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Conquer the challenging climbs and soak in the picturesque landscapes of San Giovanni Valdarno.


Cycling routes from San Giovanni Valdarno

San Giovanni Valdarno in the Toscana region of Italy is an excellent destination for road and gravel cyclists. The town is located in the heart of the Valdarno area, known for its rolling hills, vineyards, and olive groves. Cyclists can explore the scenic routes that wind through the picturesque countryside, offering both challenging climbs and leisurely rides. San Giovanni Valdarno is also near the famous Montevarchi climb, a popular destination for cyclists looking to test their abilities on steep elevations. With its beautiful landscapes and challenging climbs, San Giovanni Valdarno is a must-visit location for cycling enthusiasts.

Cycle through the scenic landscape of Toscana and explore picturesque towns and beautiful vineyards.

road
117 km
1756 m
Tough

The Toscana Grand Tour is an epic road cycling route starting near San Giovanni Valdarno and taking you through the charming towns and breathtaking landscapes of Toscana. With a total distance of 117 kilometers and an ascent of 1756 meters, this route offers a challenging yet rewarding experience for well-trained amateur cyclists. The highlights along the route include Terranuova Bracciolini, a town known for its Renaissance architecture, and Lucignano, a medieval hilltop village with narrow streets and a unique elliptical shape. As you cycle through the region, you'll also pass by Poggio Scopicci, offering panoramic views of the countryside, and Casa Vecchia, a historic farmhouse where you can stop for a rustic Italian lunch. Overall, the Toscana Grand Tour showcases the best of Toscana's cycling routes, providing a truly memorable adventure for cyclists of all levels.


Cycle through beautiful vineyards and rolling hills on this scenic road cycling route near San Giovanni Valdarno.

road
60 km
1184 m
Tough

The Vineyard Loop is a picturesque road cycling route starting near San Giovanni Valdarno that takes you through the stunning vineyards and rolling hills of the Toscana region. With a total distance of 60 kilometers and an ascent of 1184 meters, this route provides a challenging yet rewarding experience. Along the way, you'll pass through charming towns such as Piantravigne, where you can immerse yourself in the beauty of the vineyard-covered landscape. As you cycle through Anciolina, you'll be greeted with breathtaking views of the surrounding countryside. The highlight of the route is Monte di Loro, a scenic hill offering panoramic views of the Toscana region. The Vineyard Loop is a must-try for wine enthusiasts and cyclists looking for a picturesque cycling adventure.


A challenging gravel route with diverse landscapes and cultural highlights.

gravel
105 km
2721 m
Savage

The San Giovanni Valdarno Adventure is a challenging gravel route that takes you through diverse landscapes and cultural highlights near San Giovanni Valdarno. This route offers a mix of steep ascents, thrilling descents, and flat sections, allowing you to experience different types of terrain. Along the way, you'll pass through historic towns and villages, such as Vagliagli and Poggio Teo, where you can immerse yourself in the rich cultural heritage of Tuscany. With its demanding difficulty level and stunning scenery, the San Giovanni Valdarno Adventure is a truly rewarding cycling experience for advanced riders.


Experience the rugged beauty and rich history of Tuscany on this scenic gravel route

gravel
57 km
496 m
Tough

Embark on an unforgettable cycling journey through the picturesque countryside of Toscana, starting from San Giovanni Valdarno. This gravel route offers a perfect blend of challenging climbs, stunning landscapes, and cultural highlights, making it an ideal choice for adventure-seeking cyclists. Pedal your way through enchanting vineyards, olive groves, and charming medieval villages, immersing yourself in the authentic Tuscan atmosphere. Marvel at the magnificent Valle d'Inferno, a geological wonder known for its dramatic rock formations and breathtaking views. Explore Castiglion Fibocchi, a quaint village with its charming stone houses and historic buildings. Ride through the delightful town of Levane, where you can take a break and savor traditional Tuscan cuisine. Conquer the challenging climb to Giglio, a hilltop village offering panoramic vistas of the surrounding landscapes. At the end of your journey, you'll be rewarded not only with unforgettable memories but also with a deep appreciation for the natural and cultural treasures of Tuscany.


Explore charming hilltop villages and enjoy stunning views on this road cycling route near San Giovanni Valdarno.

road
66 km
653 m
Chill

The Hilltop Explorer route near San Giovanni Valdarno is perfect for cyclists looking to explore the charming hilltop villages and enjoy stunning views of the Toscana region. With a total distance of 66 kilometers and an ascent of 653 meters, this route offers a moderate challenge for well-trained amateur cyclists. Along the way, you'll discover hidden gems such as Montemarciano, a hilltop village with ancient churches and medieval architecture. As you cycle through Laterina, you'll be greeted with panoramic views of the surrounding countryside. Pergine Valdarno is another highlight of the route, offering picturesque streets and beautiful historic buildings. The route also takes you through Montevarchi, a lovely town known for its Renaissance architecture. The Hilltop Explorer is a scenic and culturally rich cycling adventure in the heart of Toscana.


A scenic gravel route through vineyards and charming villages.

gravel
83 km
1472 m
Tough

The Vaggio Vineyards route is a scenic gravel adventure that takes you through the rolling vineyards and picturesque villages surrounding San Giovanni Valdarno. As you pedal along the quiet countryside roads, you'll be treated to breathtaking views of the vine-covered hills and historic sites, such as San Francesco. The route also passes through the charming village of Vaggio, where you can take a break and sample some local wines. With its moderate difficulty level and beautiful scenery, the Vaggio Vineyards route is a perfect choice for cyclists looking to combine their love for gravel riding and wine tasting.


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Starda Loop

A challenging gravel route with stunning views and historic highlights.

gravel
43 km
977 m
Tough

The Starda Loop is a challenging gravel route that takes you through the beautiful Tuscan countryside near San Giovanni Valdarno. Along the way, you'll encounter steep ascents and thrilling descents, with stunning views of the surrounding hills and valleys. The route also passes through several historic towns and villages, allowing you to experience the rich cultural heritage of the region. With its mix of challenging terrain and scenic beauty, the Starda Loop is a must-ride for gravel cycling enthusiasts.


An epic road cycling adventure through the heart of Chianti.

road
79 km
911 m
Savage

The Chianti Road Adventure is an epic road cycling route that takes you through the stunning vineyards and picturesque hills of Chianti. You'll face challenging climbs and thrilling descents, with breathtaking views of the Tuscan countryside at every turn. Along the way, make sure to stop at the historic landmarks and charming villages, such as Gaiole in Chianti. The route is ideal for experienced road cyclists who are looking for a challenging and scenic adventure in Tuscany.


A scenic gravel route with moderate climbs and historic sights.

gravel
48 km
380 m
Tough

The Levane Loop is a scenic gravel route that combines challenging climbs with picturesque countryside views. You'll pass through charming villages and historic sites, including the medieval town of Poggio Greta. As you ride, keep an eye out for the stunning natural beauty of the area, including rolling hills and vineyards. With its moderate difficulty level and interesting highlights, the Levane Loop is a great choice for cyclists looking to explore the Tuscan countryside.


Immerse yourself in the beauty of Chianti's rolling hills on this challenging road cycling route near San Giovanni Valdarno.

road
94 km
1589 m
Savage

The Chianti Hills route is a challenging road cycling route near San Giovanni Valdarno that takes you through the stunning rolling hills of Chianti. With a total distance of 94 kilometers and an ascent of 1589 meters, this route is perfect for seasoned cyclists looking for a challenging ride. Along the way, you'll pass through picturesque towns such as Molino di Bucine, known for its historic water mills, and Palazzuolo, a charming village with panoramic views of the surrounding countryside. Poggio del Pozzo offers stunning views of the Chianti hills, while San Gusmè provides a unique glimpse into the region's rich history. As you cycle through Castagnoli, you'll be rewarded with breathtaking views of vineyards and olive groves. The epic highlight of the route is Nardi, a famous cycling spot known for its legendary climbs. The Chianti Hills route is a true cycling adventure through the heart of Toscana.


Cycling routes nearby:

Image of Terranuova Bracciolini
Terranuova Bracciolini

Tranquil Cycling in Terranuova Bracciolini

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Montevarchi

Cycling in the lively town of Montevarchi and conquering the famous Passo delle Callaie climb.

Image of Cavriglia-Monastero
Cavriglia-Monastero

Serene rides through captivating Tuscan countryside.

Image of Castelfranco di Sopra
Castelfranco di Sopra

Enjoying the scenic routes, exploring historical center, and testing oneself on the Valdambra climb in Castelfranco di Sopra.

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Faella

Cycling Haven amidst Rolling Hills in Toscana, Italy

Image of Figline Valdarno
Figline Valdarno

Enjoy a peaceful and scenic cycling experience in Figline Valdarno.

Image of Loro Ciuffenna
Loro Ciuffenna

Discovering the medieval charm of Loro Ciuffenna and conquering the legendary Montalbano climb.

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Pian di Scò

Scenic Cycling in Pian di Scò

Nearby regions:

Image of Corse
Corse

Embark on a cycling adventure through the enchanting landscapes of Corse.

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Image of Piemonte
Piemonte

Conquering the iconic climbs and savoring the local cuisine of Piemonte.

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Liguria

Conquer legendary climbs and enjoy breathtaking coastal routes in Liguria

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Lombardia

Conquering legendary climbs in Lombardia

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Veneto

Experiencing the ultimate road and gravel cycling in Veneto

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Emilia-Romagna

Conquer legendary climbs and savor gastronomic delights in Emilia-Romagna

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Umbria

Cycling through the picturesque Umbria

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Marche

Enjoying the best of coastal and hillside cycling in the beautiful Marche region.

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Lazio

Discover the treasures of Lazio on two wheels.