The Chianti Loop
A road cycling route starting from Certaldo
Discover the beautiful Chianti region on this road cycling route
Map
Experience the picturesque scenery of the Chianti region as you cycle through vineyards, olive groves, and charming Tuscan towns. This route offers a moderate challenge with a few climbs along the way, showcasing the natural beauty and cultural heritage of Tuscany. With highlights including Certaldo, Lajatico, and Montaione, this route offers a taste of authentic Tuscan life.
road
90 km
1230 m
Tough
Route profile
Highlights on the route
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Start: Certaldo City centerCertaldo: Enjoy scenic rides and conquer famous climbs in Certaldo.
Certaldo, situated in the Toscana region of Italy, is a captivating town that cyclists will enjoy exploring. From a cyclist's point of view, Certaldo offers mainly flat terrain, making it suitable for leisurely rides and beginner cyclists. It is surrounded by picturesque landscapes, providing opportunities for scenic cycling adventures. Nearby, you can find the famous San Gimignano climb, known for its challenging gradient and stunning views. With its pleasant terrain and well-known climb, Certaldo is a charming destination for cyclists seeking a relaxed yet rewarding riding experience.0 km
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CertaldoTownCertaldo, the starting point of the route, is a charming medieval town known for its well-preserved historic center.
6 km
6 km
Il Poggetto252 mPeakIl Poggetto is a small village with stunning views over the surrounding countryside.
17 km
17 km
Il CastagnoHamletIl Castagno is a picturesque village perched on a hilltop, offering panoramic views of the Chianti landscape.
39 km
39 km
LajaticoVillageLajatico is the birthplace of famous Italian tenor Andrea Bocelli, and you can visit his annual concert venue here, Teatro del Silenzio.
50 km
50 km
PeccioliVillagePeccioli is a charming hilltop town with narrow streets, lovely views, and a rich history dating back to ancient Roman times.
50 km
50 km
Punto panoramicoViewpointPunto panoramico offers a stunning viewpoint where you can take in the rolling hills and vineyards of Tuscany.
73 km
73 km
MontaioneVillageMontaione is known for its medieval castle and beautiful countryside, a perfect spot for a coffee break.
74 km
74 km
Poggio al Terraio352 mPeakPoggio al Terraio is a small village surrounded by vineyards, known for its excellent wine production.
90 km
90 km
Palazzo PretorioCastlePalazzo Pretorio is a historic building in the center of Peccioli, housing a museum with fascinating art and artifacts.
90 km
90 km
Finish: Certaldo City centerCertaldo: Enjoy scenic rides and conquer famous climbs in Certaldo.
Cycling routes from Certaldo:
The Panoramic Loop The Chianti Loop Gravel Adventure in Volterra Florentine Hills Val di Pesa Gravel Countryside Gravel Discovering Hidden Gravel Paths Certaldo Loop Chianti Loop Castles and Hills Road Cycling Route - Fascinating Castles and Ancient Villages Road Cycling Route - Picturesque Villages and Historic Towns Road Cycling Route - Rolling Hills and Historical Treasures
Cycling routes nearby:
