Private Wine Day in the Chianti Hills from Florence

Enjoy an intimate day trip tasting wine and organic food from local farms and vineyards in Tuscany

4.99 (120) ·
Travel Flexibly
· 7.00h · Florence, Italy

Enjoy the freedom of a private escape to Tuscany, where you can sip world-class wines without the hassle of driving. Relax as your personal driver whisks you through the stunning countryside to charming farms and vineyards near Chianti. Discover the secrets of winemaking from passionate locals and indulge in tastings of fine wines and regional delicacies. Tailored to your pace, this day trip from Florence offers the perfect blend of relaxation, flavor, and unforgettable scenery.

What you get with this tour

  • Transportation
  • Hotel pick up
  • Winery tour and tasting
  • Chianti farmhouse
  • Traditional Tuscan lunch
  • Tuscan villages
  • Private tour
  • Wheelchair accessible

Tour Itinerary

  • 1

    Door-to-Door Service

    Our local Tuscan driver will pick you up at your Florence hotel in the morning. Talk about front door service!
  • 2

    Rolling Hills of Chianti

    Some say these hills are the most beautiful in the world - You be the judge! Appreciate them from the comfort of a climate-controlled vehicle on the way to your first wine tasting.
  • 3

    Castellina in Chianti

    Stop in this picturesque town nestled in the heart of the Chianti region, famous for its historical charm and vibrant wine culture
  • 4

    Picturesque Tuscan Village

    There are places in Chianti where time has remained still for almost 1,000 years. Let us show you one of them and give you the time to explore it.
  • 5

    Organic Farmhouse and Tasting

    The first stop on this day trip is to an operating Chianti farmhouse where you'll taste locally-grown products from the family's farm.
  • 6

    Meet the Locals

    It's important to meet the people who farm these incredible lands. Enter our friend Silvano who will greet you on arrival.
  • 7

    Organic Lunch

    After some tastings, tuck into some delicious food. Staying true to the Italian Slow Food movement, enjoy an organic lunch full of Italian delicacies.
  • 8

    Chianti Views

    Once you're suitably relaxed after your homemade Italian lunch, it's time to hit the road and revisit those hills everyone talks so much about. This is the real Chianti region.
  • 9

    Sangiovese Grape

    Be warned, once you try the biodynamic/organic wines at this vineyard, you may never drink another type again.
  • 10

    More Wine!

    Time for some more wine? Sure! It is time to visit your second vineyard where you'll taste a completely different type of Tuscan wine.
  • 11

    Nap Time

    When the day comes to an end, our driver will deliver you back safely to your hotel in Florence.
  • 12

    Happiness

    Need we say much more? Tuscan wine makes us all happy!
  • 13

    Slow Food

    The food deserves two stops in our itinerary, because it's so good. Just look at it!

Additional Information

This private wine tour in Tuscany from Florence travels through the Chianti Hills and stops at several of our favorite places to taste wine in the region. With a private driver and comfortable, climate-controlled transportation, visit an organic farmhouse in the heart of Chianti, wander around in a charming village and stop at a winery to sample the local nectar.

Private Tuscany Wine Tour Description

Your 7-hour tour includes: 

  • Private climate-controlled luxury transportation

  • Door-to-door pick up and drop off (departing from and returning to Florence)

  • Lunch and wine at an organic farmhouse

  • A visit to a vineyard to taste and learn about wine

Private Luxury Transportation from Florence

To make this private day trip from Florence even better, we pick you up from your accommodations in Florence. From there, on the way to your first stop in the Chianti wine region, travel through the beautiful Tuscan countryside with a friendly English-speaking driver.

Castellina in Chianti

Castellina in Chianti is a picturesque town nestled in the heart of the Chianti region, famous for its historical charm and vibrant wine culture. Its cobbled streets and ancient architecture, dating back to the Bronze Age, offer a rich blend of history and scenic beauty. Positioned strategically between Florence and Siena, Castellina serves as an ideal base for exploring Tuscany. Visitors can enjoy wine tastings, explore archaeological sites, and experience authentic Tuscan cuisine amidst breathtaking landscapes and romantic sunsets.

Chianti Farmhouse

Travel past the olive groves, vineyards and rolling hills of the prestigious Chianti winemaking region on your way to an organic Chianti farmhouse. Tour the farm and meet the owner Silvano, before sampling his home made extra-virgin olive oil and some of the best wine around. Plus, sit down for a delicious lunch of locally-grown products from the family's farm, staying true to the Italian slow food movement. Lunch and wine are included.

Visit a Charming Village in Chianti

With your appetite satiated from an unforgettable meal, hop in the car and head to a small, bucolic village in the Chianti wine region. Enjoy some free time to wander the enchanting cobblestone streets and explore this gorgeous, historic town on your own. 

Visit a Vineyard for More Wine Tasting

Continue your journey through the Chianti hills and arrive at another vineyard for more wine tasting. Here, meet a local wine expert and learn about the estate, the winemaking process and sample different wines produced onsite. Compare wine between the first stop on this private wine day tour and this one, since each farm has its own techniques of producing their products.

Then, after a long day of exploring and tasting the nectar of the gods in one of the best wine-producing regions in the world, sit back and relax on your ride back to Florence. You'll really appreciate your private driver now as you might have enjoyed a few extra sips than normal.

Customer reviews

120 total reviews

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5.0/5 (based on 120 reviews)
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1 stars
So Many Tastes
04 November 2025
S
Reviewed by
Samantha Nelson

Tried more wines than I expected! From red to white, each one had its own story. Left with a new favorite variety.​

Calm
01 November 2025
E
Reviewed by
Erik Jung

This tour had no rush at all. Just easy travel, beautiful scenery, and great company. Felt like a full day of peace.

01 November 2025
A
Reviewed by
Advait Patel

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Frequently Asked Questions

What to bring?

Sunscreen in the summertime.

What to bring?

Sunscreen in the summertime.

What if I don't like wine?

If you're not interested in a wine-focused day trip from Florence, feel free to contact us so we can make alternate plans for your travel to the countryside.

I'd love to go on this tour, but it's kind of last minute. What should I do?

If you would like to do this tour, but it is less than two weeks away, please contact us and we will do our best to accommodate you. You can either drop us an email or call us at +1 888 290 5595.

Is a guide included on this day trip?

No, but a personal, private driver is included for the entire day. Drink as much wine as you feel like.

Is lunch and wine included in the price of this day trip?

Yes, absolutely. It's all included in the total price.

Start From: $1,294.80

available days discounted days

Free cancellation up to 7 days in advance!

Check Availability $1,294.80 / per person
$1,294.80 / per person

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