SUPERCARS TUSCANY TOUR 2026
16 – 18 October 2026
3 days – 355 km
Three Days of Luxury, Flavors, and Unforgettable Landscapes
Imagine cruising the winding roads of Chianti behind the wheel of a supercar, with the Tuscan hills unfolding before you and the scent of vineyards in the air.
This is more than just a simple journey: it’s an experience specially designed by us at Driving the Dream, combining the thrill of sports driving with the best of Italian hospitality.
From October 16 to 18, 2026, we will accompany you on an exclusive journey through the heart of Tuscany: historic wineries, medieval castles, gourmet dinners in private locations, and stops at select venues to taste Sienese truffles, artisanal cheeses, and signature chocolates.

MAP



STAGES

Friday, 16 October 2026
10.00 – 12.00 Meeting at Vignamaggio – Greve in Chianti
Supercars for rent delivery (if previously booked)
Guest registration and gadget delivery
Visit to the cellars and lunch at the restaurant – Vignamaggio
1° Stage: 36 km – Stop at Brolio Castle: tasting of typical Tuscan products
2° Stage: 50 km – Arrival at Castello di Spaltenna: Individual Check-in; relax | Aperitif and Dinner at Osteria del Castello
Saturday, 17 October 2026
3° Stage: 80 km – Stop at Caseificio Cugusi – Montepulciano: tasting of typical products
4° Stage: 26 Km – Stop at Pometti Estate – Trequanda: Truffle hunting and lunch featuring prized Sienese truffles
5° Stage: 53 km – Back to the Hotel; Relax, Free Time
Departure from the hotel by private van
Private gourmet dinner at Badia Coltibuono – Gaiole in Chianti/Exclusive location at the Italian Garden or inside the historic winery
Return to the hotel by private van
Sunday, 18 October 2026
9.00 – 10.00 Check-out Hotel
6° Stage: 98 Km – Stop for a chocolate tasting at the famous Slitti chocolate shop since 1969
7° Stage: 12 km – Arrival at La Monastica Resort: Gourmet Lunch
End of The Tour
Maximum number of cars: 15
Registration closing date: Wednesday, September 30, 2026. The cost of the event is €5,500 (including VAT) and includes everything needed for a driver and co-driver sharing a car and hotel room (junior suites and suites available upon request).
Supercar Rental: We have supercars available for rental for this event.
Hotel: Two nights at CASTELLO DI SPALTENNA (or similar Hotel in Chianti Area) with breakfast and secure parking for your car. Full Hospitality: All dinners along the route, lunches, coffee breaks, and aperitifs.
Included: Professional event photography. Our event polo shirts are also included for both the driver and co-driver. Welcome package with badges and stickers for your car.
General Information: This is an event, not a race. Participants must not compete at any level with other participants and must not place bets in connection with this event. Guests must drive with care and attention for their own safety and that of others.
Restrictions: All drivers must have a valid, unrestricted driver’s license.
Registration Fee: All registration fees must be paid by the due date indicated on the invoice, 50% at the time of registration and the remaining 50% by September 22, 2026. Failure to pay will result in the team’s exclusion from the event and no refund will be given. In the event of a participant being excluded, the first person on the reserve list will be invited to participate in the event.
This event is organized by: Driving The Dream By Luxury Dreams Srl; Via delle Arti 2/B, 53100 Siena – VAT No. 01506910528 – REA SI-204148
Do you want to receive further information about this Tour
or make a booking?
Contact us by filling out the form
