![Cover image](https://images.tarmacs.app/cycling-routes/photos/italy/toscana/3366426190/grassina-3.webp)
Discovering Chianti Region
A road cycling route starting from San Jacopo al Girone
Get ready for an unforgettable journey through the iconic Chianti region, famous for its wine and enchanting landscapes.
Map
![Map miniature of "Discovering Chianti Region" cycling inspiration in Toscana, Italy. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/italy/toscana/san-jacopo-al-girone/road/287696.webp)
Embark on a 75 km road route through the picturesque Chianti region, starting near San Jacopo al Girone. Discover hidden gems and stunning vistas as you cycle through the charming countryside. Highlights along the way include Castello di Bisarno, Monte di Meccoli, Castello di Gabbiano, Poggio Testa Lepre, Poggio delle Lame, Panzano in Chianti, Chiocchio, Poggio al Torrino, and Grassina. Challenge yourself with an ascent of 1180 meters, suitable for experienced cyclists seeking an intermediate-level task. With a difficulty level of 3 and an epicness score of 3, this route offers an enjoyable adventure encompassing the beauty of the Chianti region.
road
75 km
1180 m
Tough
Route profile
Highlights on the route
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Start: San Jacopo al Girone Village centerSan Jacopo al Girone: Cycling through the scenic Tuscan countryside
San Jacopo al Girone is a small town located in the region of Toscana, Italy. From a cyclist's perspective, the locality offers a picturesque landscape with rolling hills and charming countryside roads. The roads in this area are well-maintained and suitable for both road and gravel cyclists. Cyclists can explore the beautiful countryside of Tuscany, passing through vineyards, olive groves, and small villages along the way. Although there are no famous cycling-related spots or well-known climbs directly in San Jacopo al Girone, the region offers nearby routes such as the Chianti Loop and Monte Serra for more demanding climbs and scenic rides. Overall, San Jacopo al Girone provides a delightful cycling experience amidst the stunning Tuscan scenery.4 km
4 km
Castello di BisarnoCastleCastello di Bisarno is a majestic castle located in a scenic, hilltop position, serving as an impressive landmark of the region.
14 km
14 km
Monte di Meccoli303 mPeakMonte di Meccoli offers stunning panoramic views of the verdant Chianti landscape, showcasing rolling vineyards and picturesque hamlets.
24 km
24 km
Castello di GabbianoCastleCastello di Gabbiano is a beautifully restored castle surrounded by vineyards, featuring a wine cellar worth exploring.
31 km
31 km
Poggio Testa Lepre543 mPeakPoggio Testa Lepre is a charming hill with oak trees and flourishing vegetation, adding a touch of natural beauty to the scenery.
36 km
36 km
Poggio delle Lame503 mPeakPoggio delle Lame is a serene hilltop location where you can savor the tranquility and enjoy breathtaking vistas.
39 km
39 km
Panzano in ChiantiVillagePanzano in Chianti is a delightful village rich in history, offering the chance to visit medieval churches and taste local wines.
53 km
53 km
ChiocchioVillageSurrounded by rolling hills, Chiocchio is a perfect spot to rest and admire the idyllic Tuscan countryside.
62 km
62 km
Poggio al Torrino187 mPeakPoggio al Torrino offers scenic rural surrounds, featuring olive groves and vineyards, creating an authentic Tuscan ambiance.
65 km
65 km
GrassinaVillageGrassina is a quaint village where you can find cozy cafes and experience the charm of small-town Tuscany.
75 km
75 km
Finish: San Jacopo al Girone Village centerSan Jacopo al Girone: Cycling through the scenic Tuscan countryside
Cycling routes nearby:
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