Exploring Tuscany by car is a journey through rolling hills, picturesque vineyards, and charming villages that seem untouched by time. Tuscany’s scenic routes, from the famed Chiantigiana Road to the winding paths of Val d’Orcia, offer some of Italy’s most stunning landscapes. Each drive unveils a new perspective of this captivating region, making it perfect for leisurely exploration. To complete your Tuscan adventure, consider book your dream villa in Tuscany and enjoy the beauty of Tuscany at your own pace.
As you plan your trip to Tuscany, you’re likely envisioning scenic drives through rolling hills and charming hilltop towns. With its picturesque landscapes and rich cultural heritage, Tuscany is the perfect destination for a driving adventure. You can imagine yourself cruising through the Chianti Wine Region, surrounded by vineyards and cypress trees, or exploring the rugged coastline with its stunning ocean views. But which routes should you prioritize, and what hidden gems can you discover along the way? Let’s take a closer look at the must-see drives that will make your Tuscan getaway unforgettable.

Chianti Wine Region Drives
Winding your way through rolling hills, charming villages, and endless vineyards, a drive through the Chianti Wine Region is an unforgettable experience. As you navigate the scenic roads, the picturesque landscape unfolds before your eyes.
The region’s signature cypress trees dot the hills, while ancient stone buildings and medieval castles stand guard over the vineyards. You’ll catch glimpses of wine producers at work, tending to their vines and harvesting grapes.
The Chianti Wine Region is renowned for its exceptional wines, and you’ll have ample opportunities to sample some of the best varieties. Stop at local wineries and taste a glass of Chianti Classico, a full-bodied red wine made from the region’s native Sangiovese grapes.
Take a tour of the cellars and learn about the production process. As the sun sets, the rolling hills take on a warm, golden glow, making this drive through the Chianti Wine Region an experience you’ll treasure forever.
With its stunning scenery, rich history, and world-class wines, a drive through the Chianti Wine Region is a must-do for any visitor to Tuscany.
Coastal Routes and Beaches
As you veer off the inland roads and head towards the coast, the scenery shifts dramatically, revealing the rugged beauty of Tuscany’s shoreline. The coastal routes wind their way along the sea, offering breathtaking views of the Mediterranean. You’ll pass by secluded coves, hidden beaches, and quaint seaside towns perched on cliffs.
One of the most stunning coastal routes is the SS1, also known as the Via Aurelia, which runs from Livorno to Grosseto. This scenic drive takes you through picturesque villages like Castiglioncello and Cecina, with their colorful houses and charming harbors.
Be sure to stop at the beach town of San Vincenzo, known for its beautiful beaches and crystal-clear waters.
As you continue your drive, you’ll come across the stunning Parco Naturale della Maremma, a protected area with pristine beaches and scenic hiking trails. Take a break from driving to explore the park’s hidden coves and enjoy the tranquil atmosphere.
With its unique blend of rugged coastline and scenic beauty, Tuscany’s coastal routes are a must-see destination for any road-trip enthusiast.
Hilltop Towns and Vineyards
Beyond the rolling hills and cypress-lined roads, Tuscany’s hilltop towns and vineyards await your discovery. You’ll wind through scenic roads, passing ancient stone walls and olive groves, to reach these medieval towns perched on hilltops.
San Gimignano, with its iconic towers, is a must-visit, offering breathtaking views of the Tuscan countryside. As you explore these towns, you’ll stumble upon charming piazzas, quaint shops, and local artisans selling handmade goods.
Tuscany’s vineyards are renowned for producing some of the world’s best wines, including Chianti and Brunello di Montalcino. You can visit wineries, learn about the wine-making process, and sample some of the region’s finest vintages.
The picturesque vineyards, with their rolling hills and rows of grapevines, make for a stunning backdrop for a scenic drive. As you drive through the vineyards, you’ll pass by charming agriturismos, where you can stop for a wine tasting or a delicious meal.
With its rich history, stunning landscapes, and world-class wines, Tuscany’s hilltop towns and vineyards are a must-visit destination for any traveler.