostess to our group of 10 from North Carolina. Very knowledgeable on the grapes grown. The wines served and in the olive oi…”
Is advance booking necessary for this tour?
Yes, reservations are recommended, especially if you want to include the lunch option or the olive oil tasting add-on.
How long does the tour last?
The activity takes approximately 1.5 hours, including the estate visit and tasting.
Can children participate in this experience?
Yes, children can join with snacks or juice for $5, making it a family-friendly activity.
Is the tour accessible for wheelchair users?
Yes, the experience is wheelchair accessible.
What is included in the tasting?
The tasting features three wines, served with cheese, salumi, focaccia, and extra virgin olive oil in a relaxed outdoor setting.