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Tuscany Classic Convertible Car Tour

Tuscany Driving Tour 5-Day Classic Car Tour

Discover Tuscany’s Charm with our Tuscany Driving Tour: A 5-Day Adventure

Immerse yourself in the heart of Italy with our Tuscany Driving Tour, a unique 5-day and 4-night experience that promises the perfect blend of romance, history, and breathtaking landscapes. As you embark on this unforgettable journey, the key to unlocking Tuscany’s secrets lies at the wheel of a vintage Fiat or Alfa Romeo, a classic 2-seater cabrio that adds a touch of Italian style to your adventure.

 

Tuscany Driving Tour Highlights:

Scenic Routes and Enchanting Stops: Navigate through the picturesque landscapes of Tuscany, driving along scenic routes that wind through cypress-lined roads and charming historic towns. Each day brings a new canvas of rolling hills, vineyards, and timeless beauty.

Carefully Selected Hotels: Indulge in comfort and luxury at carefully selected hotels that reflect the true essence of Tuscany. From historic villas to charming boutique inns, each accommodation is chosen to enhance your experience and provide a cozy retreat after a day of exploration.

Classic Cars, Modern Comfort: Feel the wind in your hair as you cruise in style with our Fiat or Alfa Romeo 2-seater cabrios. Meticulously maintained and combining classic charm with modern comfort, these cars are the perfect companions for your journey through Tuscany’s open roads.

All-Inclusive, Tailored Experience: Your Tuscany Driving Tour is designed to be hassle-free. All expenses are covered except for dinners, allowing you the freedom to choose your dining experience and enjoy moments of intimacy. Revel in the flexibility of crafting your evenings as you wish.

Your Key to Tuscany Awaits: Unlock the doors to Tuscany’s treasures with our Tuscany Driving Tour. Whether you’re captivated by the art, savoring world-class wines, or simply relishing in the joy of the open road, this tour is your key to an authentic Tuscan adventure.

DOWNLOAD ITINERARY AND TRIP DETAILS

2024 Travel Dates                                     
October 2nd > 6th
October 14th > 18th

2025 Travel Dates
May 5th > 9th
June 2nd > 6th
September 15th > 19th
October 6th > 10th
October 13th > 17th

2026 Travel Dates
May 4th > 8th
May 18th > 22nd
June 8th > 12th
June 22nd > 26th
Sept 7th > 11th
Sept 21st > 25th
Oct 5th > 9th
Oct 12th > 16th

 

Embark on a journey where every turn of the key opens up a new chapter of discovery. Book your Tuscany Driving Tour now and let the romance of Italy unfold before you. Drive through history, savor the present, and create memories that will last a lifetime.

Check out our SHOP to book your EXPERIENCE

All about the Tuscany Driving Tour 5-Day Classic Car Tour.

 

The tour package inclusions and exclusions at a glance
What is included in this tour?Items that are included in the cost of tour price.
  • 2 Overnight stay in Luxury Chianti Wine Region Hotel. (Day 1 and 4)
  • 2 Overnight stay in Luxury Brunello Wine Resort. (Day 2 and 3)
  • 3 Driving journeys through Siena country side, Chianti Wine Region and Val d’Orcia
  • 3 days of 2-seater classic car driving guided tours
  • Gasoline, Parking Tolls and luggage transfer if required
  • Visits of charming country villages
  • in depth visit of Siena, with local expert guide
  • Private Winery Tour in Montalcino and Wine Pairing Traditional Lunch in Chianti region.
  • 3 luncheons, 1 Dinner (day 1) and 4 Breakfasts
  • Local Tour Manager leading the driving tour
  • Small Group Travel
  • All Taxes and Vat.

Price is intended for each couple staying in double bedroom and driving 1 car
Optional Add-ons: Enhance your experience with optional private transfers to join departure
place, activities such as hot air balloon rides over the Tuscan countryside,
spa treatments and massages, or guided tours of historical sites.

Are you a solo Solo Traveller: we offer a 10% discount.

What is not included in this tour?Items that are not included in the cost of tour price.

Dinners Not Included: Being a Small Group Tour we leave you the space to enjoy each eve
evening as you please.

  1. Day 1 Al Fresco Welcome Dinner at the Villa

    As you step into the heart of Tuscany, your romantic journey begins with an al fresco welcome dinner at the enchanting Villa Sabolini in Casole d’Elsa. This historic villa, nestled amidst rolling hills and vineyards, sets the perfect stage for your unforgettable adventure. Enjoy an aperitif and dinner under the starry Tuscan sky, savoring exquisite local cuisine and wine, as you immerse yourselves in the timeless romance of Italy. Check-in in the afternoon if you wish relaxing and enjoying the pool.

  2. Day 2 Drive the Colourful Landscapes of Siena with Overnight in Montalcino

    After Breakfast, hop into your vintage convertible and set out for the colorful landscapes of Siena.  A captivating drive through the colorful landscapes of Siena. Wind through charming medieval villages, traverse cypress-lined roads, and discover hidden gems along the way. Your journey culminates with an overnight stay in the picturesque town of Montalcino, renowned for its exceptional Brunello wines. Delight in an evening of wine tasting and gastronomic pleasures in this charming hilltop town.

  3. Day 3 Driving Journey through the Idyllic Hills of Val d'Orcia and Pienza

    Wake up to the stunning views of Montalcino and prepare for a scenic drive through the idyllic hills of Val d’Orcia. This UNESCO World Heritage Site is a haven of natural beauty and tranquility. Your route leads you to the famous town of Pienza, known for its Renaissance architecture and delectable pecorino cheese. Explore the quaint streets hand in hand and create cherished memories against the backdrop of rolling hills and historic charm.

  4. Day 4 Explore the

    Your journey continues as you drive through the enchanting landscapes of the ”Chiantishire.” Immerse yourselves in the heart of Tuscany’s wine country with a private tour of historic cellars. Learn about the art of winemaking and indulge in exclusive wine tastings, savoring the flavors of Chianti Classico. Immerse yourself in the rich wine culture of Tuscany, visit little towns and drive to the end of your adventure.

  5. Day 5 Farewell Breakfast and Toast to Our Journey

    On the final day of your romantic escapade, gather for a farewell breakfast where you’ll reflect on the unforgettable moments of your journey. Raise a glass to the memories created and the love shared during this extraordinary adventure before parting ways.

Hotels

 

The tour package inclusions and exclusions at a glance.
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  • Overnight stay in Montalcino and Chianti area.
  • Driving journeys through Siena country side, Chianti Wine Region and Val d’Orcia.
  • Visits of charming country villages
  • in depth visit of Siena, with local expert guide
  • Private group tour and wine tasting in the Chianti region.
  • 3 small group luncheons – all together
  • Farewell breakfast to conclude the journey.
  • Local Tour Manager leading the driving tour
  • Small Group Travel
  • Gasoline and Parking tolls
  • All Taxes and Vat.