![Cover image](https://images.tarmacs.app/cycling-routes/photos/italy/toscana/617534580/lastra-a-signa-3.webp)
Road Cycling Route - Fascinating Castles and Ancient Villages
A road cycling route starting from Certaldo
Cycle through the beautiful Tuscan landscape, visiting castles and ancient villages along the way.
Map
![Map miniature of "Road Cycling Route - Fascinating Castles and Ancient Villages" cycling inspiration in Toscana, Italy. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/italy/toscana/certaldo/road/137173.webp)
Experience the best of Tuscany on this road cycling route. The route takes you through picturesque landscapes, charming villages, and iconic castles. With a total distance of 92km and 1015m of ascent, it is suitable for well-trained cyclists. Along the way, you will pass highlights such as the magnificent Castello di Oliveto, the historic town of Montelupo Fiorentino, and the scenic Poggio di Gangalandi. The route ends in Certaldo, a charming medieval town known for its well-preserved ancient walls and medieval architecture.
road
92 km
1015 m
Tough
Route profile
Highlights on the route
0 km
0 km
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.7 km
7 km
Castello di OlivetoCastleCastello di Oliveto, a charming castle surrounded by vineyards and olive trees, offers stunning views of the Tuscan countryside.
30 km
30 km
Montelupo FiorentinoTownMontelupo Fiorentino, known for its ceramic production, is a picturesque town with an enchanting atmosphere.
42 km
42 km
Poggio di Gangalandi60 mPeakPoggio di Gangalandi is a scenic hill offering panoramic views of the surrounding vineyards and rolling hills.
43 km
43 km
Lastra a SignaTownLastra a Signa is a historic village famous for its beautiful Renaissance villas and gardens.
50 km
50 km
ScandicciTownScandicci is a charming town known for its well-preserved historic center and lively cultural scene.
57 km
57 km
Poggio delle Monache238 mPeakPoggio delle Monache is a small hill offering a peaceful retreat with breathtaking views of the Tuscan landscape.
64 km
64 km
San Casciano in Val di PesaTownSan Casciano in Val di Pesa is a delightful town known for its Renaissance buildings, charming narrow streets, and great local wines.
79 km
79 km
Tavarnelle Val di PesaVillageTavarnelle Val di Pesa is a medieval village with lovely churches and charming squares, surrounded by vineyards and olive groves.
92 km
92 km
CertaldoTownCertaldo, the final destination of the route, is a medieval jewel with well-preserved ancient walls, historic buildings, and the famous Boccaccio's House.
92 km
92 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:
![Image of Gambassi Terme](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/gambassi-terme-5.webp)
![Image of San Gimignano](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/san-gimignano-4.webp)
![Image of Castelfiorentino](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/castelfiorentino-4.webp)
![Image of Montaione](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/montaione-2.webp)
![Image of Tavarnelle Val di Pesa](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/tavarnelle-val-di-pesa-5.webp)
![Image of Montespertoli](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/montespertoli-4.webp)
![Image of Poggibonsi](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/poggibonsi-1.webp)
![Image of Colle di Val d'Elsa](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/colle-di-val-d-elsa-4.webp)