Tours/Rome/Private Tour: Siena and San Gimignano Day Trip from Rome
Viator · Private tour

Private Tour: Siena and San Gimignano Day Trip from Rome

5.0(29)Rome1 hour
VIATOR5.0(13)TRIPADVISOR5.0(16)

Description

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.

Tour Options

7-8 pax in Minivan
  • English Tour of Siena and San Gimignano with a private driver, Pickup included
1-3 pax Sedan or Minivan
  • English Tour of Siena and San Gimignano with a private driver, Pickup included
4-6 pax in Minivan
  • English Tour of Siena and San Gimignano with a private driver. Pickup included

Itinerary

Pass by

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.

Admission not included180 min

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.

120 min

You will then proceed to San Gimignano, Italy s Medieval Manhattan or the city of the belle torri (beautiful towers) rising imperiously above the vineyards of its own wine-growing area. Built as status symbols and defensive outposts, the towers played a significant role in the internecine feuds that eventually led to the town's downfall. Prior to its eventual decline into a sleepy backwater, the town prospered through its position along the main pilgrim route from Northern Europe to Rome. Today it is better known for its tourism, wine production and rich artwork. Piazza del Duomo is a good starting point from which to explore the historical buildings of the town. The Collegiate church, situated at the town's heart, is most famous for its frescoes of outstanding beauty, the greater part of which dating from the 14th century

Highlights

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

What's included

Included
Hotel pickup and drop-off
Professional informative English-speaking driver
Transport by air-conditioned sedan/minivan
Private vehicle for the day
Flexible itinerary
Not included
Gratuities
Food and drinks, unless specified
Walking tour guide inside the sites

Pickup Locations & Times

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

Traveller Ratings

5.0
29 reviews
5
29
4
0
3
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2
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1
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Important Information

  • 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.

Reviews(29)

T
Theresa R
June 21, 2025
Great tour!

Great way to see the Tuscany Region with limited time. The towns were beautiful and our guide was very prompt and accommodating.

Operator response

Thank you so much for your kind words and for taking the time to share your experience! We're thrilled to hear that you enjoyed exploring the beautiful Tuscany region with us, even with limited time. It’s wonderful to know that the charm of the towns left a lasting impression and that our guide’s punctuality and accommodating nature helped make your day smooth and memorable. We truly appreciate your feedback and hope to welcome you back for more unforgettable adventures in Italy! Warm regards, The DriverinRome Team

L
Lisa_H
June 20, 2025
Great tour!

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.

Operator response

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

J
JanH766
July 6, 2024
A wonderful day in Tuscany.

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.

J
Jo_A
June 26, 2024
Excellent tour

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

D
Dennis_D
June 12, 2024
The best of times

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.

R
Rachel S
April 19, 2024
Must see!

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!!!

2
206janiss
November 8, 2023
Great tour Guide

Alexandra was a wonderful tour guide. Very accommodating and friendly. Great restaurant suggestion in Florence.

L
lorigM3368LM
October 14, 2023
Wonderful

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

C
CHRISTINAPSTER
September 13, 2023
Amazing

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.

E
Emily_G
August 27, 2023
Great day trip from Rome!

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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