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Experience a 1.5-hour private wine tasting at Castello di Bossi in Siena, featuring top Chianti labels, cheeses, and cold cuts for $104 per person.

For those seeking a refined taste of Italy’s renowned Chianti wines, the Complete tasting of Castello di Bossi offers an intimate experience that highlights the estate’s excellence. This private tour lasts about 1 hour and 30 minutes, taking place at the historic Castello di Bossi in Siena, Italy. Priced at $104.08 per person, it presents a chance to sample some of the most celebrated labels, including Chianti Classico 2016, Berardo 2015, Grand Selection 2015, Corbaia 2013, and Jerome 2013. The tour’s popularity is reflected in its booking window—most guests plan their visit 26 days in advance.
This tasting experience is perfect for wine enthusiasts eager to explore top-tier Italian wines in a luxurious yet relaxed setting. The tour’s private nature ensures an exclusive and personalized atmosphere, making it a memorable highlight of any trip to Siena. Note that transportation is not included, so guests should arrange their own travel to the meeting point at Castello di Bossi Reception & Wine Bar.

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The tour begins at Castello di Bossi Reception & Wine Bar, located in the heart of Chianti, at Località Bossi, 28, 53019 Castelnuovo Berardenga SI. The venue is open daily from 9:00 AM to 5:00 PM. The meeting point is straightforward to find, and the activity concludes back at this same location, making logistics simple for participants. Since the experience is private, only your group joins the tasting, ensuring a more focused and relaxed atmosphere.

Guests get the chance to taste Castello di Bossi’s flagship wines:
Each wine offers insights into the estate’s craftsmanship, with tasting notes that highlight their unique qualities. The selection showcases both recent vintages and aged wines, providing a well-rounded perspective of Castello di Bossi’s production range.

Guests are treated to more than just wine. The package includes bruschetta, cold cuts, and cheeses, complementing the wines and enhancing the tasting experience. This combination creates a delightful pairing that emphasizes local flavors and traditional Tuscan cuisine.
The alcoholic beverages are served in a setting that celebrates Italy’s winemaking heritage, with knowledgeable staff guiding the tasting. The tour is designed to be educational yet accessible, making it suitable for both seasoned wine lovers and newcomers.

Since this is a private tour, only your group participates, which means more personalized attention from the wine steward. Guests often mention Matteo, the guide and wine steward, as knowledgeable, charming, and passionate about his work. The vineyard views and historic setting of the estate add to the overall enjoyment, creating a peaceful and scenic backdrop for the tasting.

While the tour does not include transportation, guests can easily reach the estate in their own vehicle or arrange local transportation. The timing fits well into a day of exploring Siena or the Chianti region, with open hours from 9:00 AM to 5:00 PM daily. Since most bookings are made well in advance, planning ahead ensures availability, especially during peak travel seasons.
Guests with service animals are welcomed, and the experience is suitable for most travelers. The tour’s duration allows enough time to savor the wines without feeling rushed, creating an ideal balance between education and enjoyment.

Priced at $104.08, the experience offers excellent value for those interested in high-quality Italian wines and local culinary accompaniments. The inclusion of five premium wines paired with bruschetta, cold cuts, and cheeses makes this a comprehensive tasting session. Its private setting and positive reviews affirm its appeal for wine lovers seeking a personalized and authentic experience.

This tour suits adults who appreciate fine wines and enjoy learning about winemaking in a scenic vineyard environment. It is ideal for small groups or couples seeking an intimate, educational, and flavorful experience. Since it is accessible during all opening hours, it can easily fit into an itinerary exploring Siena or Chianti.
The Complete tasting of Castello di Bossi provides a rich, personalized introduction to some of Italy’s most revered wines. The knowledgeable staff, gorgeous vineyard views, and carefully curated wine selection make it a standout experience for wine enthusiasts visiting Siena. The private format and comprehensive pairing ensure a relaxed, enjoyable journey into Tuscan winemaking.
While transportation is not included, the overall quality and exclusive nature of this tour make it a worthy investment. Whether celebrating a special occasion or simply indulging in Italy’s wine culture, this tasting promises a memorable and educational experience.
“The vineyard was very beautiful and all you could imagine it would be in Siena. Our tour guide and wine steward, Matteo, was knowledgeable and cha…”
How long is the wine tasting experience?
The tour lasts approximately 1 hour and 30 minutes.
What is included in the price?
The price covers five main wines, bruschetta, cold cuts, cheeses, and guided tasting.
Is the tour suitable for all ages?
Since it involves alcohol, it is intended for adults. Most travelers can participate, and service animals are allowed.
Can I cancel the booking?
Yes, free cancellation is available up to 24 hours before the experience. Cancellations made within 24 hours are not refunded.
Where does the tour start and end?
It begins and ends at Castello di Bossi Reception & Wine Bar in Siena.
How far in advance should I book?
Most guests book about 26 days in advance to secure their spot.