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  • Cycling Tuscany

    Cycling through Tuscany

    The Best Routes for Every Skill Level

Tuscany, with its idyllic landscapes, vineyard-laden valleys, and centuries-old olive groves, is a haven for those who love the allure of nature. And what better way to explore this Italian gem than on a bicycle, where every pedal immerses you deeper into its cultural and scenic wonders?

Whether you’re a novice or a seasoned cyclist, Tuscany offers a plethora of routes that cater to every whim and skill level. Let’s dive into some of the best ones.

The Lucca City WallsThe Lucca City Walls

For the Beginners: The Lucca City Walls

Distance: Approx. 4.2 km (2.6 miles)

For those new to cycling or just looking for a leisurely ride, the Lucca City Walls is an excellent choice. Surrounding the Renaissance-era city of Lucca, this entirely flat path offers panoramic views of both the historic city center and the surrounding Tuscan hills.


  • Experience the charm of Lucca’s cobbled streets and ancient structures.
  • Numerous entry and exit points allow for easy exploration of the city’s attractions.
  • Suitable for families and offers plenty of spots for picnics.
The Val d'Orcia Route The Val d'Orcia Route

The Val d’Orcia Route: A Medium Challenge

Distance: Approx. 50 km (31 miles)

Famed for its UNESCO World Heritage status, the Val d’Orcia valley is a treat for those looking for a moderate challenge. Rolling hills, cypress tree-lined avenues, and medieval hamlets define this route.


  • Begin at Pienza, a Renaissance town known for its pecorino cheese.
  • Traverse through the cinematic landscapes, including the iconic Chapel of Vitaleta.
  • Conclude in the thermal spa town of Bagno Vignoni, perfect for a rejuvenating soak.
The Chianti Challenge cyclingThe Chianti Challenge cycling

The Chianti Challenge: For the Brave-hearted

Distance: Approx. 70 km (43.5 miles)

Venture into the heart of Tuscan wine country with the Chianti route. This demanding yet rewarding path takes cyclists through endless vineyards, ancient villages, and challenging uphill terrains.


  • Start in the bustling town of Greve in Chianti, known for its wine festivals.
  • Test your mettle at the uphill path leading to Panzano.
  • Relish the stunning views from Radda in Chianti, the highest point in the region.
The Tuscan Coastline Ride The Tuscan Coastline Ride

The Tuscan Coastline Ride: A Blend of Sea and Hills

Distance: Approx. 60 km (37.3 miles)

While Tuscany is primarily known for its inland wonders, its coastline is equally captivating. This medium to challenging route offers a mix of sandy beaches and hilly terrains.


  • Commence in the Etruscan town of Populonia, perched high with sweeping views of the Tyrrhenian Sea.
  • Ride through the Bandite di Scarlino Nature Reserve.
  • Conclude at the seaside town of Follonica, basking in its sandy beaches.
The Montalcino CircularThe Montalcino Circular

The Montalcino Circular: A True Test of Endurance

Distance: Approx. 110 km (68.4 miles)

Reserved for the truly adventurous, this circular route around Montalcino is not for the faint-hearted. Steep inclines, sharp descents, and unparalleled views make it a favorite for many cycling enthusiasts.


  • Begin and end in Montalcino, famous for its Brunello wine.
  • Enjoy the serene beauty of the Orcia and Asso valleys.
  • Visit the Abbey of Sant’Antimo, an architectural gem in a tranquil setting.

Essential Tips for Cycling in Tuscany:

Distance: Approx. 110 km (68.4 miles)

Best Time to Visit: Spring (April-May) and early Autumn (September-October) offer the best climate for cycling. The weather is mild, and the landscapes are either blooming or bathed in autumnal hues.

Stay Hydrated: Tuscany’s sun can be deceiving. Always carry ample water.

Gear Up: Ensure you have the right equipment. Many towns offer bike rental services with options for helmets, GPS, and repair kits.

Local Delicacies: Make pit stops in local trattorias to savor Tuscan cuisine and wine. It’s part of the experience!

Respect Traffic Rules: While most routes are away from heavy traffic, always be aware of road signs and local traffic regulations.

Cycling through Tuscany is more than just a physical endeavor; it’s a journey through time, culture, and nature’s best artworks. Whether you’re coasting along flat terrains, pushing through challenging hills, or stopping to savor a glass of Chianti, the Tuscan experience is one that stays with you long after the ride is over.

So, gear up, set your pace, and let Tuscany’s roads lead you to stories and adventures waiting to be unveiled!

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