Private Tour to Siena, San Gimignano, Chianti and Pisa
Explore Tuscany in one day: admire the Tuscan countryside, medieval Siena and San Gimignano, end take a picture of the Leaning Tower in Pisa
from β¬750β $870 Β· Β£643Other currencies at todayβs rate β you are charged in euro
- Location:
- Florence
- Duration:
- 11 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
- Tuscany in One day! Visit Siena, San Gimignano, Pisa and the Tuscan countryside
- See the magnificent Cathedral in Siena , the shell-shaped Piazza del Campo
- Fall in love with the Tuscan landscape, driving through postcard views
- Stroll around the picturesque town of San Gimignano famous for its medieval towers
- Admire the world famous Leaning Tower in Pisa
- Explore the Unesco World Heritage site Miracle Square in Pisa, the Cathedral and Baptistery
- Relax and enjoy a comfortable ride through the Tuscan countryside views
The itinerary
Explore Tuscany in one day
See the highlights of Siena, walk through the narrow streets of San Gimignano, admire the beautiful Tuscan landscape and conclude your day with a picture of the famous Leaning Tower of Pisa. Meet your professional English-speaking driver and start your adventure into Tuscan beauties at your own pace and with maximum comfort you can only get with a private door-to-door service.
SIENA
The first stop of your private day trip from Florence is Siena. A beautiful city made of brown Siena-colored bricks, thatβs how they named the color!
A jumble of narrow streets and delightful squares, medieval towers that make such a spectacular skyline, its spectacular cathedral, the tall and trim Torre del Mangia.
Get lost in this enticing atmosphere almost like stepping back in time.
Piazza del Campo
Despite the cityβs architectural masterpieces, it is the unusual shell-shaped Piazza del Campo that receives the most consideration having been seen in numerous films and photographs.
Walk around this brick-covered square that twice a year hosts the famous ‘Palio’ horserace. Thee entire population is involved and is considered one of the most important events in the life of the Senese people.
SAN GIMIGNANO
Continue your private day in San Gimignano, a small medieval town in Tuscany famous for its splendid skyline made up of 13 towers!
This hilltop 11th-century town is located along the ancient ‘Via Francigena’ road on which traders and pilgrims traveled to Rome.
Admire the remaining 13 towers (once about 72!), visit the Duomo and its magnificent frescoes, ‘Palazzo del Popolo’ and ‘Palazzo Nuovo del PodestΓ ’ today the town hall.
Culture and Vernaccia wine
Explore 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.
Just wander down the main street in San Gimignano and 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. Then relax while tasting the famous vernaccia wine typical from here!
TUSCAN COUNTRYSIDE
Your trip continues with a ride through amazing Tuscan landscapes with views on gentle slopes, vineyards and olive trees until you reach Pisa.
PISA
The remote origins of Pisa and its name are lost in myth and legend. What is for certain, this city had Eneolithic settlements and between the 6th and 3rd centuries B.C. the presence of the Etruscans. Pisa was later Romanized and during the time of Octavianus Augustus in the 1st century B.C. it became a colony of Rome.
Meanwhile the population was growing along with the development of shipbuilding and trade, thanks also to its harbor. The city expanded rapidly and soon Pisa was surrounded by a circle of defensive walls.
Leaning Tower in Piazza dei Miracoli
The building of the Pisa cathedral began in 1062. The cathedral and baptistery, the tower of Pisa and Campo Santo or cemetery form one of the most beautiful and famous building groups in the world. ‘Piazza dei Miracoli’ or ‘Campo dei Miracoli’ makes a perfect showplace for these exquisite examples of Romanesque architecture.
Today, the Leaning Tower of Pisa has become a symbol for the Italian Republic and after intense restoration has finally opened to visitors.
At the end of your tour of Tuscany in one day, relax and enjoy a comfortable drive to your accommodation in Florence.
Private tour β 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 to 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
- Free time to visit Pisa at your own pace
- Drive through the most beautiful Tuscan roads
- 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)
- Private local guide for 2 hours in Pisa (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 750.00 β party of 1 person
- Euro 800.00 β party of 2 people
- Euro 850.00 β party of 3 people
- Euro 900.00 β party of 4 people
- Euro 950.00 β party of 5 people
- Euro 1000.00 β party of 6 people
- Euro 1100.00 β party of 7 people
- Euro 1200.00 β party of 8 people
For different pick up/drop off locations, larger parties (9 or more people) or customized itineraries, please Contact us for alternative options 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 8:00am but you can customize it to suit your travel needs
Service duration: The price includes up to 11 hours (i.e. 8:00am pick up β 7:00pm 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.
- 8:00am β Depart from your accommodation in Florence
- 9:15am β Arrive in Siena
- 9:15am to 11:45am β 2.5 hrs free time to visit Siena at your own pace
- 12:30pm β Arrive in San Gimignano
- 12:30pm to 2:30pm β 2:00 hrs free time to visit San Gimignano and have lunch (if desired)
- 2:30pm to 4:00pm β drive through the Tuscan countryside
- 4:00pm to 5:30pm β 1.5 hr free time to visit Pisa at your own pace
- 7:00pm β Arrive at your accommodation in Florence
Please note: the above schedule is to give you an idea about distances, driving and sightseeing time, and can be customized to suit your needs: (i.e you can cut your sightseeing time at one of the stops and use it to stop at a winery for wine tasting, or add extra hours to extend your time, or simply skip a stop to have more time at the others, etc.). Please talk to your driver at the beginning of the day to plan the schedule to perfectly suit your needs and focus on your preferences only.
If you prefer to plan everything in advance, let us know your requests at the time of booking and we will create your perfect itinerary!


What our guests actually say
Every review below is public on the platform it came from.
Our private tour to Siena, San Gimignano, Chianti, and Pisa was extremely well planned and enjoyable from start to finish. The itinerary was perfectly paced, giving us enough time at each destination to explore, take photos, and enjoy the atmosphere without ever feeling rushed. A special highlight was the lovely wine tasting recommendation β the vineyard setting was beautiful, the wines were excellent, and it added such an authentic Tuscan experience toβ¦
Our family had an unforgettable Tuscan journey in late March β truly one of the best tours we've ever taken!! From the very beginning, everything was seamless and enjoyable. Our guide, Leo, was an absolute gem β friendly, fun, and incredibly knowledgeable. His passion for history and wine was evident, and he shared insights in such a clear, engaging way that even we, coming from the other side of the world, felt deeply connected to the stories of Tuscany.β¦
We had the most wonderful day on this tour. Donaleto is an excellent guide with deep knowledge of the area. He gave us detailed insights of all the places we visited and planned the whole day exceptionally well. I would highly recommend this private tour where everything is taken care of and you just need to show up.
Our driver, Donatello, was friendly, very interesting and informative. We enjoyed the ride through Tuscany, Pisa was phenomenal, the Merenda Break at la Marronaia was amazing, and the private tour in Sienna with Christina was excellent. I would highly recommend this trip and your company! Thank you for a fantastic experience.
We had such a wonderful experience on our tour. We were able to see so much in just one day - we never would have covered this much ground on our own, and it was great to have the tour van to ourselves. Our guide, Alex, was knowledgable and thoughtful. He gave us ample time to explore each site, recommended a great winery to add to our Chianti visit and called ahead to reserve time for a tasting, and even booked a reservation for us for dinner that nightβ¦
We had a great day out as a family of 5 with a knowledgable safe friendly driver. starting with climbing pisa in the morning, lunch and wine tasting was the highlight of our day organised by our guide. then to siena and san gimignano both beautiful places to visit. a very relaxed easy way to see so much in 1 day, would highly recommend.
Still not sure?
Ask us anything
A date that is not there, a pickup somewhere else, six people and a pushchair β if something does not fit, tell us and we will work it out. A person answers, usually within a few hours.

Have questions? Letβs 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 β tell them what your day needs to look like and they will build it.
Not sure yet?
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 β usually within a few hours.
