Supercar, Wine Tasting & Castello di Brolio Experience
A curated private drive through Chianti, from hilltop castles to fine Tuscan wines.
This Chianti supercar wine experience combines the pleasure of driving through one of Tuscany's most storied landscapes with wine tasting, castle visits and a convivial dinner at the close of day. The itinerary is private, designed for one or two guests, and paced to let the countryside be as much a part of the experience as the car itself.
Departing from Villa Ermellina in Siena, the route takes guests through the rolling hills and vineyard-lined roads that define the Chianti territory. The driving sections are curated to balance open roads, panoramic views and proximity to the historic estates that give the area its character.
The cultural centerpiece of the day is Castello di Brolio, where a guided wine tasting and castle tour offer a direct encounter with Chianti's wine heritage. The afternoon then continues by car through further landmarks before arriving at Castello di San Leonino for a final dinner in an elegant Tuscan setting.
The package covers one supercar and accommodates either one or two guests at the same price. Staff from Rocca d'Italia coordinate the logistics, provide briefings and remain on hand throughout the day to ensure the experience runs smoothly.
Experience Highlights
Private supercar drive through the Chianti countryside on curated scenic routes departing from Siena.
Guided wine tasting at Castello di Brolio, one of Chianti's most historically significant estates.
Guided tour of Castello di Brolio, offering insight into the castle's architecture and wine legacy.
Scenic route passing Castello di Spaltenna and continuing through Castellina in Chianti.
Dinner at Castello di San Leonino, a refined Tuscan setting chosen as the final hospitality moment of the day.
Fully private experience — the package is reserved exclusively for your group of one or two guests.
Operational briefing and full coordination by Rocca d'Italia staff throughout the entire day.
Itinerary Overview
Guests arrive at Villa Ermellina, where Rocca d'Italia staff provide a warm welcome and introduce the day's program. A short operational briefing covers the route, driving sequence, timing and safety coordination before departure.
The supercar departs from Villa Ermellina and follows a curated route into the Chianti countryside. Roads wind through vineyards, hills and historic estates, setting the tone for the landscape-focused experience ahead.
Guests arrive at Castello di Brolio for a guided wine tasting and castle tour. The tasting introduces the estate's wines and wine heritage, while the visit provides a closer look at one of Chianti's most significant historic properties. The exact format may vary depending on availability.
After the castle visit, the supercar route continues through the Chianti landscape. The itinerary passes Castello di Spaltenna and progresses toward Castellina in Chianti, one of the territory's most representative towns, bridging the afternoon drive with the evening program.
The day concludes with dinner at Castello di San Leonino in Castellina in Chianti. This final stop is designed as a relaxed and elegant close to the experience, giving guests time to reflect on the day's driving, tastings and Tuscan scenery.
What's Included and Excluded
Included
- Private supercar for the duration of the experience
- Operational briefing by Rocca d'Italia staff
- Staff coordination and assistance throughout the day
- Wine tasting at Castello di Brolio (subject to confirmation)
- Guided tour of Castello di Brolio
- Dinner at Castello di San Leonino
Not Included
- Fuel for the supercar
- Personal travel insurance
- Return transport after the experience
- Any additional purchases at estates or during the route
Important Information
This is a private experience for one or two guests. The package price is the same regardless of the number of participants. Guests should confirm specific dietary requirements or accessibility needs in advance with Rocca d'Italia staff.
Reserve Your Private Chianti Supercar Experience
This fully private day in the Chianti hills — combining a supercar route, wine tasting at Castello di Brolio and dinner at a historic Tuscan estate — is available for one or two guests at a fixed package price. Secure your preferred date to begin planning.
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