Private Tour: Siena and San Gimignano Day Trip from Rome

Recommended by 100% of travelers

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Rome, Italy

11 hours (approx.)
Pickup offered
Mobile ticket
Offered in: English

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Overview

Traveling through Tuscany by public transportation can be stressful and time-consuming. Save hours and cover two Tuscan gems hassle-free on this private San Gimignano and Siena day trip that includes a driver from Rome. Enjoy free time to stroll the medieval streets of Siena, taking in its sights and shops at your own pace. Then admire the views as you journey along the winding road to San Gimignano to visit the picture-perfect old town independently.

Time-saving transportation to discover two of Tuscany's towns in one day
Forget the rush of large tour groups and explore at a pace that suits you
Customize the itinerary with the flexibility of a dedicated driver
Take in views during the leisurely drive through the Tuscan hills

What's Included

Hotel pickup and drop-off
Professional informative English-speaking driver
Private vehicle for the day
Flexible itinerary
Transport by air-conditioned sedan/minivan

Gratuities
Food and drinks, unless specified
Walking tour guide inside the sites

Meeting and Pickup

Pickup points

Select a pickup point

Pickup details

We will pick you up at your central located hotel in Rome .Please provide us with the address when securing the booking.

Itinerary

Driverinrome Tours and Transportation (Pass By)

Duomo di Siena

3 hours • Admission Ticket Not Included

San Gimignano 1300

2 hours • Admission Ticket Free

Additional Info

Confirmation will be received at time of booking, unless booked within 7 days of travel. In this case confirmation will be received within 48 hours, subject to availability
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.
Not wheelchair accessible
Dress code is smart casual
Stroller accessible
Infant seats are available on request if advised at time of booking.
Order of stops may vary.
Service animals allowed

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.
Near public transportation
Infants must sit on laps
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.
Infant seats available
Travelers should have a moderate physical fitness level
This is a private tour/activity. Only your group will participate

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Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

Traveler Photos

Gallery picture 1 (from a traveler's review)

Gallery picture 2 (from a traveler's review)

Gallery picture 3 (from a traveler's review)

Gallery picture 4 (from a traveler's review)

Gallery picture 5 (from a traveler's review)

Reviews

5.0

based on 29 reviews

Total reviews and rating from Viator & Tripadvisor

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Great tour!

Lisa_H, Jun 2025

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.

Response from Host, Jun 2025

Thank you so much for your kind words and for taking the time to share your experience with DriverinRome Tours and Transportation! We’re thrilled to hear that you enjoyed the tour and found it to be a great way to experience the beauty of Tuscany in a day. Fabio will be especially delighted to know that you appreciated his service — we’re proud to have him on our team! Your feedback about the punctuality and communication means a lot to us, as we always strive to provide a seamless and memorable experience from start to finish. We hope to welcome you back for another adventure in Italy soon! Warm regards, The DriverinRome Team

Excellent tour

Jo_A, Jun 2024

Fabio was a delightful driver which made for a fantastic day visiting beautiful Sienna and San Gimignano. I highly recommend this tour!

The best of times

Dennis_D, Jun 2024

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.

Great day trip from Rome!

Emily_G, Aug 2023

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!

Great tour!

Stefany_C, Jun 2022

This tour was amazing! Matteo was a wonderful guide and driver. He was very knowledge on all places we visited and was able to answer all our questions. He went out of his way not only once to find us a vineyard for a wine tasting but to also plan another stop since we had extra time. My family and I had a great time and loved every minute of it.

Best way to see Tuscany from Rome for a day.

scott_d, Jun 2022

Matteo was our driver, professional, knowledgeable, great driver, accommodating. We couldn't have asked for a better experience.

Excellent!

Aston_L, May 2022

-Very good tour! -Beautiful towns Siena and San Guiminiano -Confortable car - our tour-guide made a good job

Response from Host, May 2022

Hi Aston, Really on point! Those are the features of our services. We have the best drivers/guides and comfortable and spacious vehicles that will bring you to the best towns in Italy!

private tour of tuscany

2BR02B2014, Jul 2018

We were really looking forward to the private tour of Tuscany, and it exceeded our expectations. Our Driver Marco arrived earlier at our AirB&B in Trastevere. Our group of 7 fit comfortably in the Mercedes Sprinter. As we left I told Marco that we'd like to visit a winery. After visits to Siena and S. Gimignano, he delivered us to the Tenuta Torciano winery tasting room. We highly recommend this tour, ask for Marco!

We could not have asked for a better...

Max Q, Sep 2017

We could not have asked for a better tour of Tuscany than the day we spend with Tino, our driver from DriverinRome. We left our hotel in Rome at an early hour and set off to discover the Tuscan countryside and two of its most famous medieval towns, Siena and San Gimignano. The gentle rolling hills in the countryside, the food and the wine are all perfection. Tino's love and knowledge of the area, his class and gentleness made this the best trip of our vacation in Italy

Just wanted to express how much we...

Alexander E, Sep 2017

Just wanted to express how much we enjoyed this tour. Gianni was our driver guide and besides have a smooth driving style , was very knowledgeable and had very interesting anedoctes about the area we visited. Siena was fascinating, and there we had the famous Boar sauce feticini and Chianti. The city of the towers Sangimimiano was super. One taller than the other one. Incredible at that time. I would recommend this tour to anyone who wants to grasp the real spirit of Tuscany. Ciao Gianni

Trip of a lifetime We just got...

Michael J, Sep 2017

Trip of a lifetime We just got back from a 10 day trip to Italy and are still finding it hard to believe what a beautiful and intense experience that was. Our day trip to Montepulciano, Pienza and San Gimignano was the highlight of our vacation. Matteo , our driver, picked us up at our hotel and we headed off to tour the beautiful Tuscan countryside of olive groves, vineyards, and charming little towns. We tasted the wine in Montepulciano, tried the pecorino cheese in Pienza, strolled through the winding alleys of San Gimignano, a walled town nestled high on the Tuscany hillside. Savor every single second because it is one of the most amazing journies you will go on and it worth every penny.

A dream come true!!! We just...

ALDO M, Aug 2017

A dream come true!!! We just wanted to thank everybody at Viator - DriverinRome for making our honeymoon a dream come true! We booked a day trip to Siena and San Gimignano from Rome, and honestly we could not have asked for a more romantic set than Tuscany's rolling hills and these charming little towns. Daniele, our driver, went beyond his call of duty and made us feel extra special by organizing some wine tasting in San Gimignano. This is the first time using Viator but it will definitely be our go to company for our future vacations.

Another 'Wow' experience with Viator...

Giovanni b, Aug 2017

Another 'Wow' experience with Viator . This is the second time we've used them and even though we knew we were dealing with professionals, these guys exceeded by far our expectations. Marco came to pickup us up at our hotel and showed us the beautiful Tuscan countryside before dropping us to Florence. Enchanting landscapes, amazing food and an experienced and entertaining driver all contributed to turning what could have been a simple transfer in a day to remember.

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