“ Explore the highlights of Siena, admire the beautiful Tuscan countryside, and taste the world-famous Chianti wine ”
From: €117.50
Check Availability!
Duration: 9 Hours
Pick Up Service Available!
Cancel Free: 1 Day Prior
Participants: Minimum 1, Maximum 8

Here is what's in store for you

Enjoy this private wine tour from Florence to Siena and Chianti, the perfect experience to combine Tuscan wine culture and ancient history.

You will start your private day tour with a panoramic one-hour drive through the Tuscan countryside to reach your first stop, Siena. Here you'll explore the fascinating medieval city birthplace of the beloved Italian Saint Catherine. Discover an ancient city made of brown Siena-colored bricks, a jumble of narrow streets and picturesque squares, medieval towers, a spectacular cathedral, and the tall and trimmed Torre del Mangia. Breathe an enticing atmosphere and almost feel like you're stepping back in time.

Siena was built on three hills and is home to one of the most authentic and important Gothic cathedrals south of the Alps. Discover the city’s architectural masterpieces and admire the unusual shell-shaped Piazza del Campo whose beauty has been entrapped in many films and photographs.

In Piazza del Campo, a brick-covered square, twice a year takes place the ‘Palio’ horserace. The event involves the entire 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.

After departing from Siena, embark on a ride through the Chianti countryside, and enjoy amazing scenarios made of vineyards, olive trees, rolling hills, and old stone buildings. You will stop at a hilltop Tuscan winery, where you'll learn about the roots of the estate and the millenary tradition of winemaking. Satisfy your curiosity about excellent wine and olive oil by tasting the wine and fresh olive oil they produce. You will taste a minimum of 3 wines.

If time allows it, on your way back you will also stop in Greve in Chianti, one of the most representative villages of the Chianti wine region and the birthplace of the Tuscan explorer Giovanni da Verrazzano, the first European to reach the New York Harbor.

Your experience in Siena and Chianti finishes with a relaxing drive back to your accommodation in Florence.

Where we are

Open Map

Booking Policy & Details

Max. 8 people

How much does it cost?

You can easily check all the prices clicking on 'Check Availability' button and selecting a date

How many people can participate?

Participants: Minimum 1, Maximum 8

Where do we meet?

Pickup from your accommodation in Florence


  • Pick up and drop off directly at your accommodation in Florence
  • Knowledgeable English-speaking driver to lead you through the experience
  • Private transport with fully equipped Mercedes vehicle, free Wi-Fi and fresh bottled water
  • Free time to visit Siena at your own pace
  • Visit to a Chianti winery and Tasting of at least 3 wines
  • All taxes, tolls and gasoline


  • Entrance fees
  • Lunch
  • Gratuities

Should I book online?

Booking online in advance is required!

How can I book online?

You can do it in less than a minute! Click on the 'Check Availability' button, choose the date and time among those available and fill in the rest of the requested information.

How do I check availability?

Click on the 'Check Availability' button! You'll find an interactive calendar with dates and times!

How many languages are available?

The languages available for this amazing experience are: English. You can choose one of these languages during the booking process.

How long is the experience?

About 9 Hours

May I cancel the booking for free?

You can cancel for free until 1 Day Prior

Other offers...

Thumbnail Private full-day Chianti Wine Tour from Livorno Port
Pisa, Pisa (Chianti, Chianti Classico)
9 Hours
Participants: Minimum 1, Maximum 8
From €130.00
“A private Chianti wine tour departing from Livorno. Visit the village of Greve in Chianti & taste wines at a hilltop winery”
Thumbnail Full-day Wine Tour in Siena, San Gimignano & the Tuscan countryside from Florence
Florence, Florence (Val d'Orcia)
10 Hours
Participants: Minimum 1, Maximum 25
From €149.00
“See the highlights of Siena and San Gimignano, admire the marvelous Tuscan landscape, taste genuine local food paired with great wine”
Thumbnail Private Montalcino & Brunello Wine Tour from Florence
Florence, Florence (Montalcino, Val d'Orcia)
8 Hours
Participants: Minimum 1, Maximum 8
From €123.75
“Discover Montalcino, a small village famous for producing Brunello wine, visit a local winery for a tasting of 3 wines & visit an old Abbey”
Thumbnail Private half-day Wine Tour of Chianti from Florence
Florence, Florence (Chianti, Chianti Classico)
4 Hours
Participants: Minimum 1, Maximum 8
From €86.25
“Immerse yourself in the Tuscan countryside and visit Greve in Chianti and an ancient winery with this private half-day Chianti wine tour!”
Thumbnail Half-day Chianti Classico Wine Tour from Florence
Florence, Florence (Chianti, Chianti Classico)
5 Hours
Participants: Minimum 1, Maximum 25
From €89.00
“Explore 2 ancient wineries in the Chianti Classico wine region and live a memorable wine experience in the Tuscan countryside”
Thumbnail Full-day Chianti Wine Tour from Florence
Florence, Florence (Chianti, Chianti Classico)
8 Hours
Participants: Minimum 1, Maximum 25
From €149.00
“Visit 3 of the best Chianti wine estates, enjoy a genuine Tuscan lunch, and taste local wine and olive oil among Tuscany's rolling hills”


Thumbnail Tuscany & Venice Wine Holiday - 8 days & 7 nights
Sesto Fiorentino, Florence (Val d'Orcia)
8 Days
Participants: Minimum 1, Maximum Not Specified
From €4,585.79
“Visit iconic Italian destinations and immerse yourself in authentic experiences in three stunning locations: Florence, San Gimignano, Venice”
Thumbnail Barrique Wine Selection & Lunch at a Chianti Classico Winery from Florence
Siena (Chianti, Chianti Classico)
3 Hours
Participants: Minimum 1, Maximum 8
From €130.00
“Make your own wine blend and live a special Tuscan wine-tasting & experience in the heart of Chianti Classico departing from Florence!”
Thumbnail Wine Tasting in a Historic Florentine Palace
Florence, Florence
1 Hour 30 Minutes
Participants: Minimum 2, Maximum Not Specified
From €99.00
“Exclusive wine tasting in Florence in a historic Renaissance palace. Three best Tuscan wineries, expert sommelier, and gourmet appetizers!”
Thumbnail Wine Tasting Experience in Ponte Vecchio
Florence, Florence (Chianti)
1 Hour
Participants: Minimum 1, Maximum 20
From €40.00
“Discover the world of wine through a simple and fun one-hour tasting in Florence”