Private Tour
Available languages
11 hours
Mobile ticket
Venture north from Rome to Tuscany on a privately guided day trip, and spend the day in San Gimignano and Siena. As your driver chauffeurs you around the cities, learn about medieval Tuscany and see UNESCO-listed attractions, fine architecture and much more. Check out stunners like the Gothic cathedral of Siena Duomo, and hear about the horse race of Il Palio on an amble around Piazza del Campo. Later, visit San Gimignano where medieval towers and the artisan craft stores of Via San Giovanni await.
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Infants are required to sit on an adult’s lap
Specialized infant seats are available
Travelers should have at least a moderate level of physical fitness
If you are not ready to depart at the assigned time , we cannot promise to fulfill the mentioned itinerary nor promise to extend the duration of the tour.
Dress code is smart casual
Infant seats are available on request if advised at time of booking.
Order of stops may vary.
Your driver is not a licensed tour guide. Due to strict Italian laws and regulations in place to protect officially licensed guides, drivers can comment and explain attractions only from inside the vehicle.Drivers cannot elaborate on the attractions when they are outside of the vehicle.
This is a private service no one will join your party.
Due to uneven surfaces, this tour is not recommended for those with walking disabilities or using a wheelchair.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Driverinrome Tours and Transportation
Venture north from Rome to Tuscany on a privately guided day trip, and spend the day in San Gimignano and Siena. As your driver chauffeurs you around the cities, learn about medieval Tuscany and see UNESCO-listed attractions, fine architecture and much more.
Duomo di Siena
Our first stop this morning will be Siena, without doubt, one of Italy's most enchanting towns. Its medieval centre is full of majestic Gothic buildings such as Palazzo Pubblico in Piazza del Campo, Siena's main square. Twice a year the Sienese celebrate their rich medieval heritage with a horse race called the Palio, which attracts visitors and spectators from around the world. Spend a few hours exploring the town and perhaps the Duomo. The cathedral's green, pink and white marble exterior is surpassed only by the exquisite black and white marble geometric patterns and the inlaid marble mosaic floor found inside. This was the first European city to ban traffic from its main square in 1966. Sit down and, while sipping a cup of coffee, enjoy the stunning view.
Hotel pickup and drop-off
Professional informative English-speaking driver
Transport by air-conditioned sedan/minivan
Private vehicle for the day
Flexible itinerary
Gratuities
Food and drinks, unless specified
Walking tour guide inside the sites
Select a pickup point
English Tour of Siena and San Gimignano with a private driver.
Pickup included
English Tour of Siena and San Gimignano with a private driver,
Pickup included
English Tour of Siena and San Gimignano with a private driver,
Pickup included
29 reviews
Total reviews and rating from Viator & Tripadvisor
Theresa R,,Jun 21, 2025
- Review from Tripadvisor
Great way to see the Tuscany Region with limited time. The towns were beautiful and our guide was very prompt and accommodating.




Lisa H,,Jun 20, 2025
- Review from Viator
This is a great tour. If you do not have time to spend multiple days in Tuscany and want a taste of two of the most beautiful cities take this tour. Fabio our driver was fabulous! Tour was on time, driver fabulous and great communication before, during and after.
JanH766,,Jul 6, 2024
- Review from Tripadvisor
Davide was our driver today. He was fantastico. Very full of historical and current local knowledge which he shared in a very entertaining way. Davide picked up our family of 8 this morning and made our day the most wonderful day we have experienced since arriving in Rome. His suggestions for photos, shopping, snacks and lunch in Tuscany were all great. Thank you so much. We highly recommend Davide and DriverinRome.
Jo A,,Jun 26, 2024
- Review from Viator
Fabio was a delightful driver which made for a fantastic day visiting beautiful Sienna and San Gimignano. I highly recommend this tour!
Dennis D,,Jun 12, 2024
- Review from Viator
Most memorable time in Tuscany where we visited 1. San Gimignano 2. Monteriggiona z(Lunch) 3. Sienna A special call out to Matteo whom made everything possible and reservation at a wonderful restaurant in Monteriggiona Tuscany is now one of my favorite places in the world. If you are reading this review trust me don’t hesitate book your private tour to the Tuscany’s.
Rachel S,,Apr 19, 2024
- Review from Tripadvisor
Fabio is an amazing driver and tour guide. He is very knowledgeable about the area of Tuscany and we truly appreciated his wisdom and kindness. We loved our day trip to Siena and to San Gimignano. The ride was picturesque and the towns themselves were incredible. We HIGHLY recommend this tour and especially FABIO!!!
206janiss,,Nov 8, 2023
- Review from Tripadvisor
Alexandra was a wonderful tour guide. Very accommodating and friendly. Great restaurant suggestion in Florence.
lorigM3368LM,,Oct 14, 2023
- Review from Tripadvisor
Matteo was very good, he told us about the places we wanted to see (Siena,Monteriggioni and San gimignano which were all beautiful and amazing to walk through. We had a wonderful lunch which Matteo arranged for us. Highly recommend - Grazie
CHRISTINAPSTER,,Sep 13, 2023
- Review from Tripadvisor
We had a great visit to Assisi. Alex was our tour guide for the day. He was knowledgeable and very informative. He kept us safe and laughing. We saw spectacular areas of Italy. 5/5 recommend this tour and Alex.




Emily G,,Aug 27, 2023
- Review from Viator
Our driver Davide was absolutely wonderful! We had to switch hotels last minute and he was very accommodating in changing the pickup location at the last minute. He chatted with us as we drove through Tuscany and made sure to note any points of interest. We talked about Italian culture, language, and history. He was great! The vehicle was a Mercedes sedan as advertised and was very comfortable. We were able to leave town a bit early to beat traffic and crowds at the Duomo in Siena. If you only have minimal time to spend in Tuscany, you cannot miss the Duomo in Siena. It is unlike any cathedral we have every visited with an unbelievable amount of unique art! Make sure you peek inside the Piccolomini library for a view of some original illuminated manuscripts. Davide also made arrangements for us to spend the afternoon at a Tuscan winery for a tasting last minute as well! This was a wonderful day drip still getting us back to town for leisurely evening in Rome. Again, we cannot recommend Davide enough! He really went above and beyond and made our day wonderful!



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