Private tour

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 €590β‰ˆ $684 Β· Β£506Other currencies at today’s 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
5.0 Β· 58 reviews on Viator & Tripadvisor
  • Wine tastings included
  • We collect you where you are staying
Private tour to Siena and Chianti from Florence
Private tour to Siena and Chianti from Florence
Private tour to Siena and Chianti from Florence
Private tour to Siena and Chianti from Florence
Private tour to Siena and Chianti from Florence
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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
Free cancellation up to 24h β€” 100% refundInstant confirmationBest price guaranteed β€” no booking fee

The itinerary

Wine and history: a tour to Siena and Chianti

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 city’s 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)
Viator Experience Award Winner 2025 and 2023 β€” rated 4.9 out of 5 on Viator and TripadvisorTripadvisor Travelers' Choice Awards 2025
1.1M+guests since 2000
4.9average guest rating

What our guests actually say

Every review below is public on the platform it came from.

β˜…β˜…β˜…β˜…β˜†Verified booking
Day trip with 21 year old grandson
The wine tasting at Emma’s 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.
Carol D. Β· February 2025
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Great day in Tuscany
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!
Jennifer K. Β· July 2023
β˜…β˜…β˜…β˜…β˜…Verified booking
Great experience!
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.
Gilbert G. Β· November 2022

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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.

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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.

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Private tour to Siena and Chianti from Florence
from €590 per partyβ‰ˆ $684 Β· Β£506
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