Tuscany Wine Route
Tuscany is one of the great classics of European convertible tours – and rightly so. This approximately 275-kilometer long convertible route impressively combines the cultural heritage of Italy with a unique hilly landscape, picturesque villages, and the typical way of life between "dolce far niente" and culinary enjoyment. Driving through Tuscany in a convertible or roadster is much more than a journey – it is a sensual experience of light, color, and scent.
The convertible trip combines world culture and rural idyll, famous names like Florence or Siena with hidden gems that can only be reached via winding country roads. The route is perfect for a long weekend or a delightful road trip over several days – ideal for those who love wine, good food, and scenic backroads.
Route guidance: The Tuscany route in three stages
Stage 1: From Siena through Chianti to Florence
The starting point of the tour is Siena – with its famous Piazza del Campo, brick facades, and majestic cathedral, it is one of the most beautiful cities in Italy. Shortly after starting, the route leads straight into the heart of Chianti. The wine region is a classic among convertible routes – with winding roads, wooded hills, and vineyards stretching to the horizon.
In Greve in Chianti, a stop is worthwhile – at the marketplace, in the wine museum, or for a tasting with a view of the vines. If you wish, you can take a detour to one of the small wineries, many of which are right along the road. The destination of this stage is Florence – city of the Medici, the Renaissance, and outstanding art. Whether climbing the dome or simply strolling through the old town: Florence captivates.
Stage 2: From Florence via San Gimignano to Volterra
The second stage brings a shift in the character of the tour – away from the big city, towards medieval history and Tuscan authenticity. San Gimignano stands out from the hilly landscape from afar: Its towers tell of power, wealth, and a unique cityscape that is now a UNESCO World Heritage Site.
Being on the road in a convertible or roadster makes this stretch special – the gently winding roads lead through olive groves, vast fields, and past old stone walls. Volterra sits atop a plateau and offers a magnificent view of the surroundings. Known for its alabaster art and Etruscan history, the place offers culture away from the hustle and bustle – a wonderful spot for a longer pause or overnight stay.
Stage 3: From Volterra through the Val d’Orcia to Montepulciano
The final stage is a tribute to the iconic landscape of Tuscany. The road winds through the Val d’Orcia – a region that looks like a painting. Cypress avenues, golden fields, scattered farmhouses, and wide horizons create an atmosphere that seems made for a convertible tour.
The first stop is Montalcino, home to the famous Brunello wine. It’s worth visiting a winery or simply enjoying the view over a glass of wine. From here, we continue to Pienza – an ideally planned Renaissance city with harmonious architecture and sweeping views over the valley. The path ends in Montepulciano, a town with a rich heritage, noble wines, and streets inviting for a stroll. Those who drive through the old town at sunset will truly understand the magic of this region.
Tips for your convertible trip through Tuscany
The Tuscan roads are perfect for a relaxed convertible tour: good surfaces, winding routes, and little traffic away from the main roads. Spring and autumn are particularly rewarding – then the landscape blooms or shines, and the temperatures are pleasant for open-air driving.
A must: at least one night at an agriturismo – a country estate with regional cuisine, wine sales, and breathtaking views. Many are accessible via small driveways and offer the tranquility that makes such a journey even more valuable. Important: The roads through villages are often narrow – so drive slowly, be considerate, and enjoy the moment.
For those with ample time, the route can be extended in various ways – for example, into the Crete Senesi, the Mugello, or all the way to the sea at Livorno. A day trip from Florence into the Apennines is also possible and offers a completely different driving experience.
Driving the Tuscany Route in a convertible
This convertible route is a work of art combining driving pleasure, culinary delights, history, and landscapes. Being on the road in a convertible or roadster makes the tour a real journey through time – through the heart of Italy, past tranquil olive groves, vibrant cities, and expansive vineyards. For those seeking the original, enjoyable Italy, this convertible road trip offers the perfect mix of enjoyment, freedom, and atmosphere. A must for any convertible journey through Europe – and an experience that lingers long after.
