Driving Tour Italy: The Italian Job

Discover the most scenic roads of Italy and the most beautiful spots of the Tuscany. Drive in a supercar of your choice, stay at luxury hotels and follow our personal tips!

  • Duration: 4 Days / 4 Nights
  • Total driving distance: 600 km / 375 miles
  • Route: Day 1: Florence -> Siena / Day 2: Siena -> San Casciano dei Bagni / Day 3: San Casciano dei Bagni -> Castelfiorentino / Day 4: Castelfiorentino -> Florence

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Highlights of the luxury driving tour in italy

Pure Joy

Choose your luxury rental car and follow our path. We book selected, top-rated hotels and plan the perfect route for you. You receive all necessary information in our road book - it is as easy as hiring a car only!

Curvy Routes

We have chosen the best roads for your real driving experience in Italy. Enjoy breathtaking views from the hills of the Tuscany and comfortably follow our GPS that we personally set up for your trip.

Selected Hotels

Unique architecture in peaceful settings and the best of the Italian kitchen. Enjoy wines and other specialties from the Tuscany at your luxury hotels during the road trip.

Fine Dining

Explore Tuscany’s photogenic old towns and stroll around to find the best restaurants. With our recommendations you have enough options to choose from on your sports car tour.

DAY 1:
(The Chiantigiana Road), Florence -> Siena

Wake up in one of the most beautiful cities of Italy: Florence. As one of the cultural hotspots of Europe, Florence boasts many world-famous buildings, artworks and museums. After your individual arrival the day(s) before, you could get some rest in the luxury hotel that we booked for you. And you already received our CarVia road book with a comprehensive itinerary and navigation data for the upcoming adventure. Finally, you can get into the super car of your choice and start your driving tour through the Tuscany. And you begin right away with one of the highlights of your road trip, the Chiantigiana Road. This scenic route leads through the Chianti region, which is internationally known for its exceptional wine production. Start the engine of your Porsche, BMW, Ferrari or Aston Martin rental car. The first stop is Greve in Chianti, gateway to the region once inhabited by the Etruscans and Romans. Experience the dynamics of your sports car on the route with many twists and turns, surrounded by hundreds of cypress trees. You can take a lunch break at Castellina and enjoy local cuisine at a typical farmhouse. After admiring the views of the countryside from the city wall of Radda a stop at Castello di Brolio is mandatory. Here you can sample one of the great wines of the region. But make sure you are still fit enough to drive! After all, you want to get the most out of driving your luxury car on an unforgettable road trip through the Tuscany. Hear the sound roaring, feel the precise handling of the car in every curve and be free to discover more secret spots in the region! In the afternoon, check in at your charming hotel near the city of Siena and explore the city with our tips in the evening.

DAY 2:
(Val d’Orcia), Siena-> San Casciano dei Bagni

After a relaxing night in the hills around Siena you can go on to the Val d’Orcia valley today. Enjoy a healthy breakfast and start a little earlier if you want to have less traffic on the roads. Your luxury car awaits you and some more exciting corners of the Tuscany alike. The first stop on your route is Pienza, a UNESCO world heritage site. Park your car and go back several hundred years in history. Another great opportunity for sweeping views of the scenic landscape is Montalcino. It is close to the Monte Amiata, a majestic volcano featuring some hot springs around. You fancy some lunch at this point? Drive to Radicofani, stop for a Tuscan lunch and choose from local, high-quality food. As you approach the destination for the next night, San Casciano dei Bagni, feel free to ride a little more through the countryside in your luxury rental car. Whether it is a Lamborghini, Porsche or Maserati, exploring the best roads of the Tuscany in a sports car is double the fun. Tonight, you can enjoy a truly tranquil domicile embedded into the hills of the Tuscany. Your hotel features a great SPA area, intimacy and several dinner options.

DAY 3:
(Soul of Mille Miglia), San Casciano dei Bagni -> Castelfiorentino

You cannot get enough of the beautiful roads of the Tuscany? Then just continue to look for your perfect bend on the next driving stage. Follow our planned route or dare to take some detours as you wish, your luxury car is a good companion either way. No matter how exhausted you are from the ride, the luxury hotel Belmond Castello di Caselo as your lunch stop makes up for it today. This exceptional retreat in the Tuscan hills is the perfect environment for some pictures of the sports car you rented with us. But, of course, it wants to be driven, too! So rev the engine up once again, apply your driving skills and get the most out of this Italian driving experience. After all, you are now exploring parts of the route of the world-famous rally “Mille Miglia”! In San Gimigiano you can shop some wine and feel the atmosphere of yet another UNESCO world heritage city. Drive on through or past the city of Certaldo and approach Castelfiorentino, where we have booked the next unforgettable accommodation for you. Tonight you can check in at another stylish and luxurious hotel and enjoy the sunset from the golf course or the opulent SPA area. Indulge in fine dining and get your well-deserved sleep.

DAY 4:
(Florence) Castelfiorentino -> Florence

Before returning to the hustle and bustle of Florence, you can take your super car on to some last enjoyable stretches through the Italian Tuscany. Go to Vinci, birth place of the great scientist Leonardo da Vinci and to Pistoia. We hope your inner petrol head has been satisfied by now as it is time to return your luxury vehicle. In Florence we personally welcome you back and collect the rental car. As you should have some energy left today, you can go shopping at the magnificent outlet “The Mall” or follow more of our tips for activities in Florence. Of course, you can also flexibly extend the driving tour or add other places you would like to see. Feel free to contact us with your individual wishes. We constantly expand our rental fleet, so demand a quote from us at any time. Whether a Porsche 911 or another German sports car, a more exotic Ferrari or a McLaren, etc. – we strive to find the perfect travel solution for you.


  • Complete organization of your Italy driving tour
  • 4 days with a luxury rental car from the CarVia fleet
  • 4 nights in 4-5 star deluxe hotels incl. breakfast
  • Comprehensive CarVia road book
  • Personal concierge service
  • GPS set up with your personal CarVia route

Price List for 2 people with luxury rental car:

(Prices may vary depending on season and availabilities)

  • Fiat Abarth 595 Turismo Convertible

    2.650,00 €
    Including fully comprehensive insurance with deductible of 1.500,00€
  • Fiat Abarth 595 Competizione manual

    2.650,00 €
    Including fully comprehensive insurance with deductible of 1.500,00€
  • Porsche Macan GTS

    3.190,00 €
    Including fully comprehensive insurance with deductible of 3.500,00€
  • BMW M2 Competition

    3.190,00 €
    Including fully comprehensive insurance with deductible of 3.500,00€
  • Porsche 718 Boxster

    3.250,00 €
    Including fully comprehensive insurance with deductible of 3.500,00€
  • Mercedes-Benz G 500

    3.850,00 €
    Including fully comprehensive insurance with deductible of 3.500,00€
  • Porsche Cayenne S Coupé

    4.050,00 €
    Including fully comprehensive insurance with deductible of 3.500,00€
  • Porsche 911 Carrera T

    4.135,00 €
    Including fully comprehensive insurance with deductible of 3.500,00€
  • BMW i8

    4.250,00 €
    Including fully comprehensive insurance with deductible of 3.500,00€
  • Porsche Panamera

    4.350,00 €
    Including fully comprehensive insurance with deductible of 3.500,00€
  • Porsche 911 Carrera S Convertible

    4.950,00 €
    Including fully comprehensive insurance with deductible of 3.500,00€
  • Porsche 718 Cayman GT4

    5.535,00 €
    Including fully comprehensive insurance with deductible of 7.500,00€


We look forward to receiving your request and are happy to tailor the tour to your individual needs. You just need to get in and go!