Via Gruccia 23/G Int.11, 52027 San. Giovanni Valdarno (AR) Italy
P.Iva & C.F: 02306110517

Tour Operator n° – 41650

Tuscany Gravel

starting point

Gaiole in Chianti, Tuscany bicycle


145 per person

please note: pick up may be arranged from other places at an additional fee. Email us for details


4-5 hours

elevation gain

695 mt

distance biked

42 km


Chianti wine region of Tuscany

type tour

Gravel bike

bike type

Gravel bike (please note: other bike types available. Email us for details)

skill level


number participants

2-10 (please note: larger groups may be accommodated upon request)

minimum age

14 years old

fully guided


support vehicles

Yes, for rides with 4+ participants (*)

road type

mixed surfaces, paved and unpaved roads, about 50% each type

(* please note, for mechanical issues or riders unable to finish the ride for groups of less than 4 riders, there is the possibility for a ride back to Gaiole, included in the tour price)


The ride starts in Gaiole in Chianti, a quiet and very beautiful wine village, as well as home to the world famous vintage bike race called L’ Eroica.
We bike south towards Siena on the Chiantigiana road, then continue on a breathtaking, gradual climb through the vineyards on paved roads to centre city Radda in Chianti. Here you will have time to enjoy an espresso with the locals, get some amazing photos of the countryside all around (360 degrees) and linger in its medieval streets, soaking in the ambiance.
Afterwards, your biking adventure continues in the direction of Vagliagli (literally the valley of garlic, due to spontaneous wild garlic growing there) on a very scenic strada bianca, literally white road, which here in Tuscany refers to gorgeous backroads, with almost no traffic whatsoever passing through the most beautiful landscapes, filled with vineyards, fortified villages, castles, olive groves and lovely villas.
There is time for an optional stop for lunch in Radda, Vagliagli or San Sano (not included in the tour price) at the local restaurants, bars, and/or trattoria.
Later on, we continue on our two -wheeled adventure on some of the most scenic white roads in Tuscany, passing near Pievasciata, San Sano and eventually through Lecchi in Chianti.
Our efforts are rewarded by a wine tasting at a local, top wine estate on the return route or if you prefer a local micro brew or glass of wine in the main square of Gaiole upon your return.

Summary Price: 145 Euros for person

Ride like a Tuscan!


Book this tour now


Enjoy biking in Chianti Classico’s most beautiful and low traffic area on a mix of amazing gravel roads and paved roads. Savour a wine tasting at a top wine producer in Chianti. Pedal on beautiful, state of the art Bianchi Impulso Gravel bikes. Soak in the history and magic of lovely castles and centuries old villages. Relish the company of your local, expert bike guide. Experience the beauty of the Chianti countryside, with lots of time to take photos.


  • Fully guided, private or private tour
  • High quality Bianchi Impulso Gravel rental bikes
  • Tuscany Bicycle water bottle
  • English speaking, tour leader(s)
  • A wine tasting at a leading Chianti Classico winery or if you prefer a local microbrew beer at the end of the ride in Gaiole’s main square
  • 42 KM total distance biked
  • fully van supported (for rides with 4+ participants)

(please note, other bike types are available at a nominal extra charge)