Private tour to Siena and Chianti from Florence
The perfect private tour to Siena and Chianti: wander in medieval Siena, admire the Tuscan countryside and taste world-famous Chianti wine!
from β¬590β $684 Β· Β£506Other currencies at todayβs rate β 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
- Wine tastings included
- 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 magnificent Cathedral, the shell-shaped Piazza del Campo
- At your own pace and with the maximum comfort you can only get with a private tour
- Drive through rolling hills, vineyards, olive groves
- Visit a Tuscan winery , discover the local wine culture
- Taste Chianti wine , olive oil and other genuine products
- Relax and enjoy a comfortable ride back to your accommodation in Florence
The itinerary
Enjoy a private tour from Florence to Siena and Chianti, the perfect experience to dive into the Tuscan wine culture and ancient history. Explore the highlights of Siena, admire the beautiful Tuscan countryside and taste the world famous Chianti wine.
SIENA
Start your private day with a panoramic one-hour drive through the Tuscan countryside. Then stop in Siena and explore the fascinating medieval city birthplace of beloved Italian Saint Catherine.
Ancient city made of brown Siena-colored bricks, a jumble of narrow streets and picturesque squares, medieval towers, spectacular cathedral and the tall and trim Torre del Mangia. A journey into an enticing atmosphere almost like stepping back in time.
Piazza del Campo
Siena was built on three hills and is home to one of the most authentic and important Gothic cathedrals south of the Alps. Admire the cityβs architectural masterpieces, the unusual shell-shaped Piazza del Campo which beauty has been entrapped in many films and photographs.
Palio horserace
In Piazza del Campo, a brick-covered square twice a year takes place the ‘Palio’ horserace. It involves all the local population and it is considered one of the most important events in the life of the Senese people. 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.
CHIANTI COUNTRYSIDE
Wander in the Chianti countryside, enjoy amazing scenarios made of vineyards, olive trees, rolling hills and old stone buildings.
Tuscan winery
Stop to a hilltop Tuscan winery, learn about the roots of the estate and the millenary tradition of wine making. Satisfy your curiosity about excellent wine and olive oil, taste wine and fresh olive oil they produce.
Greve in Chianti
Time allowing, stop on the way back to Florence in Greve in Chianti, one of the most representative villages of the Chianti wine region. Birthplace of the Tuscan explorer Giovanni da Verrazzano, the first European to reach the New York Harbor and thus a bridge there was named after him.
Your experience in Siena and Chianti finishes with a relaxing drive back 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
- Wine tour/tasting to a typical Tuscan winery
- All taxes, tolls and gasoline
- No hidden costs
Not Included:
- Entrance fees (if applicable)
- Meals and/or additional wine tastings (if applicable)
Optional:
- Gratuities
- Private local guide for 2 hours in Siena – Euro 250.00 per party
- Additional Wine tasting at a Tuscan winery (Euro 40.00 per person)
- Additional 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 590.00 β party of 1 person
- Euro 680.00 β party of 2 people
- Euro 770.00 β party of 3 people
- Euro 860.00 β party of 4 people
- Euro 950.00 β party of 5 people
- Euro 1040.00 β party of 6 people
- Euro 1130.00 β party of 7 people
- Euro 1220.00 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 9:00am but you can customize it to suit your travel needs
Service duration: The price includes up to 9 hours (i.e. 9:00am pick up β 6:00pm 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 β Depart from your accommodation in Florence
- 10:15am β Arrive in Siena
- 10:15am to 1:15pm β approx. 3 hrs, free time to visit Siena at your own pace & time for lunch (if desired)
- 1:40pm to 2:00pm β 20 mins, photo stop in Monteriggioni
- 2:30pm to 3:30pm/4:00pm β depending on your interest β winery visit with wine tasting
- 4:30pm to 5:00pm β 30 mins, free time to visit Greve in Chianti at your own pace
- 6:00pm β Arrive at your accommodation in Florence
Please note: the schedule is to give an idea about distances, driving and sightseeing time.
At the beginning of the day, your knowledgeable English-speaking driver can help you customize your experience to perfectly suit your needs and focus on the attractions/activities you are interested in.
If you prefer to plan everything, let us know your requests at the time of booking and we will create the perfect itinerary for you!


What our guests actually say
Every review below is public on the platform it came from.
The wine tasting at Emmaβs was outstanding. Francesca did a great job and made the tasting a fun event. Guissepi was a good driver and tour guide. I expected a little more conversation, he was quite quiet but think the language may have been a barrier. I would still strongly recommend.
Alex our driver was fantastic. He was on time picking us up and was very knowledgeable on Florence and the various regions in Tuscany. We enjoyed our stops in Greve for some quick tuscan meats, as well as our winery tasting and trip to Siena. I would highly recommend this service to anyone looking for a day trip to Chianti!
Overall great experience. What stands out was the quality of our tour guide/ driver (Donatello). Really outstanding. I would recommend him to anyone without hesitation.
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.
