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Cycling in Chianti

Small-scale and immersed in nature

Cycling in Chianti, Tuscany, means riding through rolling hills, past vineyards, olive groves, and quiet country lanes. From Montefioralle, you can discover the region in an active way, with a new view around every corner. The cycling routes vary from short, relaxed rides to longer journeys with challenging climbs. Whether you wish to cycle peacefully with the family or head out for a sporty ride as a couple, you will find routes for every level here.

Cycling routes for every level

Whether you choose a short, quiet route or a longer journey with elevation changes, cycling around Montefioralle is always a special experience. You ride through a landscape that is constantly changing and discover new places at every turn. Take your time, stop along the way, and let yourself be surprised by what you encounter. Didn’t bring a bicycle? In Greve in Chianti, there are several locations where you can easily rent one.

12 km | easy

Montefioralle Panorama Tour

A peaceful cycling tour through the hills surrounding Montefioralle. You will ride past cypresses, vineyards, and open vistas across the landscape. The route has minimal elevation changes and is well-suited for beginners. It is perfect for those who wish to cycle at a relaxed pace and primarily enjoy the surroundings.

14 km | easy

Lama del Chianti Loop

A short and accessible cycling tour through the southern part of Chianti. The route is undulating but manageable, allowing plenty of time to enjoy the views. It is perfect for a short ride or a relaxed, active afternoon.

18 km | easy

Greve in Chianti Classic

Cycle from Montefioralle to Greve in Chianti via quiet country roads. Along the way, you will enjoy views over vineyards and olive orchards. In Greve, you can stop at the square for a coffee or lunch. This is an excellent route for a relaxed day on the bike, also suitable for couples or families.

20 km | easy

San Donato Loop

A peaceful route past picturesque villages, olive groves, and rural roads. The elevation gain is limited, allowing you to cycle at a relaxed pace and take in the surroundings. Ideal for a leisurely day on the bike without it becoming too strenuous.

25 km | moderate

Panzano Hill Route

This cycling tour takes you over rolling hills to Panzano. You will ride through the quintessential Tuscan landscape with varied climbs and panoramic views. In Panzano, you will find wineries and restaurants, making it ideal if you wish to combine cycling with fine dining and a relaxing stopover.

30 km | moderate

Volpaia Expedition

A beautiful bike ride to the medieval village of Volpaia. The route is varied, featuring a few more demanding sections and plenty of views along the way. Volpaia is an excellent place to stop for a break. Ideal for those who wish to combine cycling with a remarkable destination.

38 km | moderate

Radda in Chianti Tour

A diverse cycling tour to Radda in Chianti. You will ride along winding roads with ascents and descents, always with views over the valleys. Radda is a charming village for a brief stop. A beautiful route for those seeking a bit more of a challenge while maintaining their own pace.

46 km | difficult

Castellina Adventure

An athletic route to Castellina in Chianti featuring challenging climbs and longer distances. Along the way, forests, vineyards, and open vistas alternate. This route is suitable for experienced cyclists who enjoy a challenge and wish to explore the Tuscan landscape in an active manner.

60 km | difficult

Strada Bianca Challenge

For those who love adventure: a route over the famous ‘strade bianche’, the white gravel roads of Tuscany. With steep climbs and impressive views, this is a challenging excursion. Suitable for experienced cyclists who wish to experience the landscape in a sporty and authentic way.

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