Travel in Tuscany

Private driver Florence to Val d’Orcia day trip with door to door pickup from Florence hotels, apartments and vacation rentals. Hire a private car with English speaking chauffeur from Florence to Pienza, Montepulciano and Montalcino wine region in Tuscany. Flexible itinerary, scenic countryside stops, winery visits on request and return to Florence in the evening. Alternative to a group tour or guided bus tour, ideal for couples, families and small groups visiting Tuscany without renting a car.

Val d’Orcia Day Trip From Florence

Private chauffeur service to Tuscany’s hill towns – Brunello & Vino Nobile area, flexible itinerary, stops confirmed on request.

Duration: ~9–10 hours • Pickup in Florence (and surrounding areas) • Pienza / Montepulciano / Montalcino (2–3 stops) • Luxury Mercedes vans/minibus

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Brunello, Pienza & Montepulciano – Private Chauffeur Day Trip

Enjoy a private full-day experience from Florence to Pienza, Montepulciano, and Montalcino (Brunello country) with your personal English-speaking driver. Flexible itinerary, luxury Mercedes vehicles, and stops confirmed on request – no fixed schedule, no crowds

You may also like:   Chianti Wine Tour • Siena & San Gimignano Day Trip • Pisa & Lucca Day Trip

Private Chauffeur Service

Professional English-speaking driver and luxury Mercedes vehicles.
Door-to-door service from Florence, with full comfort and discretion.

Flexible Itinerary

Timing, stops, and pace are adapted to your interests. Visit 2–3 highlights such as Pienza, Montepulciano, Montalcino, and Bagno Vignoni without rushing.

Wine Stops On Request

Stops are arranged on request and adapted to your schedule. Optional wine tastings and lunch suggestions can be included if you wish.

How it works


For individuals and small groups — request, confirm, ride. Everything tailored to you.

Send your request

Tell us your date, pickup location, group size, and preferences.

We confirm details

We propose timing and stops. Wineries and lunch suggestions are confirmed on request.

Your private driver day

Relax in a Mercedes vehicle with a professional chauffeur. Flexible timing throughout the day.

Ready to plan your private driver day?

For individuals and small groups. Request-based, fully tailored.

Request on WhatsApp
Request by Email

What’s included

Private chauffeur service for individuals and small groups. Fully tailored, request-based.

What’s included

  • Professional private chauffeur

  • Luxury Mercedes Van (up to 7) or Minibus (up to 20)

  • Pickup & drop-off upon request (Florence / Chianti area)

  • Flexible timing throughout the day

  • Request-based itinerary planning (stops confirmed on request)

  • Fuel, tolls, parking, and vehicle costs

Vehicle options

Option 1 – Mercedes Van (up to 7 passengers)

Ideal for couples, families, and small groups.

Option 2 – Mercedes Minibus (up to 20 passengers)

Perfect for larger groups and corporate rides.


Note: Wine tastings, lunch, guides, and entry tickets are arranged on request and paid directly to providers.

FAQ – Val d’Orcia Day Trip (Private Chauffeur Service / NCC from Florence)
Is this a guided tour or a private chauffeur service (NCC)?
This is a professional private chauffeur transportation service (NCC), not a guided group tour. You travel in a private Mercedes vehicle with an English-speaking driver and a flexible schedule. A licensed guide can be arranged on request.
Do you offer hotel pickup in Florence?
Yes. Door-to-door pickup from Florence hotels, apartments, B&Bs and private addresses (city center and nearby areas). Pickup time is confirmed after your request.
How long is the Florence ⇄ Val d’Orcia service?
Most day services last about 9–10 hours, depending on traffic and the number of stops you choose. Timing is flexible and tailored to your pace.
Which towns can we visit in Val d’Orcia?
Popular options include Pienza, Montepulciano, Montalcino, San Quirico d’Orcia and Bagno Vignoni. We help plan the best route based on your timing.
Can we include scenic photo stops (cypress roads, viewpoints)?
Yes. Photo stops at panoramic viewpoints and iconic Val d’Orcia landscapes can be included on request, depending on your schedule and preferred route.
Are wine tastings and lunch included?
Wine tastings, winery visits and lunch are arranged on request and typically paid directly to providers. This keeps your options flexible and lets you choose the exact experience you prefer.
Can we customize the itinerary (Montepulciano or Montalcino, etc.)?
Yes. The itinerary is fully customizable: you can choose towns, wineries, lunch stops and timing. We can also suggest options based on your interests.
What vehicles are available?
Mercedes vehicles based on group size and luggage: a Mercedes Van (1–7 passengers) or a Mercedes Minibus (up to 20 passengers). We recommend the best option for comfort.
What’s included in the price?
Private chauffeur service (NCC), vehicle and driver, fuel, parking and standard road costs. Tastings, lunch, guides and entry tickets are arranged on request and paid separately unless otherwise agreed.
How do we book via WhatsApp or email?
Send date, pickup address, number of passengers, luggage and your preferred stops (towns/wineries/lunch). We reply quickly with availability and a quote.

Brunello Country Day – Montalcino, Pienza & Montepulciano in Comfort


Luxury vehicles, professional drivers, and the freedom to enjoy Tuscany at your own pace.

Luxury vehicles

Mercedes Van (up to 7) or Minibus (up to 20) – chosen based on group size.

Private chauffeur

Professional driver, door-to-door service, flexible timing.

Tailored itinerary

Stops, timing, and winery/lunch suggestions confirmed on request.

Mercedes Van (up to 7)

Ideal for couples…

Private driver from Florence to Val d’Orcia with Mercedes V Class luxury van in Tuscany countryside

Mercedes Minibus (up to 20)

Perfect for groups…

Val d’Orcia day trip from Florence with private driver (NCC) – Mercedes minibus for groups
Pienza historic center, Val d’Orcia day trip from Florence
Rolling hills in Val d’Orcia with a cypress-lined road near Pienza, Tuscany
Montepulciano hilltop town in Tuscany, historic center view on a private day trip from Florence
Montalcino hill town view with a bottle of Brunello di Montalcino, Tuscany
Request on WhatsApp
Request by email