Private Tour

Private Tuscany Wine Tour from Florence to Chianti

Food & Wine
Off the Beaten Path
Duration: 8 Hours
Languages: EN, ZH

Tours and tastings at olive oil estates and wineries are a popular part of any trip to Italy. Enjoy a day of wine-tasting in charming wineries on our private Tuscany wine tour from Florence! Led by an experienced driver-guide, travel by luxury minivan to the Chianti area where one of the world's most famous wines and olive oil is produced. Visit two handpicked boutique wineries; enjoy a traditional Tuscan lunch and a stop at a medieval hill top town before returning to Florence.

Perfect for:
  • First Timers
  • Foodies
Covid-19 Health & Safety Measures

What to Expect

This private Tuscany wine tour from Florence was born to give Italy wine lovers the opportunity to enjoy the greater wine area of Tuscany called Chianti Classico with a selection of organic wineries and the knowledge of a local expert on board who leads the way in the magical world of Chianti. Visit two typical wineries, receive insights into the local wine-growing traditions and taste prestigious wines surrounded by charming hamlets and breathtaking countryside.


Follow the path of taste through a unique itinerary blending wine, food, and culture. On this carefully planned Tuscany wine tour, you will visit two of Chianti’s finest boutique wineries, taste some exquisite regional varietals and extra virgin olive oil, enjoy a typical farm to table Tuscan lunch at one of them, and stop by at one of the ancient hill-towns that dot this beautiful region.

Private Tuscany Wine Tour at Glance

Enjoy a comfortable, scenic drive to the Chianti wine region, located approximately one hour from central Florence. Pass the magnificent Tuscan countryside, characterized by an abundance of lush green hills, olive trees, cypresses and vineyards. Arrive in Chianti, the region between Florence and Siena where the world-famous, ruby-red Chianti wines are produced.


Marvel at the stunning countryside as you make your way to the first winery where a local expert illustrates the different characteristics of the wines and explains how the Sangiovese and Canaiolo grapes are grown and blended. With several Chianti wines and quality Tuscan olive oils to sample, you'll be able to distinguish the different acidities that comprise each unique flavor!


Learn more about local viticulture as you visit a second winery. Taste different Chianti Classico wines and extra virgin olive oils grown on the farm paired with local specialties such as cheese, salami, cold cuts and bruschetta. Before returning to Florence, discover one of the regions beautiful medieval towns or hamlets. Examples of the places you may visit include Montefioralle, Panzano, Radda, or Castellina in Chianti. Then, enjoy a relaxing, scenic drive back to Florence.



We recommend this Tuscany wine tour to anyone wanting to get to know and connect to the world of Italian wine in a meaningful way. You will see the living history of one of the largest wine producing regions in Italy where there is still a genuine atmosphere. All of a sudden, the celebrated Chianti Classico red wines you taste will take on new meaning.


  • Enjoy a scenic drive through the Chianti countryside in a luxury vehicle
  • Guided wine tastings at three selected wineries
  • Stop in one of the ancient hill towns of Tuscany (Montefioralle, Panzano, or Radda in Chianti)

What Is Included

  • Private licensed professional local driver-guide
  • Private transportation in a luxury, air-conditioned vehicle
  • Winery reservations

What Is Not Included

  • Tasting fees
  • Lunch
  • Tips (optional)
  • Anything not expressly mentioned as included

Meeting Point

At your accommodation in Florence. Upon request, pick up service from other locations in Tuscany can be arranged.

Important Information

  • This private tour is available on request Monday through Sunday except Christmas Day, New Year’s Day and Labor Day.

Good to Know

  • Each vehicle can comfortably accommodate up to a maximum of 8 people  (driver-guide included) so with bookings of more than 7 people, your party will be divided into two or more vehicles.
  • The tour sequence may vary and other brief stops may be added. Due to road, traffic and weather conditions, the order of the itinerary may change at the discretion of your driver-guide giving priority to your comfort and safety.

How to Book Your Private Tour

  • Send Us Your Inquiry
    Fill out the tour inquiry form and we will respond with availability and price quote.
  • Payment Policy
    Full payment by credit card is required to make a reservation. We use industry leader Stripe for all card transactions.
  • Tour Voucher
    Within two business days of payment, we will email you a voucher with all the booking details. Such email constitutes your proof of purchase.

Tour FAQs

How many wineries will we visit?

The wine-tasting tours are carried out in different areas of the Chianti region and the trip from Florence to Chianti is approximately 50 minutes each way. For the optimal day, you will visit two/three of the best wineries in the area sipping and swirling local blends. That is a reasonable number of wineries to enjoy an informative experience with personal attention and an unhurried pace. Talk with hospitable winemakers, savor the delectable differences between the wines, and enjoy the wonderful surroundings. Indulge in a classic Tuscan lunch and visit a typical Tuscan hamlet.

How long will we spend at each winery?

While each winery visit is different, prepare to spend 60-90 minutes at each stop for the full experience, as you see firsthand where wine is produced, learn about wine making history and culture, and taste some of the estates' wines.

Do you have a set itinerary for your Tuscany wine tours? Which wineries do we visit?

The tours we offer are flexible and we do not visit the same wineries every day. We have tasted at over 70 different wineries in the region, concentrating mainly on the small boutique wineries. This means you will have a more personal relaxed experience. If you have any preferences for wineries or wine styles, please let us know when you book and we will do our best to accommodate for your party if we can, or visit somewhere with a similar style of wines.

Is this Tuscany wine tour from Florence suitable for families with kids?

We've specifically designed a different version of this tour for families. Please see our Kid Friendly Tuscany Wine Tour from Florence.

What if I am not staying in Florence?

This Tuscany wine tour is designed for departure from Florence. If you are staying elsewhere in Tuscany, we offer custom pick up options from any place in the surrounding area. Please indicate your pick up address in the tour request form and we’ll adjust the itinerary accordingly.

Are wine tasting fees included?

No, they are not. Wine tasting fees are your responsibility and they typically start from Euro 20 and upward per person per winery depending on your choice. We work with 75+ wineries, each with its own unique pricing and experiences. Because each wine tasting tour is unique to each party, each tour will have different tasting fees. The wine tasting fees will be collected at each stop by the winery.

Would you like to personalize this tour?

If you would like us to put together a bespoke tour tailored to your needs, our dedicated trip planning specialists are on hand to help you develop an experience that will be just right for you and yours.

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Private Tuscany Wine Tour from Florence to Chianti

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