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Gravel bike holiday in Tuscany

Gravel: Tuscany / Italy

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Gravel bike holiday in Tuscany

Tuscany is a paradise for gravel bikers: on the trail of the legendary Strade Bianche, vineyards as far as the eye can see and plenty of panoramic hills. All year round, challenging and with an authentic Dolce Vita atmosphere. Whether you are travelling solo or in bikepacking mode - adventure, culture and culinary delights await you here in perfect symbiosis.

Gravel dolce vita on two wheels

When you say gravel, you have to say Tuscany: the legendary Strade Bianche lead through Chianti, Crete Senesi and the UNESCO-protected Val d'Orcia. Between cypress trees and vineyards, places like Siena, San Quirico d'Orcia and Montalcino line up like postcard motifs. Each stage combines sporting challenges with espresso stops, Tuscan cuisine and authentic dolce vita. The Tuscany Trail – Europe's largest bikepacking event across the region – is a special adventure. 

An insider tip close to the coast is Massa Marittima in the hinterland of the Maremma: between Mediterranean scrub, old mine paths and panoramic hills with views stretching to the Tyrrhenian Sea, a wide network of gravel tracks awaits you. After the tour, historic alleys, small trattorias and regional specialities beckon – perfect gravel breaks between the sea and the hills.

Highlights for your gravel bike holiday

  • Strade Bianche & iconic Eroica routes with Chianti, Crete Senesi & Val d'Orcia
  • Tuscany Trail: Europe's largest bikepacking event
  • Gravel, culture & culinary delights - UNESCO cities & wine tastings included

Hotels for your gravel bike holiday

Our hotels are your base camp for unforgettable gravel adventures. Your hosts know every gravel track and every climb and will show you the most breathtaking routes in the region.

Hotel & Restaurant Casolare Le Terre Rosse ***S
San Gimignano / Tuscany  (IT)
San Gimignano / Tuscany  (IT)

Gravel adventure in Tuscany: between nature, gravel & wine enjoyment

from € 75.00 per person
Enquire
Tenuta Il Cicalino
Massa Marittima / Tuscany  (IT)
Massa Marittima / Tuscany  (IT)

Hideaway for Tuscany lovers - home base for pleasure gravel bikers

from € 125.00 per person
Enquire
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Gravel bike tours

Gravel biking in Tuscany - experience boundless freedom on endless gravel paths, discover new tours and enjoy fantastic panoramas.

Gravel tours
Gravel tours
Singletrails
Gravel bike trips
Two cyclists on a forest path surrounded by trees in sunlight
Easy Gravel Tour
Technically short gravel loop
Tuscany / Tuscany  (IT)
Tuscany / Tuscany  (IT)
Difficulty
Medium
Duration
1:36 hr./hrs.
Distance
16.5 km
Uphill
360 m
Downhill
350 m
Through the Val D'elsa Senese and Chianti Classico
Tuscany / Tuscany  (IT)
Tuscany / Tuscany  (IT)
Difficulty
Difficult
Duration
9:05 hr./hrs.
Distance
103 km
Uphill
1890 m
Downhill
1890 m
Cyclist riding on a narrow path through green and yellow fields in hilly landscape
Easy Gravel Tour
Sacred paths and picturesque mountain ridges of the Val d'Elsa
Tuscany / Tuscany  (IT)
Tuscany / Tuscany  (IT)
Difficulty
Medium
Duration
6:33 hr./hrs.
Distance
88.8 km
Uphill
1520 m
Downhill
1520 m
Cyclist riding on a tree-lined path with stone walls on a sunny day
Easy Gravel Tour
Through the Valdelsa Senese
Tuscany / Tuscany  (IT)
Tuscany / Tuscany  (IT)
Difficulty
Difficult
Duration
5:30 hr./hrs.
Distance
63.5 km
Uphill
1100 m
Downhill
1100 m
Two cyclists on a forest road surrounded by trees
Easy Gravel Tour
Short gravel round
Tuscany / Tuscany  (IT)
Tuscany / Tuscany  (IT)
Difficulty
Medium
Duration
1:30 hr./hrs.
Distance
15.5 km
Uphill
340 m
Downhill
340 m
Rural road lined with cypress trees under a partly cloudy sky
Easy Gravel Tour
Medium gravel tour
Tuscany / Tuscany  (IT)
Tuscany / Tuscany  (IT)
Difficulty
Difficult
Duration
2:21 hr./hrs.
Distance
23.9 km
Uphill
540 m
Downhill
540 m
Green vineyard field with forested hills and blue lake under clear sky
Easy Gravel Tour
Lago dell'Accesa
Tuscany / Tuscany  (IT)
Tuscany / Tuscany  (IT)
Difficulty
Difficult
Duration
5:14 hr./hrs.
Distance
59.8 km
Uphill
760 m
Downhill
760 m
Cyclist in sportswear riding on a sunny forest path ahead of other cyclists
Easy Gravel Tour
Through the Valdelsa Fiorentina and Poggio del Comune
Tuscany / Tuscany  (IT)
Tuscany / Tuscany  (IT)
Difficulty
Difficult
Duration
9:00 hr./hrs.
Distance
99.4 km
Uphill
2130 m
Downhill
2130 m
Through the Valdelsa Senese and Berignone
Tuscany / Tuscany  (IT)
Tuscany / Tuscany  (IT)
Difficulty
Difficult
Duration
6:56 hr./hrs.
Distance
78.7 km
Uphill
1430 m
Downhill
1430 m
Dirt path along forested hills overlooking the blue sea
Easy Gravel Tour
Cala Civette
Tuscany / Tuscany  (IT)
Tuscany / Tuscany  (IT)
Difficulty
Medium
Duration
2:30 hr./hrs.
Distance
35.1 km
Uphill
290 m
Downhill
290 m

Worth reading

Fancy more? You can find more detailed information and an even deeper insight into our favourite regions here. You shouldn't miss it!

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Events

Top gravel events, challenging rides and legendary festivals: these highlights belong in your diary!

TransTirol BikeRally
28/06–04/07/2026

The most relaxed bike event in the Alps

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Gravel bike holiday in Tuscany

Tuscany
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