Discover Tuscany by bike
Cycle tourism in Tuscany is much more than a simple holiday on two wheels: it is a slow and conscious journey to discover timeless landscapes, food and wine traditions and cultural treasures. Thanks to its varied morphology, Tuscany is the ideal destination for both expert cyclists and those who want to enjoy easy and panoramic itineraries.
In this guide you will find a list of the best cycling itineraries in Tuscany, with practical information, suggestions, technical difficulties and gastronomic ideas for each route.
1. Chianti: on the roads of the Eroica
- Approximate distance: 207 km (classic ring)
- Difficulty: medium-high (presence of dirt roads and climbs)
- Recommended departure point: Gaiole in Chianti
The iconic white roads of Chianti are a must for every enthusiast. The Eroica route, famous throughout the world, is designed for those who love vintage bikes and want to live an authentic experience among vineyards, cypress trees and medieval parish churches.
Not to be missed:
- Brolio Castle
- Greve in Chianti and its market
- Chianti Classico tastings
2. Val d’Orcia: cycling in a Renaissance setting
- Approximate distance: 80 km
- Difficulty: medium
- Recommended stops: Pienza – San Quirico – Montalcino – Bagno Vignoni
A UNESCO heritage site, Val d’Orcia is famous for its poetic views. The itinerary winds through panoramic roads, isolated cypress trees and villages with ancient origins. Excellent for slow cycling tourism, it is also full of natural spas.
What to taste along the way:
- Pecorino di Pienza
- Brunello di Montalcino wine
- Pici all’aglione
3. The Crete Senesi: the “lunar” landscape of Tuscany
- Distance: 60 km (Asciano – Buonconvento – San Giovanni d’Asso)
- Difficulty: medium
- Recommended in: spring and autumn
A little-known but incredibly fascinating area, with rolling clay hills, ancient farms and absolute silence. Ideal for those seeking authenticity and tranquility.
Must-sees:
- Truffle Museum in San Giovanni d’Asso
- Palazzo Corboli Museum in Asciano
- Monte Oliveto Maggiore Abbey
4. Arno Cycle Route: from Stia to Pisa
- Distance: over 270 km (under construction)
- Difficulty: easy-moderate
- Route: follows the course of the Arno River
One of the main cycle routes in Tuscany, it connects the sources of the Arno on Monte Falterona to its mouth in Marina di Pisa. Perfect for families, it passes through Florence, Empoli, Pontedera and Pisa.
Highlights:
- Ponte Vecchio in Florence
- The Leaning Tower of Pisa
- Riverside sections and green areas
5. Bonifica Trail: from Arezzo to Chiusi
- Distance: 62 km
- Substrate: compact dirt road
- Ideal for: beginners and families
It follows the ancient Canale Maestro della Chiana in a peaceful agricultural landscape. Flanked by picnic areas, water points and information points, it is perfect for a relaxing day on the bike.
6. Etruscan Coast: cycling with a sea view
- Recommended distance: 90 km (Livorno – Piombino)
- Difficulty: medium (mixed sections)
This itinerary offers breathtaking views of the sea, pine forests and seaside villages. Perfect in spring or early autumn. You can alternate the ride with a swim.
Suggested locations:
- Castiglioncello
- Bolgheri (and the famous “viale dei cipressi”)
- Baratti and Populonia
7. Maremma: between nature and history
- Approximate distance: 60–120 km
- Recommended stages: Alberese – Talamone – Magliano in Toscana
A still wild area, ideal for those who want to combine cycling with birdwatching, spas and authentic villages. The Maremma Park offers cycling routes through pine forests, dunes and pristine beaches.
8. Mugello: for those who love climbing
- Distance: variable
- Difference in altitude: significant
- Recommended for: trained cyclists
An area rich in woods, hills and villages, including Scarperia (known for its handmade knives) and Lake Bilancino. Also very popular with road cyclists.
9. Elba and the archipelago: cycling between the sea and Mediterranean scrub
- Recommended for: mountain bikes and e-bikes
- Departure: Portoferraio
The Island of Elba offers panoramic and challenging routes for those seeking wild nature and beauty. Multi-day tours can be organized with stops in coastal villages.
Practical tips for those who cycle in Tuscany
- Best time: from March to June and from September to October
- Climate: Mediterranean, beware of the summer heat in the inland areas
- Accommodation: look for “bike friendly” facilities (farmhouses, B&Bs, hotels with bike storage and workshop)
- Bike rental: many local businesses offer e-bike, MTB, gravel or racing bike rental
- Useful apps and maps: Komoot (routes and navigation), Bikemap
Gastronomy and delicious stops along the way
A cycling trip in Tuscany is not complete without a few culinary stops. Some suggestions:
- Val d’Orcia: pecorino cheese, pici all’aglione, Brunello di Montalcino wine
- Maremma: acquacotta, wild boar stew
- Chianti: ribollita, Tuscan cured meats, Chianti Classico DOCG
- Costa degli Etruschi: bonito, fish soups, Vermentino
Conclusion
Whether you are looking for a sporting challenge or a slow holiday between nature and culture, cycling in Tuscany has something to offer everyone. Every ride is an opportunity to discover the most authentic side of this extraordinary region, made up of harmonious landscapes, warm hospitality and unparalleled cuisine.
