Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Road cycling routes
Italy
Tuscany
Florence
Greve In Chianti

Chianti Classico Loop from Greve in Chianti

Routes
Road cycling routes
Italy
Tuscany
Florence
Greve In Chianti

Chianti Classico Loop from Greve in Chianti

Hard

5.0

(3)

84

riders

Chianti Classico Loop from Greve in Chianti

02:19

41.6km

900m

Road cycling

This difficult 25.8-mile road cycling ring tour in Greve in Chianti offers challenging climbs and stunning Tuscan vineyard views.

Last updated: February 26, 2026

Tips

The surface along some of this route may not be suitable

Some segments of your route comprise a surface that may not be suitable for your chosen sport.

After 0 m for 73 m

After 41.5 km for 59 m

Waypoints

A

Start point

Parking

Get Directions

1

1.94 km

Montefioralle Castle

Highlight • Castle

Montefioralle is a hamlet belonging to the municipality of Greve in Chianti, in Tuscany. It' situated on a hill, in a territory halfway between Florence and Siena, and, just for this, much disputed in the Middle Ages by the two Republics.
The village presents a medieval urban structure and preserves ancient stone houses, part of the castle and most of the walls with three gates.
It's not sure that it can be the birthplace of Amerigo Vespucci, as someone claims; but indeed the noble Vespucci family owned a palace in this village.

Tip by

2

11.8 km

Nice piece of salitone hard but at the top great view of the vineyards

Translated by Google •

Tip by

3

22.5 km

Chianti Hills

Highlight • Natural

The Florentine Chianti area doesn't need much introduction. It is possible to indulge in secondary roads immersed in the magnificent vineyards of the area and visiting villages where time seems to have stopped.

Translated by Google •

Tip by

4

32.7 km

Sugame Pass

Highlight (Segment) • Mountain Pass

Go up to the Sugame pass and descend towards Figline Valdarno. Alternatively, after a few kilometers of descent, you can keep left and go up towards Strada.

Translated by Google •

Tip by

B

41.6 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

39.7 km

1.69 km

120 m

118 m

Surfaces

40.8 km

661 m

120 m

Sign up to see more specific route details

Sign up for free

Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (550 m)

Lowest point (140 m)

Sign up to see more specific route details

Sign up for free

Weather

Powered by Foreca

Wednesday 13 May

20°C

9°C

23 %

Additional weather tips

Max wind speed: 29.0 km/h

to get more detailed weather forecasts along your route

This route was planned by komoot.

Save

Edit route

Download GPX

Move start point

Print

Share

Embed on a website

Report an Issue

Frequently Asked Questions

How challenging is the Greve in Chianti — ring tour, and is it suitable for beginners?

This is a difficult racebike tour, best suited for well-trained cyclists with very good fitness. It features substantial elevation changes and numerous challenging climbs. Beginners or those looking for a leisurely ride may find it too demanding.

How long does it typically take to complete this racebike tour?

The tour is approximately 41.5 km (25.8 miles) long with over 900 meters of elevation gain. On average, it takes about 2 hours and 20 minutes of active riding time, but this can vary significantly based on fitness level and how often you stop to enjoy the scenery.

Where can I park to access the Greve in Chianti — ring tour?

Greve in Chianti serves as an excellent starting point for this circuit. You can typically find parking in or around the town center, such as near Piazza Matteotti, which is a popular spot for cyclists.

What kind of terrain will I encounter on this racebike route?

The terrain is characterized by significant elevation changes, with many 'leg-burning hills' and an 'up and down hill scenery'. While much of the route is smooth asphalt, be prepared for varying road surfaces, as some segments may be unpaved dirt roads, offering an authentic Tuscan feel.

What are the main scenic highlights and points of interest along the route?

The route offers stunning panoramas of the Chianti Classico region. You'll pass through idyllic cypress trees, olive groves, and vineyards. Notable highlights include the charming Montefioralle Castle, expansive View of Vineyards on the Road to Mercatale, and the picturesque Chianti Hills. You'll also traverse the Sugame Pass and pass through typical Tuscan villages like Panzano.

What is the best time of year to ride this tour?

The best seasons for road cycling in Chianti are typically spring (April-June) and autumn (September-October). During these months, the weather is generally pleasant, and the Tuscan landscape is at its most vibrant, with blooming flowers in spring and rich harvest colors in autumn. Summer can be very hot, and winter can be cold and wet.

Are there any coffee stops or places to refuel along the way?

Yes, Greve in Chianti itself offers many options for a coffee or gelato break in Piazza Matteotti. The route often passes through Panzano, which is another popular spot for cyclists to stop for coffee or visit Dario Cecchini's famous butcher shop.

Are dogs allowed on the Greve in Chianti — ring tour?

This is a road cycling tour, so dogs are generally not suitable companions for the ride itself. If you plan to visit towns or stops along the way, local regulations for dogs in public spaces would apply. Always keep dogs on a leash if they are allowed in specific areas.

Do I need any permits or pay entrance fees for this tour?

No, there are no specific permits or entrance fees required to cycle this route through the Chianti Classico region. The roads are public, allowing free access to enjoy the landscape.

Does this route intersect with other trails?

Yes, the route briefly overlaps with sections of other local paths. You may find yourself on parts of the Anello Montefioralle, Anello di Uzzano, or the Sentiero di crinale del Chianti for short segments.

What is a good strategy for tackling the challenging climbs on this tour?

Given the 'leg-burning hills' and 'challenging climbs,' a good strategy is to pace yourself, especially early on. Ensure your bike is in good condition with appropriate gearing. Don't be afraid to take short breaks at scenic viewpoints to recover and enjoy the stunning panoramas. Some particularly steep segments might even require dismounting and pushing your bike for a short distance.

Nearby routes

Hard

4.8

5,415

GF White Roads — Ring tour

09:55h

144km

2,220m

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy