Private Chianti Wine Tasting from Florence | Tuscany Half Day Experience

6 hrs
Your Florence or Chianti region hotel
Refundable booking

Being the birthplace of Chianti wine, Tuscany is a great destination for wine aficionados. This LivTours experience whisks you away from the lively city of Florence and into the gorgeous, rolling Tuscan hills. Experience firsthand the beautiful scenery that is so important to Italian culture and history. Your private driver will take you to two different wineries where you will be able to taste and learn about the incredible diversity in this historic wine region.

Your first stop will allow you to walk the grounds of one of the oldest Chianti producers in the region, where you’ll taste some of the best wine in the entire area. You will then visit another small, traditional family-owned winery. Here you will explore the vineyard, learn about its history and incredible wines, and get to know its family history. Enjoy a light lunch with traditional Tuscan food and wine made right there at their estate. You’ll enjoy breathtaking views of the hills and the ancient city of San Gimignano in the background, before your ride back into Florence.


  • Taste your way through one of the world’s most famous wine regions, Chianti!
  • Enjoy a 1/2 day visit with a bilingual chauffeur and in the comfort of a private car
  • Visit an Etruscan castle and taste their classic Chianti wines
  • Eat typical Tuscan cuisine at a local family run winery that produce Chianti Classico
  • Take a break from the city and immerse yourself in the beautiful Tuscan countryside

Exclusive private Tours and Experiences. Also offered in Spanish, French, Portuguese, Swedish and Russian

Our prices always include tickets and reservations fees (no waiting in lines!)

Our tour guides and staff are selected experts and speak perfect English

Easy to book and prepay your tours with our secure payment system

Eco-sustainable tourism, designed to respect and support local culture, art and traditions

Your Chianti Wine Tasting tour begins with pickup at your Florence residence. From there you’ll set off to spend half your day exploring the beautiful Tuscan hills. The Chianti region is famous for its historic traditional wines they have been making for centuries.

Your first stop is at Castello di Verrazzano, a renowned vineyard named after the ancient Etruscan and Roman castle that has stood on this winemaking region for 1,000 years. In the heart of the Chianti Classico area, this 52-hectare estate makes some of the best red wine around. You’ll spend 1.5 hours touring the castle gardens and ancient wine cellars. You will be tasting their finest Chianti Classico DOCG wines, olive oil, and balsamic vinegar.

After your visit to Castello di Verrazzano, you will drive you through the small roads and lovely hills to your next stop, a charming agriturismo. This local family-run winery specializes in Chianti Classico. Here you’ll have the chance to eat lunch with fresh local cuisine served of course with their very own Chianti wines, before being driven back to your residence.

This half-day tour is an ideal escape into the cypress-lined hills of this beautiful wine region. It is easily customizable for travelers wanting to spend more time exploring or who prefer to bring along a professional guide to help navigate the immense history of this magical place — just select your preferred add-ons when ordering.


  • Private English speaking Chauffuer
  • All wine tastings
  • Tours of the vineyards and estate grounds
  • Light lunch

  • Experience includes lunch, tasting, vineyrard tour, and private driver but does not include gratuity.
  • A visit to San Gimignano is available as an add-on to this itinerary.
  • Your private chauffeur is English-speaking and informative but we recommend upgrading and adding a professional guide to explore the landmarks and towns more in depth.
  • This experience is designed for travelers staying in Florence or within the Chianti area.

LivTours’ group size of max 6 participants is and always has been based on sustainable travel, and we are proud to be at the forefront of change and innovation in the industry.  LivTours is committed to providing travelers with truly sustainable tours with the lowest possible environmental impact, all while supporting the local industries and people of each unique destination. To learn more about how you can actively support sustainable tourism  and how LivTours is contributing, click here.


When you book a LivTours Private Tour or Experience, you are guaranteed a dedicated, expert guide that allows you the flexibility to start your tour at a time which is convenient for you, making planning easy. Our private tours ensure that you will get a tailored experience to meet all your needs so we go at your pace, perfect for families with younger children, elderly, or individuals with accessibility needs. Please be advised that all private tours begin at a base price starting at two people*. Prices are inclusive of entry tickets where applicable. *Some Ferrari private experiences are inclusive of one person only.


Make your experience even more unique by upgrading your LivTours experience. Please note: add-ons are non refundable.

Add Time in San Gimignano
Add time to explore the majestic Medieval town of San Gimignano
300 €
Add Tour Guide on Board
Add tour guide on board for your day trip experience. Your tour guide will entertain you throughout the ride and guide you through the stops included in the itinerary.
490 €

  • Tuscan wine tour

    I booked this tour as a surprise birthday present for my husband, an avid wine lover but, frankly, who wouldn't enjoy a tour centered around tasting and learning about some of the most famous wines in the world? The countryside is beautiful, the guide absolutely brilliant and the wines...well, there's just no one-word adjective that adequately describs our experience. A really wonderful tour!!

    - Theresa
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By selecting Choose Dates Later / Buy as Gift at booking, any tour can be purchased without fixed dates. This is the perfect option if you want to purchase your tour as a gift for a loved one, or if you are in the pre-planning phase of your vacation. After booking, you will receive a Travel Voucher Code and full instructions on how to schedule your tours when ready. Once your travel plans are confirmed, you can easily use the Travel Voucher Code on the LivTours website to formally schedule your tours. You can find out more here.