| Style | Luxury Cycling Experience · Guided by a Pro |
| Duration | 6 Days / 5 Nights | Scheduled Group Departures: 24–29 Jun | 16–21 Sep | 5–10 Oct |
| Suggested Start/Finish | Florence Airport (FLR) — Group transfers included → Val d'Orcia, Tuscany, Italy → Val d'Orcia, Tuscany · Italy (flexible upon request) |
| Riding Level | Intermediate — Regular road cycling experience recommended |
| Best Season | May, June, September, October |
| Essence | Ride Tuscany's most legendary roads alongside former Grand Tour stage winner Daniele Bennati. A luxury cycling experience blending the white gravel of Strade Bianche with the thermal heritage of Val d'Orcia. |
This private journey is entirely bespoke, tailored to your pace, passions, and preferences.
From €6,450 per person — Limited spots available per departure | Also available as a private custom experience Let us craft your perfect cycling experience.
Looking for the definitive luxury Tuscany cycling tour? Join our exclusive group departure and experience premium road biking across the Crete Senesi and Val d'Orcia alongside former pro rider and Grand Tour legend Daniele Bennati.
Tuscany stands as one of the most iconic cycling destinations in the world. White gravel roads cutting through clay hills, cypress-lined lanes dropping into UNESCO World Heritage valleys, and historic vineyards define this mythic landscape. Cyclists travel from every corner of the globe to experience road biking in Tuscany — but this signature training camp allows you to go infinitely deeper, exploring hidden routes away from the tourist crowds.
This high-performance Tuscany bike tour is designed around Daniele Bennati — former professional cyclist, Grand Tour stage winner, and current Italian national team coach. Bennati does not simply host: he rides with the group every single day, sharing advanced peloton insights, pacing strategies, climbing mechanics, and descending lines born from racing at the sport's highest level. For six days, his unparalleled knowledge of Italian cycling is entirely at your disposal.
The meticulously curated itineraries encompass the finest cycling terrain in southern Tuscany. You will tackle the legendary Strade Bianche gravel roads of the Crete Senesi — the white roads that have defined a generation of professional racing. You will conquer the challenging alpine ascent of Monte Amiata through deep mountain forests and follow the scenic wine roads of Montalcino. Between epic stages, the group retreats to the ultra-exclusive ADLER Spa Resort Bagno Vignoni, renowned for its panoramic thermal pools and world-class wellness facilities. To crown this ultimate Italian cycling holiday, enjoy an exclusive private cellar tour and Brunello wine tasting at the historic Ciacci Piccolomini d'Aragona estate.
Secure your spot on our upcoming departures or contact our team to transform this itinerary into a fully tailored private cycling experience for your exclusive group.









