DESTINATIONS
Rome → Tuscany
Choose Siena, San Gimignano or the Val d’Orcia for a private itinerary from Rome. A trip with a return to Rome is a long day, with stops selected carefully in advance.

Tuscany offers art cities, hill towns and countryside. When travelling from Rome, choose the places where you most want to spend time and allow for the journeys between them.
You can request a day trip with a return or a transfer to your accommodation in Tuscany, with agreed stops along the route. Siena, San Gimignano, Val d’Orcia and Montepulciano are possibilities to combine around your plans, rather than a fixed itinerary that includes every destination.
Your day at a glance
- A personal quote for your itinerary
- Pickup in Rome or the surrounding area
- Choose from Siena, San Gimignano, Val d’Orcia and Montepulciano
- On board: Wi-Fi, water and air conditioning
- Stops and any return journey agreed in the quote
The journey
For a day trip returning to Rome, plan for a morning departure and a long day. We agree pickup at your address and the driver’s schedule around the stops you select.
Travel between towns is by car. Driving time depends on the addresses, roads and traffic; you also need time to walk through the historic centres. We work through these details before you confirm.
What to see
In Siena, focus on Piazza del Campo, the cathedral and the streets of the old town. San Gimignano offers medieval towers and a hill town to explore on foot. Choose the places that fit the time you have for art and sightseeing.
Val d’Orcia invites a route through hills, cypress trees and towns such as Pienza. Montepulciano, on the ridge between Val d’Orcia and Valdichiana, adds Renaissance architecture and wineries to the possibilities.
These places do not all fit comfortably into the same day from Rome. Share your priorities so we can suggest a programme that leaves time for visits, reducing the stops or spreading them across more days if needed.
How the service works
Your quote follows the itinerary: destinations, stops, waiting time, vehicle and any return journey. A transfer to accommodation in Tuscany and a day trip returning to Rome need different programmes.
Choose “Other address (specify below)” as the destination in the form and enter your accommodation or first stop. Use the notes to list places you would like to visit, any booked tastings or tours, and whether you need to return. You receive the agreed programme and price before confirmation.
Who it suits
The service suits couples, families and small groups who want to visit towns and villages without driving or finding parking. It connects your chosen destinations through a service arranged around your plans.
It can also be useful when you are leaving Rome for a stay in Tuscany and travelling with luggage. In that case, the route finishes at the agreed address, subject to vehicle access, without necessarily returning to Rome.
Questions about travelling from Rome to Tuscany
How much does a private day trip from Rome to Tuscany cost?
The fare depends on the stops, waiting time, vehicle and whether you return to Rome. Tell us the places you would like to visit to receive a proposal with an itinerary and price before confirming.
How many stops can we visit in a day?
It depends on the places you choose and the time you want in each. We also allow for driving and walking. Siena, San Gimignano, Val d’Orcia and Montepulciano are options to discuss together; we do not promise to include all of them in the same day.
Can we visit Tuscany and return to Rome on the same day?
You can request a return day trip with an itinerary suitable for a long day. Departure, stops and return travel are agreed beforehand. Alternatively, the service can finish at your accommodation in Tuscany.
Are wine tastings or winery visits included?
No. The service provides the car and driver. Admission, tastings and guided visits are separate. Check availability and bookings with the venues and share the times with us so we can incorporate them into the programme.
Can we travel with our luggage while visiting the towns?
Yes, you can request an itinerary with luggage on board, which is also useful if the service finishes in Tuscany. Include the amount and size of your luggage so we can select a suitable vehicle. Stops and driver availability are defined in the quote.