Private Tour: Siena and San Gimignano Day Trip from Rome
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September 2026
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Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
5.0/5
Based on 29 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Private Tour: Siena and San Gimignano Day Trip from Rome worth booking?
Private Tour: Siena and San Gimignano Day Trip from Rome is a 11-hour experience in Rome, Italy, from $760 per person. It scores 65 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 5/5 rating across 29 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 65 / 100
- Rating
- 5/5 (29)
- Duration
- 11 hours
- From
- $760 per person
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 attract
What you get
- Hotel pickup and drop-off
- Professional informative English-speaking driver
- Transport by air-conditioned sedan/minivan
- Private vehicle for the day
- Flexible itinerary
About this experience
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.
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
What you'll see and do
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.
Pass by without stopping
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.
180 minutes here · Admission not included
San Gimignano 1300
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
120 minutes here
Where it starts and ends
Hotel pickup
Pickup is included for all travelers. Pickup begins about 5 minutes before departure.
Options you can book
4-6 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
7-8 pax in Minivan
English Tour of Siena and San Gimignano with a private driver, Pickup included
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, it
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- Driverinrome
Know before you go
- 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.
Photos
What travelers are saying
Outty’s summary of the themes that recur across 29 traveler reviews. Written by us, not quoted from reviewers.
The guide
8 mentionsTravelers single out the guide as the reason the experience works.
Knowledge and storytelling
4 mentionsReviewers describe the commentary as informative rather than scripted.
Food and drink
4 mentionsThe tastings and food stops are a highlight for most reviewers.
Photo opportunities
2 mentionsThe views and photo stops come up again and again.
Traveler reviews
29 verified traveler reviews for Private Tour: Siena and San Gimignano Day Trip from Rome. Ratings and reviews provided by Viator and Tripadvisor.
Great tour!
Great way to see the Tuscany Region with limited time. The towns were beautiful and our guide was very prompt and accommodating.
Response from the operator: 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
via Tripadvisor
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.
Response from the operator: 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
via Viator
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.
via Tripadvisor
Excellent tour
Fabio was a delightful driver which made for a fantastic day visiting beautiful Sienna and San Gimignano. I highly recommend this tour!
via Viator
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.
via Viator
Good to know
- Duration
- 11 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $760 to $900
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 10
- Verdict
- Solid Choice
Why this scores 65
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Private Tour: Siena and San Gimignano Day Trip from Rome: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Rome.
How much does Private Tour: Siena and San Gimignano Day Trip from Rome cost?
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Prices start at $760 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Rome usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Private Tour: Siena and San Gimignano Day Trip from Rome take?
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Plan for about 11 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Rome is not rushed.
Is Private Tour: Siena and San Gimignano Day Trip from Rome worth it?
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It holds an Outty Ranking of 65 out of 100, which we label "Solid Choice". That score blends traveler sentiment (5/5 across 29 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable most popular in Rome, and how flexible the cancellation terms are.
Can I cancel or reschedule Private Tour: Siena and San Gimignano Day Trip from Rome?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Private Tour: Siena and San Gimignano Day Trip from Rome suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 11-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Private Tour: Siena and San Gimignano Day Trip from Rome?
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Around 10 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Rome can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Rome and add a light layer if any part of the 11-hour experience runs outdoors or after sunset.
Where does Private Tour: Siena and San Gimignano Day Trip from Rome start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Rome within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Rome?
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Rome runs on skip-the-line access. The Colosseum underground, the Vatican before opening, and the catacombs south of the walls all require a licensed operator, and the price gap between the good ones and the rest is smaller than you would expect. We rank by guide credentials, group size and how reliably the promised access actually materialises. On Outty we rank every Rome experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Rome Pasta and Tiramisu Class: Ravioli, Fettuccine & Fine Wine 5*, Pasta Making & Wine Tasting with Dinner in Frascati from Rome, Rome: Pizza & Tiramisu or Gelato Class with Flowing Fine Wine 5*. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Rome?
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April, May, September and October. August is hot and half the city is shut. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Rome?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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