Private driver Florence to Assisi and Cortona day trip with a professional English-speaking chauffeur. Door-to-door pickup from Florence hotels, apartments and villas. Flexible private car service (NCC) for Assisi Basilica, St. Francis sites, Cortona viewpoints and Tuscan countryside stops. Customized itinerary, no group tour schedule, no crowds—just a private chauffeur service from Florence to Umbria and Tuscany for couples, families and small groups. Mercedes van or luxury vehicle available. Book a private Assisi tour from Florence with driver, Florence to Cortona private driver, Assisi private car service, and Florence day trip with chauffeur including scenic photo stops, lunch recommendations, and optional extra stops on request. Best private transfer + day excursion style service: Florence to Assisi driver, Florence to Cortona driver, Assisi and Cortona private tour with driver, Florence chauffeur day tour, and private car hire with driver in Tuscany/Umbria.

Assisi & Cortona Day Trip From Florence

Private driver from Florence to Assisi & Cortona — flexible itinerary, luxury Mercedes vehicles, English-speaking chauffeur

Duration: ~9–10 hours • Pickup in Florence (or on request) • Flexible itinerary • Luxury Mercedes vans/minibus

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Assisi & Cortona – Private Chauffeur Day Trip

Enjoy a relaxed day trip from Florence to Assisi and Cortona with your private English-speaking driver. Timing and stops are tailored to you — no fixed schedule, no crowds.

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 tailored to your interests. Visit Assisi’s Basilica of San Francesco and enjoy time in Cortona without rushing.

Wine Stops On Request

Optional scenic stops and countryside viewpoints along the route. Lunch suggestions can be included on request, adjusted to your schedule.

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.

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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 – Assisi & Cortona 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. If you need a licensed guide in Assisi, we can arrange one on request.
Do you provide hotel pickup in Florence?
Yes. We offer door-to-door pickup from hotels, apartments, B&Bs and private addresses in Florence city center and nearby areas. Pickup time is confirmed after your request.
How long is the Florence ⇄ Assisi & Cortona day service?
Most services last about 10–11 hours, depending on traffic and how much time you want in each stop. Timing is flexible and confirmed on request.
Can we choose how much time to spend in Assisi vs. Cortona?
Yes. The itinerary is flexible: you can spend more time in Assisi (Basilica of St. Francis area) or more time in Cortona (old town viewpoints). Your driver helps keep the timing smooth.
Are entrance tickets and lunch included?
Tickets, museums, and lunch are not included by default. We can suggest lunch spots and help coordinate timings, while payments are usually made directly to providers unless otherwise agreed.
Do you include a stop at Lake Trasimeno or scenic viewpoints?
Yes, scenic stops (like Lake Trasimeno viewpoints) can be added on request if timing allows. The route is confirmed based on your schedule and preferences.
What vehicles are available?
We use 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 and luggage space.
What’s included in the price?
Private driver service (NCC), vehicle and driver, fuel, parking, and standard road costs. Any guides, tickets, tastings, or lunch are arranged on request and paid directly unless otherwise agreed.
How do we book via WhatsApp or email?
Send your date, pickup address in Florence, number of passengers, luggage, and preferred timing for Assisi and Cortona. We reply quickly with availability and a quote.

Assisi & Cortona – Travel in Comfort with a Private Driver


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…

Mercedes V-Class van with chauffeur in Chianti Tuscany (up to 7 passengers)

Mercedes Minibus (up to 20)

Perfect for groups…

Private chauffeur minibus pickup at villa in Chianti near Florence
Panoramic view of Vernazza in Cinque Terre at sunset, Liguria, Italy
Basilica of Santa Maria degli Angeli in Assisi with the Umbrian plain at golden hour
Panoramic view of Piazza della Repubblica in Cortona at golden hour, Tuscany.
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