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Best Motorcycle Routes in Tuscany for Australians

Felipe
15 March 2025
9 min read
Best Motorcycle Routes in Tuscany for Australians

Best Motorcycle Routes in Tuscany for Australians

Tuscany is where slow roads meet fast joy. For Australians craving curves, countryside, and culture, it delivers every time. Picture starting your day in the vineyards of Chianti, stopping for a mid morning espresso in Greve, and riding under the golden light towards San Gimignano's towers. You'll pass cypress lined avenues, mediaeval villages frozen in time, and ridgelines that roll like waves. But Tuscany's real magic isn't just in the riding—it's in the rhythm. You take your time, meet winemakers, chat with butchers, dip your boots in cool rivers, and pause for roadside picnics with Pecorino and prosciutto. Australian riders often say it feels like the best bits of the Hunter and Barossa, just with 1000 years more history. Whether you're riding solo or in a small group, routes like the Val d'Orcia Loop, Crete Senesi Trail, or the wild Maremma coast offer variety and soul. This is a trip that slows your mind and stirs your senses.

Why Tuscany Calls to Australian Riders

There's something about Tuscany that resonates deeply with riders from Down Under. Maybe it's the way the landscape unfolds in gentle waves, not unlike parts of the Adelaide Hills or the Yarra Valley. Or perhaps it's the unhurried pace of life that reminds us to slow down and savour the moment—a philosophy Aussies understand but don't always practice at home.

The roads here are built for pleasure, not just transport. Unlike the long, straight highways that connect Australian cities, Tuscan roads dance through the terrain. Every corner reveals something new: a stone farmhouse, a stand of umbrella pines, a view that makes you pull over just to stare.

The Classic Routes

The Val d'Orcia Loop

Starting from the medieval town of Pienza, this route takes you through UNESCO World Heritage landscapes. The roads are smooth, the corners are predictable, and the views are simply ridiculous. You'll ride past cypress-lined driveways leading to villas you'll daydream about owning, through Montalcino (home of Brunello wine), and past the hot springs of Bagno Vignoni.

Distance: Approximately 80km Best time: Spring (April-May) or Autumn (September-October) Difficulty: Easy - perfect for all skill levels

Chianti Classico Circuit

The SR222, known as the Chiantigiana, is perhaps Tuscany's most famous motorcycle road. From Florence to Siena, it winds through the heart of Chianti wine country. Every village has a story, every restaurant serves handmade pasta, and every winery welcomes visitors with genuine warmth.

Stop in Greve, Panzano, Castellina, and Radda. Each town offers something special, whether it's Dario Cecchini's legendary butcher shop in Panzano or the ancient Etruscan walls of Castellina.

Distance: Approximately 70km (but plan for frequent stops) Best time: Any season has its charm Difficulty: Moderate - some tight corners and elevation changes

The Crete Senesi Trail

South of Siena, the landscape changes. The lush green gives way to exposed clay hills—the "lunar landscape" of Crete Senesi. It's stark, beautiful, and somehow more raw than the postcard-perfect Chianti region.

Ride through Asciano, loop around to Buonconvento, and venture out to the abbey of Monte Oliveto Maggiore. The roads are quieter here, the villages less touristy, and the experience more intimate.

Distance: 60-100km depending on your route Best time: Golden hour (early morning or late afternoon) Difficulty: Easy to moderate

Maremma's Wild Coast

For riders who want to combine inland riding with coastal scenery, the Maremma offers both. This is Tuscany's "wild west"—less manicured, more rugged, with long stretches of unspoiled coastline.

Start from Massa Marittima, head towards the coast, and ride the SS1 Aurelia through Castiglione della Pescaia and down to Talamone. You'll find empty beaches, nature reserves, and a very different side of Tuscany.

Distance: Can range from 100-150km Best time: Spring or early autumn (summer can be hot) Difficulty: Easy - mostly flowing roads

The Australian Connection

Many Australian riders tell us that Tuscany feels familiar yet entirely foreign. The wine regions evoke comparisons to Barossa or Hunter Valley, but the history here predates European arrival in Australia by millennia. The relaxed cafe culture mirrors Melbourne's coffee scene, but the ritual of a morning espresso at the bar is distinctly Italian.

Food is another connection point. Australians pride themselves on quality produce and good wine—values that are fundamental to Tuscan culture. The difference is that here, every restaurant sources ingredients locally not because it's trendy, but because that's how it's always been done.

Practical Tips for Australian Riders

Getting Your Bike

Most Australian riders either rent a bike in Italy or join a guided tour with bikes provided. Major rental companies operate in Florence, Siena, and Pisa. Expect to pay €100-200 per day for a quality touring bike, with discounts for longer rentals.

Riding Style

Italians ride with a different rhythm than Aussies. There's more patience, less urgency. Speed limits are suggestions more than rules, but the focus is on smooth, flowing riding rather than aggressive pace.

Best Bases

Florence: Perfect for exploring Chianti and northern Tuscany Siena: Central location for Val d'Orcia and Crete Senesi Montepulciano: Ideal for southern routes and easy access to Umbria

When to Visit

Spring (April-May): Fresh green landscapes, fewer tourists, perfect temperatures Summer (June-August): Long days, hot weather, busier roads—avoid if possible Autumn (September-October): Harvest season, golden light, mild weather—arguably the best time Winter (November-March): Quiet and atmospheric, but some mountain passes may be closed

Food and Wine

You can't separate Tuscan riding from Tuscan eating. Build your daily routes around lunch stops. Find the places where work vans congregate—that's where locals eat, and that's where the food is honest and delicious.

Wine tasting is serious business here, but it's also wonderfully relaxed. Many wineries welcome riders without reservations, especially if you arrive in the late afternoon. Buy a bottle or two, but don't feel pressured—the joy is in the tasting and conversation.

Why La Dolce Strada

We've ridden these roads hundreds of times, in all seasons and all weather. We know which trattoria serves the best pici, which viewpoint catches the morning light perfectly, and which back roads avoid the tour bus traffic.

Our Tuscany tours are designed for riders who want to experience the region properly—not rushing through a checklist of sights, but actually living the Tuscan rhythm for a week or more.

We handle the logistics, provide the local knowledge, and introduce you to people and places you'd never find on your own. You just ride, eat, drink, and soak it all in.

Ready to Ride Tuscany?

Whether you come with us or ride independently, Tuscany will change how you think about motorcycle touring. It's not about covering distance or ticking off famous roads. It's about the quality of the experience—the light on the hills, the taste of fresh olive oil, the feeling of finding your rhythm on roads that were made for exactly this kind of riding.

For Australians especially, Tuscany offers something we rarely experience at home: ancient history, artistic masterpieces, and culinary traditions that stretch back centuries, all wrapped up in riding that's challenging enough to be engaging but not so difficult that it becomes stressful.

Come ride with us, and discover why so many of our Australian guests return year after year.

Ready for Your Italian Adventure?

Join us on one of our expertly guided motorcycle tours and experience Italy like never before. Our small group sizes ensure personalized attention and authentic local experiences.