A convertible tour along the Via Chiantigiana

The Via Chiantigiana is one of the most famous convertible tours in Tuscany, leading you through the heart of the Chianti region, known worldwide for its excellent wine. This convertible route is a true journey of pleasure, offering breathtaking views of rolling hills, picturesque villages, old wineries, and the classic Tuscan landscape.

From Florence to Siena, the road winds through countless vineyards, pine forests, and historic towns. A drive along the Via Chiantigiana is not only a visual delight but also a treat for the taste buds – with many opportunities to sample the famous Chianti Classico right on the spot.

This convertible trip through Tuscany is the perfect way to experience "Dolce Vita" and fully enjoy the beauty of one of the world's most renowned wine regions.

Stages of the convertible tour along the Via Chiantigiana

Stage 1: Florence – Greve in Chianti

The convertible tour starts in Florence, one of the most beautiful cities in Italy, famous for its art, architecture, and history. After visiting some of the main attractions such as the Cathedral and the Ponte Vecchio, the route heads towards Greve in Chianti, the first larger town on the Via Chiantigiana.

 The journey there leads through a landscape of gentle hills covered with vineyards and olive groves. Upon arriving in Greve, you can visit the Chianti Museum and sample the first Chianti Classico of the day at one of the many wineries.

Stage 2: Greve in Chianti – Radda in Chianti

The next stage takes you to Radda in Chianti, a picturesque village nestled among rolling vineyards. The winding roads leading there offer spectacular views of the surrounding Chianti valley. Radda is known for its medieval old town and excellent wineries.

You can take a break to stroll through the narrow streets and taste the famous Chianti Classico in one of the traditional wine cellars. The region is also known for its culinary specialties, so don’t miss the opportunity to enjoy some Tuscan dishes.

Stage 3: Radda in Chianti – Castellina in Chianti

Next, you head to Castellina in Chianti, famous for its charming old town and panoramic views of the Chianti valley. The roads between Radda and Castellina offer numerous viewpoints where you can admire the vineyards and olive groves in all their glory. Castellina is an ideal place to take a break, whether to explore the historic center or enjoy some fine Chianti Classico at one of the village’s wineries.

Stage 4: Castellina in Chianti – Siena

The final stage of the convertible route takes you to Siena, one of the most significant cities in Tuscany. The drive from Castellina to Siena takes you through some of the region's most beautiful landscapes, with wide views of vineyards, cypress-lined avenues, and historic villages.

Siena itself is famous for its medieval old town, which has been declared a UNESCO World Heritage Site. A walk through the city, a visit to the Piazza del Campo, and the impressive cathedral are a must before the convertible journey concludes.

Why a convertible tour here is ideal

The Via Chiantigiana is one of the best convertible routes for those seeking a mix of driving pleasure and enjoyment. The winding roads through the stunning Tuscan landscape provide the perfect driving experience while you enjoy views of the famous vineyards and medieval villages.

The pleasant climate of Tuscany and the opportunity to stop at one of the many wineries at any time to taste Chianti Classico make this convertible trip an unforgettable experience.

The Via Chiantigiana is particularly a dream for convertible drivers in spring and autumn: the vineyards display the most beautiful colors and invite a relaxed drive. Thanks to the numerous historic towns and villages along the route, you can stop frequently to enjoy the local culture and gastronomy.

Driving on this convertible route is not just a discovery tour of the Tuscan landscape but also a culinary journey through the region.

Tour highlights

• Florence – The city of art and culture offers numerous sights and is a great introduction to the tour.

• Greve in Chianti – The first stop on the Via Chiantigiana, known for its wineries and the Chianti Museum.

• Radda in Chianti – A picturesque medieval village that is ideal for tasting Chianti wine and enjoying the region.

• Castellina in Chianti – A charming village with fantastic views of the Chianti valley and top-notch wineries.

• Siena – The medieval city with its famous Piazza del Campo and impressive cathedral.

• Chianti Classico – The region's famous wine, which can be tasted in numerous wineries along the route.

• The Tuscan landscape – Rolling hills, vineyards, olive groves, and historic villages characterize the entire route.

Tips for your convertible tour

The Via Chiantigiana is one of the most beautiful convertible tours in Italy, especially in spring and autumn when the vineyards glow in rich green or golden hues.

Plan enough time for stops at the wineries to sample the famous Chianti Classico and learn more about winemaking. Take the opportunity to taste regional specialties like Pecorino cheese or fresh pasta in the charming villages. Be sure to stop regularly to enjoy the impressive views of the Tuscan hilly landscape.

The winding roads provide a unique driving pleasure, so take your time to enjoy the convertible route at a relaxed pace. If you don’t have your own convertible, you can easily rent a suitable vehicle in Florence or Siena. Since the region is very popular, it’s advisable to reserve accommodations and winery visits in advance. Comfortable shoes are also recommended for exploring the medieval towns and their narrow streets on foot.

Driving a convertible on the Via Chiantigiana

The Via Chiantigiana is one of the most beautiful convertible routes in the world, offering a perfect combination of driving fun, wine culture, and breathtaking nature. With a varied stretch from Florence to Siena, and numerous wineries, historic villages, and stunning views, this tour will be an unforgettable experience.

Whether you want to enjoy the famous Chianti Classico, admire the picturesque Tuscan landscape, or discover the medieval architecture of Siena – this convertible road trip will stay with you for a long time.