Private Tour

Private Tuscany Wine Tour from Florence to Chianti

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

Go on an excursion to Chianti, known all over the world for its wine and the incomparable charm of its countryside. This private Tuscany wine tour from Florence to Chianti combines wine tasting and a country drive through suggestive landscapes. Get to know this area of the great wines with a visit to two selected local wineries to learn about traditional winemaking techniques and taste some of their excellent wines.

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 special wineries and the knowledge of a local expert on board that will lead the way in the world of Chianti Wines.


Chianti Classico is one of the most known wines of the world with its unmistakable logo of the Black Rooster who guarantees the authentic taste of Tuscan wine. Enjoy our Tuscany wine tour from Florence traveling in peace with our professional driver-guide on board of a luxury vehicle for you to explore the region in the most comfortable way.


During the day you will learn the different characteristics of wine, you will get to know how to distinguish the acidity, the taste, and flavor pairing with food. This glorious trail will give you the chance to get acquainted with the history of wine and the secret of how to keep long lasting traditions alive.


On this Tuscany wine tour from Florence, you will visit two handpicked wineries to 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.


Visit one of the most suggestive areas of Tuscany, famous for its wine and witness the unrivaled charm of its countryside. Medieval hilltop villages and green rolling hills covered with poppy fields are the backdrops of this private Tuscany wine tour from Florence. You’ll discover a magical world of woods alternating with opulent vineyards and olive groves, castles and farmhouses.


In addition to the charming hamlets and breathtaking countryside, the area with its vineyards that produce some of the best wines in the world also offers wine tasting to die for. Follow the path of taste through a unique itinerary blending wine, food, landscapes and people.


Marvel at the stunning countryside as you make your way to the first wine estate where a local expert takes you on a tour of the farm sharing his knowledge about wine making in Tuscany. Taste some of the estate’s wines along with some of the extra virgin olive oil they produce.


Learn more about local viticulture as you visit a second wine estate. Taste different wines and extra virgin olive oils produced on the farm paired with local specialties such as cheese, salami, cold cuts and bruschetta. Finally, stop at one of the adorable hilltop villages like Montefioralle, Panzano, Radda, or Castellina before returning to Florence with memories to last a lifetime.

Where does this Private Tuscany Wine Tour from Florence start? Where does it end?

The private tour departs from and returns to your Florence hotel using comfortable transportation in a luxury vehicle.


Suitable for beginners or wine experts, our Tuscany wine tour from Florence to Chianti is not a ten-minute tasting at a roadside wine bar. Instead  is a private, immersive cultural experience into the region’s fabric and history, from the medieval villages to idyllic landscapes that inspired Leonardo da Vinci. Over the years, we have carefully selected only the small and medium-sized wineries devoted to quality experiences. The wineries you will be visiting take care to make a personal connection with their visitors.


You will be given an intimate and informative experience with the opportunity to discuss about grape vineyards and wine production in a leisurely manner with friendly and hospitable winemakers and in some cases with the owners themselves pleased to show you their winery’s operations and products. This does not mean that over-the-counter tastings do not exist, they certainly do. These are offered by commercial wineries who fit you in between one bus tour and the next…you take a quick drink and leave. However, this is not the type of experience we offer. We rather focus on quality than quantity.


We recommend this Tuscany wine tour from Florence 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 regions in Italy where there is still a genuine atmosphere and your friendly and knowledgeable driver guide will ensure you get a local feel for this engaging region. Additionally, you will learn tidbits of local wine making history and culture. Straightaway you will realize the backstory of Chianti. All of a sudden, the delightful wines you taste will take on new meaning.


  • Scenic drive through Chianti countryside
  • Guided tour of two selected wineries and the cellars (including an organic farm)
  • Stop in one of the ancient villages that dot this beautiful area

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.

Important Information

  • This private tour is available on request Monday through Sunday except Christmas Day, New Year’s Day and Labor Day.
  • Mandatory Covid-19 Rules – Traveler Requirements starting from August 6, 2021 until further notice:
    All participants who are over 6 years old are required to bring and wear a facemask.
    In accordance with government guidelines, during the service all participants must maintain a safety distance of 1 meter from other people.
    All participants who are over 12 years old must present one of the following: proof of full vaccination, proof of first vaccination administered at least 15 days before the activity starts, proof of a Covid-19 infection in the past 6 months, or a negative Covid-19 PCR test taken no more than 48 hours before the activity starts.
    All participants who are over 12 years old must bring and present a valid government-issued photo ID (e.g. passport, driver’s license, etc.) matching the vaccination or test results.
    Those who will not present the required documents will not be entitled to any credit or refund. For more information about how the rules may apply to you, read here.or consult the Italian embassy in your country.

Good to Know

  • Each vehicle can 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.
  • This tour is not suitable for wheelchair users or those with impaired mobility.
  • Our Tuscany wine tours from Florence are a relaxed atmosphere and therefore casual dress is acceptable. Even shorts are just fine. However, we do suggest layering your clothes, as it may be chilly in the morning inside the tasting room or barrel room and then hot outside midday in the sun.

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?

For the optimal day, you will visit two of the best wineries in the area. That is a reasonable number of wineries to enjoy a relaxed visit with personal attention and an unhurried pace. Talk with the grape growers, savor the delectable differences between the wines, and enjoy the surroundings.

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, and taste some of the estates' wines.

Which wineries will we visit?

We usually do not know in advance. We do not have just one set of wineries that we visit, as there are so many great ones! We have a list of about 75+ boutique and family-run wineries that make up our preferred winery list. We arrange winery appointments based on several factors, some of which include, your pick-up location, your wine preferences, the time of year, the day of the week and available wineries for the day (as they all have different days of operation and special event scheduling). All of our preferred wineries have been hand selected by us with our overall criteria being a variety of great wines, beautiful vineyards/landscape and friendly hospitality.

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 are my options for lunch?

The choice is yours. You can have a farm to table experience at one of the two wineries or you can have lunch at one of the many great restaurants in the area but the cost of the meal is not included.

Are tasting fees included?

No, they are not. 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. Tasting fees are your responsibility and they typically start from Euro 20 and upward per person per winery depending on your choice.

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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