Rocca d'Italia
Strada tra i cipressi delle colline toscane — Tuscany Hills Experience
Private Experience · Tuscany

Tuscany Hills Experience

Tuscany Hills Experience is a journey reserved for those who don't visit Tuscany — they live it. Three days between Chianti, Val d'Orcia and Siena.

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From

€ 1,980

per person, with a private chauffeur

The classic car and supercar formats are priced per car, up to 2 people: from €4,980 by classic car and from €5,900 by supercar.

Iconic roads driven at the wheel, wine tastings in selected cellars, elegant tables set in the landscape and cultural moments enjoyed without haste. Each day is built to alternate driving, discovery and pleasure.

Tuscany Hills Experience is not tourism — it is the privilege of living Italy as few people do.

Tuscany Hills Experience — Day 1
Day 1

Into the heart of Chianti

The experience begins in the heart of Chianti, where guests are welcomed at a refined country estate immersed in the Tuscan landscape.

In the afternoon, a scenic drive through the Tuscan hills leads to a private tasting of Chianti Classico wines. The day continues with dinner in a medieval village, with traditional Tuscan cuisine and local selections.

Tuscany Hills Experience — Day 2
Day 2

Val d'Orcia and Siena

After breakfast, the experience continues with a scenic route through the Sienese hills and Val d'Orcia, passing through historic villages, green landscapes and evocative roads.

Arrival in Siena introduces one of the most captivating moments of the journey: a gourmet lunch in the historic centre with authentic flavours of the Sienese tradition. In the afternoon, a visit to the city's most iconic sites. The day ends with an exclusive dinner in the heart of Siena.

Tuscany Hills Experience — Day 3
Day 3

Montalcino and the Brunello

The third day is dedicated to discovering Montalcino and the most iconic landscapes of Val d'Orcia. A scenic route through hills, cypresses and historic villages leads to the Brunello territory.

The day continues with a visit to Montalcino, followed by a cellar tasting with a selection of local wines. Lunch in a typical local venue. In the afternoon, the return journey through the panoramic roads of Val d'Orcia.

3 days

What's included?

The Tuscany Hills Experience lasts 3 days and includes:

  • 2 nights' accommodation in the heart of Chianti
  • 2 lunches and 2 dinners at selected restaurants and locations
  • Guided visit to Siena, the Opera del Duomo and the Facciatone
  • 2 prestigious tastings at Tuscan wineries and estates
Before you book

Conditions and requirements

Departure
Choose a start time between 9:00 and 11:00.
Payment
Full payment due on booking confirmation.
Cancellation
Full refund up to 30 days before the date. With less than 30 days' notice the fee is non-refundable.
Response
The team replies within one hour, Monday to Friday.
Frequently asked questions

The questions we're asked most

What time does the experience start?

You choose a departure time between 9:00 and 11:00, agreed with the programme for the day.

Who can drive in the classic car and supercar formats?

The requirements apply only to whoever drives: at least 21 years old, a licence held for at least 2 years and a credit card in their name for the pre-authorisation of the deductible. There is no age limit for the other passengers, and none of this applies to the private chauffeur format.

How does the deductible work?

The deductible is €10,000 for every model and is held as a pre-authorisation on the driver's credit card. It is not a charge: the amount is released at the end of the experience if there is no damage. Third-party liability and collision (Kasko) cover are included.

Is the price per person or per car?

It depends on the format. With a private chauffeur the price is per person. By classic car and by supercar it is per car, for up to 2 people.

How do I pay, and what happens if I need to cancel?

Payment is 100% on booking confirmation. You get a full refund up to 30 days before the date; with less than 30 days' notice the fee is non-refundable.

How quickly will I get a reply?

The team replies within one hour, Monday to Friday.

Book your place

Want to join the Tuscany Hills Experience?

Fill in the form to make your booking.