Luxury Self-Drive Tour in Tuscany

Florence, Siena & Porto Ercole

This Tour is 100% Customizable

Self-Drive in Tuscany

  • Tour starts in Florence
  • Tour ends in Porto Ercole
  • Arrival at Florence Airport (FLR) and departure from Rome Fiumicino Airport (FCO)

BEST PERIOD

April-June & September-October

 

Duration

9 days & 8 nights

DISTANCE

Approx. 1,000 km

BEST CAR

Mercedes-Benz CLE Cabriolet

Tour Highlights

  • Explore Renaissance Florence with expert guides, uncovering the city’s artistic and architectural legacy.
  • Join private culinary workshops in the Tuscan countryside, from handmade pasta to olive oil and truffle tastings.
  • Stay in historic villas and vineyard estates, each chosen for its sense of place and story.
  • Journey along scenic backroads to reach hilltop villages, secluded wineries, and the stillness of the Mediterranean coast.

Over the course of your nine-day self-drive tour around Tuscany, you will not be rushing from landmark to landmark. Instead of counting the number of tourist attractions on a checklist, you will be settling into a flow within the region and enjoying its rich history, traditions, and people. Some days, your winding drive through the countryside will lead you to a vineyard for wine and lunch. Other days, you may attend a cooking class in a rural location or decide to go out for a sea ride…simply because the weather looks good for a boat ride.

Each accommodation that has been set aside for you during this tour is unique and a destination of its own. You might sleep in a villa tucked among olive trees, in centuries-old palaces, or in peaceful retreats where the Mediterranean Sea is your only neighbor.

florence-city-view-cathedral

Arrival

Your first few days are about getting comfortable with the pace of Florence. Take this time to settle in and get a feel for its multiple layers: art, architecture, quiet courtyards, and river views. Uncover the secrets of this fascinating city with a private guide and spend the evening on the Arno River, sipping on a fresh bottle of Prosecco. After getting your car delivered, take a daytrip to Pisa and Lucca for a change of scenery, and before venturing into the heart of Tuscany.

tuscany-pine-trees-road-countryside-panoramic

Tuscany

Your days in Tuscany have arrived. These days are about slowing down—tasting Brunello at the source, rolling fresh pasta by hand, and choosing from optional experiences like truffle hunting or a sunrise balloon flight over the Val d’Orcia. Evenings are quiet: pine trees swaying, birdsong at dusk, a glass of red in hand, and the smell of woodsmoke in the air.

hotel-il-pelicano-pool-seafront

Porto Ercole

Arrive on the Tuscan coast, where the pace shifts once more. In Porto Ercole, your days can be spent on the water with a private boat tour or exploring the countryside on horseback. Time here is flexible, allowing you to enjoy the sea, the scenery, and the slower rhythm of coastal life.

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Departure

You will be whisked away by a private chauffeur to Rome Fiumicino Airport for your departure, bringing your Tuscan journey to a close.

drivuso-tuscany-map

Whether you’re exploring options or ready to begin crafting a bespoke self-drive itinerary for your client, schedule a one-on-one call or reach out to us directly.

Contact our team

Luxury Hotels in Tuscany

Luxury Private Experiences in Tuscany

Why choose DRIVUSO for a Self-Drive Tour in Italy?

Our team of experts dedicates time and care to understanding the nuances of each destination, ensuring your clients enjoy a seamless, end-to-end experience. Thanks to our trusted network of partners, we handpick the finest hotels, restaurants, and experiences, while crafting routes that highlight the most scenic and rewarding roads. Throughout the journey, our concierge team is available 24/7 to support both you and your clients, handling last-minute changes, reservations, and special requests.

Our services

  • ^Driving route planning and route GPS
  • ^24/7 concierge service
  • ^Digital and paper roadbook
  • ^Suggested stops, restaurant reservations and more
  • ^Modify your trip anytime

Luxury Car Rental in Tuscany

  • personal delivery & collection
  • guaranteed make and model
  • all-inclusive pricing

FAQ

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What is special about Tuscany?

Tuscany is defined by its balance between landscape and culture. Rolling hills, vineyards, and cypress-lined roads shape the countryside, while cities such as Florence and Siena reflect centuries of artistic and political influence. The region’s identity is closely linked to wine production, agricultural traditions, and a measured pace of life.

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What is the best period to visit Tuscany?

May to June and September to October are generally the most comfortable months. The weather is warm without being extreme, and the countryside is active. July and August are popular but can be hot, particularly in inland areas.

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What are the best cities in Tuscany?

Florence remains central for Renaissance art and architecture. Siena offers a well-preserved medieval centre and a strong local identity. The Chianti region connects the two through vineyard landscapes and small estates. Further south, Val d’Orcia stands out for its open scenery and villages such as Pienza and Montepulciano. Lucca provides a quieter atmosphere, with intact city walls and easy access to the Tuscan countryside.

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What is the best way to tour Tuscany?

A car is the most practical way to explore the region. Many villages, wineries, and rural estates are not directly accessible by train. While Florence and Siena are well connected by rail, driving allows greater flexibility to experience the countryside and move at a more relaxed pace.

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