1. Chianti Wine Region

- Highlights: Vineyards, olive groves, medieval towns
- Difficulty: Moderate to challenging
The Chianti region is synonymous with rolling hills and postcard-perfect scenery, making it a favourite for those wanting classic Tuscan views. Cyclists can explore scenic routes stretching between Florence and Siena, dotted with small hilltop villages such as Greve in Chianti and Radda in Chianti. Expect short but frequent climbs and exhilarating descents. This area is also known for its excellent wine, so plan for a well-earned break at a local enoteca once the cycling day is done.
2. The L’Eroica Route

- Highlights: Iconic gravel roads, cycling heritage, vintage bike event
- Difficulty: Moderate to advanced
L’Eroica is an iconic vintage cycling event held annually in the Chianti region, but you can cycle the route year-round at your own pace. The path includes sections of the typical strade bianche (white gravel roads) that wind through vineyards and cypress-lined lanes. The route can be challenging, especially with the gravel sections and inclines, but the sweeping panoramic views are worth the effort. For those who prefer an e-bike, it’s a fantastic way to appreciate Tuscany’s legendary cycling heritage without overexerting yourself on the tougher climbs.
3. Lucca and the Surrounding Hills

- Highlights: Renaissance walls, olive groves, panoramic hilltop vistas
- Difficulty: Easy to moderate
Lucca is known for its Renaissance-era city walls, which have been transformed into a tree-lined promenade perfect for a leisurely bike ride. Beyond the city’s walls, the nearby hills offer scenic routes through olive groves and chestnut forests, with occasional stops at local agriturismos for a taste of Tuscan cuisine. You can choose routes that are mostly flat for an easier ride or venture further into the hills for a moderate challenge. If you would like to know more about Cycling in Lucca check out our dedicated article from this link.
4. Val d’Orcia

- Highlights: Rolling wheat fields, Cypress-lined roads, UNESCO World Heritage landscapes
- Difficulty: Moderate
Val d’Orcia is often featured on postcards and in travel magazines due to its picturesque countryside. Cycling here means quiet roads, gentle but continuous rolling hills, and breathtaking open vistas. Towns like Pienza, Montepulciano, and Montalcino are fantastic stops for culture, history, and, of course, local wines and cheeses. While the inclines can be moderate, the route is quite manageable for most cyclists, especially if you pace yourself.
5. The Coastal Routes

- Highlights: Seaside views, fresh sea breezes, coastal towns
- Difficulty: Easy to moderate
For a break from Tuscany’s hills, head towards the coast. Cyclists can follow routes along the Tyrrhenian Sea, passing through charming beach towns and pine forests. The mostly flat terrain is a welcome contrast to the inland regions, making it ideal for those looking for a more relaxed ride or travelling with families. Along the way, take advantage of the many opportunities to stop for a seafood meal or a refreshing dip in the sea.
Salogi Villas: Here to Help with Your Cycling Adventure
At Salogi Villas, we understand that cycling is a major attraction for many of our guests. Our knowledgeable team is on hand to make your cycling vacation as smooth as possible:
Experience the beauty of Tuscany up close as you pedal through its enchanting landscape. Whether you’re a seasoned cyclist aiming to conquer challenging climbs or a leisure rider hoping to soak up the scenery, Tuscany offers a wealth of routes to explore.
Let Salogi Villas turn your Tuscan cycling dreams into reality. Based on your needs, we’ll help you find the perfect Tuscan villa for an unforgettable cycling experience. Contact us to find out more about our villas, and cycling knowledge and recommendations.
- Bike and E-Bike Rentals: We can recommend trusted local bike shops that offer a range of quality bicycles, from road bikes for performance to e-bikes for a more relaxed experience.
- Professional Guided Tours: If you would rather explore Tuscany with the help of an expert, we can arrange guided tours that include visits to wineries, historical sites, or even secret scenic spots.
- Route Suggestions: Whether you’re looking for gentle flat roads or adventurous climbs, we can suggest routes tailored to your fitness level and interests, ensuring a fantastic day of exploration.
Experience the beauty of Tuscany up close as you pedal through its enchanting landscape. Whether you’re a seasoned cyclist aiming to conquer challenging climbs or a leisure rider hoping to soak up the scenery, Tuscany offers a wealth of routes to explore.
Let Salogi Villas turn your Tuscan cycling dreams into reality. Based on your needs, we’ll help you find the perfect Tuscan villa for an unforgettable cycling experience. Contact us to find out more about our villas, and cycling knowledge and recommendations.