Premium Private Tour of Chianti Classico Wine Country

The ancient wine region of Chianti is a "must do" for wine lovers. Chianti Classico, the sub region of Chianti most highly regarded, is located halfway between the gorgeous Tuscan art cities of Florence and Siena. Chianti is an idyllic wine region, exactly how you imagine fairy tale wine country-complete with castles, hill top villages and vine-covered valleys. The best wines of Chianti Classico are rich red wines, made with the native Sangiovese grape. Many of the cellars date back hundreds of years, and are extremely atmospheric with wine caves and pretty tasting rooms.

Tour Highlights:

  • Chauffeured Wine Tour of Chianti Classico
  • Exclusive VIP Winery Tours and Tastings
  • Gourmet Dining in the Tuscan Wine Country
  • Charming Medieval Hamlets
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Sample Luxury Chianti Wine Tour Itinerary

Vineyards in Chianti

Vineyards in Chianti

You can begin this tour either in Florence or Siena. Your private chauffeur will collect you at your hotel and you will enjoy a very scenic drive through the delightful Tuscan wine country, before reaching your first destination: one of the most beautiful and prestigious producers in the whole Chianti Classic region. Unlike other tours, where you are one of a group of 30 guests, on our VIP tours, you will be privy to a private visit to the estate, greeted like family and you'll enjoy a professional tour. You'll begin in the vineyards and receive an explanation of the terroir- the combination of local climate, soils and grape varietals that are the components that make wines so unique from region to region. A tasting will follow of up to 6 of the classy wines. For Olive Oil lovers, we have a special treat- a professional olive oil tasting, extremely interesting. You will learn how the whole process works and taste marvellous oils. Before leaving, you will receive a gourmet gift.

After all this hard work, you will be ready to have lunch and your guide will take you to a fantastic local Trattoria to taste the best Chianti has to offer- Bruschette (rustic bread dripping with extra virgin olive oil, basil and ripe tomatoes) Pappardelle a la Lepra (long flat pasta with wild rabbit) and various regional specialties. "Riserva" style wines will be enjoyed with the meal, with zippy whites from San Gimignano as an aperitif. Vin Santo and Cantucci-dessert wine and Tuscan cookies, will finish off this amazing meal.

Following your delicious wine lunch, you can take in an excursion to a charming Tuscan village before returning to your hotel. If staying in Florence, you can visit the medieval walled village of Radda in Chianti, before your return. Radda is lovely, and has plenty of gourmet shops should you want to pick up some nice bottles or decanters on your gourmet day out. If staying in Siena, we will take you to the fantastic walled village of Monteriggioni. Monteriggioni is such a gorgeous little town, another "must see" if you will be visiting nearby Siena. Your guide will show you around the town, and you can relax at a wine bar, go gourmet shopping, or just enjoy the atmosphere.

Evening transfer to Florence/ Siena. End of services.

“A VIP Deluxe Wine Tasting Excursion!”

Customer Testimonial:

“Our Gourmet Wine Tour was absolutely FANTASTIC! Natalie, our guide, was very knowledgeable, very friendly and extremely enthusiastic. She also spoke excellent English so she was able to give us a very good history of the entire region and a detailed explanation of what to expect during our tour. Our 'hosts' at each winery were very cordial and made us feel very welcome. They were very relaxed and did not try to rush us through and out the door. Our 'lunch' was more like a five course dinner than a lunch. Everything was excellent. Our daughter and Natalie are vegetarians and the owner/chief came out from the kitchen to make sure the vegetarian dishes were acceptable. The wine tour was definitely a highlight of our trip. We all enjoyed it immensely and would highly recommend it to anyone. We learned a great deal and have a deeper appreciation for not only the wonderful wines but also the highly skilled and dedicated people who produce them.”

Terry, Johanna & Portia Abernathy, Iowa, USA

Whats Included:

  • Luxury Transportation to and from Florence,Siena with English speaking Chauffeur (Mercedes/ Deluxe Minivan) for the full day
  • Private Guide for the day
  • 1-2 VIP Winery Visits and Wine Tastings of Complete Range
  • Olive Oil Tasting
  • Guided walking tour of the old quarters of Radda/ Monteriggioni
  • Traditional Tuscan Lunch at a Trattoria in Wine Country
  • Wine Gift signed by the winemaker
  • All Local Taxes


This is a SAMPLE TOUR ITINERARY. Please note that our private chauffeured luxury tours are totally customized to your needs and price varies according to the number of people in your group (please note tours require minimum 2 guests), specific suppliers included, number of services included,specific dates, transport type etc. Contact us today for more information and we would be delighted to get started on a tailor made detailed itinerary with pricing for you.

  • Our tours are all chauffeured, VIP and with luxury transport- please observe ballpark pricing above.
  • inal price depends on selection of specific suppliers, and if an accompanying guide joins you with the driver or if tour is with driver only.
  • Feel free to contact us with your group size (minimum 2 guests, no maximum group size), travel dates and preferences and we will send you custom pricing.
  • Discounts available for larger groups
  • Please note that our tours are available upon demand for PRIVATE GROUPS and are not scheduled tours for mixed groups.

More Information:

All of our tours are available year round upon request for your private group of minimum 2 people. We organize unforgettable packages in Italy that include wine and adventure touring. If you would like us to customize a private high-end tour of Italy for you

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