Private tour to Siena and San Gimignano from Florence
Explore Siena and San Gimignano, wander narrow streets, take a picture of the hilltop fortress in Monteriggioni and admire the Tuscan countryside
from €550≈ $638 · £472Other currencies at today’s rate — you are charged in euro
- Location:
- Florence
- Duration:
- 8 hours
- Language:
- English
- Tour type:
- Private tour
- Group:
- Your party only
- Free cancellation:
- Up to 24 hrs
- Ticket:
- E-ticket on your phone
- We collect you where you are staying
Why you will remember it
- Private is just for you! Top safety, comfort, privacy, and flexibility
- Explore the beautiful medieval city of Siena
- Walk in the shell-shaped Piazza del Campo
- Stop in Monteriggioni for a picture of the 13th century hilltop fortress
- Drive through postcard views of the Tuscan countryside
- Have a Tuscan meal in a local trattoria
- Stroll around San Gimignano and its medieval towers
- Taste vernaccia wine and have the best gelato
The itinerary
Discover the medieval wonders of Tuscany, explore Siena and San Gimignano!
See the highlights of Siena, walk narrow streets in San Gimignano, take a picture of the hilltop fortress in Monteriggioni and admire the beautiful Tuscan countryside. Meet your professional English-speaking driver and immerse into the beauty of the Tuscan countryside landscapes.
SIENA
Enjoy a scenic one-hour drive through Tuscany’s countryside and stop in magnificent Siena, the birthplace of the beloved Italian Saint Catherine.
Discover the fascinating city made of brown Siena-colored bricks, that’s how they named the color! Narrow streets and delightful squares, medieval towers that make such a spectacular skyline, a beautiful cathedral, the tall and trim Torre del Mangia. All together create an enticing atmosphere almost like stepping back in time.
Discover Siena and Piazza del Campo
Siena is built on three hills and is home to one of the most authentic and important Gothic cathedrals south of the Alps.
Despite the city’s architectural masterpieces, it is the unusual shell-shaped Piazza del Campo that receives the most consideration having been seen in numerous films and photographs.
Palio horserace
In this brick-covered square twice a year takes place the famous ‘Palio’ horserace. It involves the entire population and it is considered one of the most important events in the life of the people in Siena.
Almost anything will be done to win this extremely competitive race and bring home the ‘Palio’, a silk banner proudly displayed in the ‘contrada’ or neighborhood it represents.
Tuscan countryside
During your ride between Siena and San Gimignano, enjoy the most beautiful views over the Tuscan landscape with vineyards, olive trees, rolling hills and old stone buildings.
MONTERIGGIONI
Stop in Monteriggioni, a 13th-century hilltop fortress village. Have a walk in this tiny, medieval walled village surrounded by olive groves and vineyards.
SAN GIMIGNANO
Explore medieval San Gimignano, a small town in Tuscany famous for its splendid skyline made up of 13 towers! This 11th-century town rises 334 meters above Elsa Valley along the ancient road ‘Via Francigena’ used by traders and pilgrims to reach Rome.
San Gimignano prospered considerably during this period thanks to this route and all the inns built along its way to host travelers.
Discover the ancient beauty
Today, the cultural and natural heritage of San Gimignano has been recognized by UNESCO. Besides its 13 remaining towers, also see the ‘Duomo’ or Collegiate Church and its magnificent frescoes, ‘Palazzo del Popolo’ and ‘Palazzo Nuovo del Podestà’ now the town hall.
Visit the church dedicated to Saint Augustine, the Museum of Holy Relics, and the infamous Museum of Torture with its macabre displays of early torture instruments.
Local craft, food and Vernaccia wine
Wander up and down the main street in San Gimignano, go in and out of the numerous specialty artisan shops. The ceramics are beautiful here and there are also places for buying leather goods and linens.
Food and wine lovers, enter the many shops selling delicious local products. You can’t miss tasting San Gimignano’s ‘vernaccia’ wine in the several wine bars in town with some local pairings.
Your private tour from Florence to Siena and San Gimignano will end with a relaxing drive back to your accommodation.
Private tour — everything you need to know
Included:
- Private service: your party will be the only one in the vehicle
- Free Cancellation up to 24 hours prior departure
- Pick up and drop off directly at your accommodation in Florence
- Knowledgeable English-speaking driver to lead you through the experience
- Transport with fully equipped Mercedes vehicle, free Wi-Fi and fresh bottled water
- Free time to visit Siena at your own pace
- Free time to visit San Gimignano at your own pace
- All taxes, tolls and gasoline
- No hidden costs
Not Included:
- Entrance fees (if applicable)
- Meals
Optional:
- Gratuities
- Private local guide for 2 hours in Siena – Euro 250.00 per party
- Wine tasting at a Tuscan winery (Euro 40.00 per person)
- Wine tasting + light lunch at a Tuscan winery (Euro 70.00 per person)
- Extra hours to extend your day (Euro 90.00 per hour, per party)
Prices below are per party (not per person), vary depending on group size and are valid for pick up/drop off in Florence.
- Euro 550.00 – party of 1 person
- Euro 600.00 – party of 2 people
- Euro 650.00 – party of 3 people
- Euro 700.00 – party of 4 people
- Euro 750.00 – party of 5 people
- Euro 800.00 – party of 6 people
- Euro 850.00 – party of 7 people
- Euro 900.00 – party of 8 people
For different pick up/drop off locations, larger parties (9 or more people) or customized itineraries, please contact us for an estimate.
Tour type: private, your party will be the only one in the vehicle
Language: the driver is English-speaking
Vehicle: Mercedes sedan or van, depending on your party size
Activity level: easy
Accessibility: the experience can accommodate people with reduced mobility and foldable wheelchair/scooters users, if advised at the time of booking
Friendly cancellation policy: full refund for cancellations up to 24 hours prior to the departure time
Book With Confidence & Travel Safe: this tour is covered by our special Book with confidence and travel safe policy
Departure/Return point: your accommodation in Florence
Departure time: Suggested 9:00am but you can customize it to suit your travel needs
Service duration: The price includes up to 8 hours (i.e. 9:00am pick up – 5:00pm drop off). If you’d like to extend your day you can check availability directly with your driver.
Meeting instructions:
Hotel: your driver will look for you in the lobby of your hotel.
Private apartment: meet your driver close to the main door, in the street.
Any different meeting instructions will be notified on your confirmation voucher.
- 9:00am – Depart from your accommodation in Florence
- 10:15am – Arrive in Siena
- 10:15am to 12:45pm – 2,5 hrs, free time to visit Siena at your own pace
- 1:10pm to 1:30pm – 20 mins, photo stop in Monteriggioni
- 2:00pm – Arrive in San Gimignano
- 2:00pm to 3:45pm – 1 hr and 45 mins, free time to visit San Gimignano at your own pace
- 5:00pm – Arrive at your accommodation in Florence
Please note: the schedule is to give an idea about distances, driving and sightseeing times.
Shorten your stay in Siena and stop for lunch in a typical Tuscan trattoria. Or visit a winery and taste the world-famous Chianti wine and olive oil, admire the beauties of the Tuscan countryside!
Your driver can help you customize your experience and focus on the attractions you are interested in. For special requests, let us know at the time of booking: we can create the perfect itinerary for you!
What our guests actually say
Every review below is public on the platform it came from.
Leonardo is a great driver and a magnificent guide and history teacher. He took us safely to Siena and San Gimigiano. His knowledge on Italian history, archeology and culture is superb. All family enjoyed the trip.
Our driver Mario was wonderful - he was kind, friendly, prompt and had wonderful history and information to share with us! His English was excellent, and he took great care of us for our day of exploring Tuscany. Highly recommended taking a day out of the busyness of Florence to explore the smaller cities of Siena and San Gimignano, we even had a bonus stop at Monteriggioni! Highly recommend
Our driver Paola was amazing. Showed up on time and was super informational on all things going from Florence to Siena and San Gimignano. He even made some fun stops in between to make our tour more interesting.
Enjoyable way to see the area. Had much at lovely winery, selected by Paola our guide.
We had a fantastic tour to Tuscany, starting in Siena, wine tasting and lunch, and ending in San Gimignano. Our guide, Alessandro, was very kind and informative, telling us all about the history of the region as we drove through the beautiful hills. We were picked up and dropped off right at our hotel, in a nice and comfortable car, and working with Prestige Rent couldn't have been easier or more comfortable. Highly recommend this to anyone looking to…
We had a wonderful day with our driver. He was very friendly. Knew great English. Shared a lot of great information. Our driver took us where we wanted to go and was very kind. Everything went perfectly. I would definitely refer it to friend.
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A date that is not there, a pickup somewhere else, six people and a pushchair — if something does not fit, tell us and we will work it out. A person answers, usually within a few hours.
Have questions? Let’s chat!
Meet our native English-speaking experts, Violeta and Carrie. A different pick-up time, a second vehicle for a larger family, a licensed guide, a winery to add, a wheelchair to fit in the boot, a drop-off at the airport on your last day — tell them what your day needs to look like and they will build it.
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Tell us what your day should look like
Private tours are built, not booked from a calendar. Send us the details and a real person answers — usually within a few hours.