









8 hour(s)
English
Included
Discover a unique 3-meter underground winemaking facility
Guided tour with expert insights into wine production and history
Wine tasting in an elegant and refined tasting room
Visit Radda in Chianti with its ancient stone walls
Explore Castellina in Chianti, rich in history and culture
€ 760
€ 699.20


Free cancellation and unlimited rescheduling leads to total flexibility while you plan your travels
Lowest Price Guarantee — no other provider offers this tour for less


Our journey through the enchanting Chianti region begins at a renowned winery nestled in a breathtaking 17th-century farmhouse that overlooks the picturesque village of Gaiole in Chianti. Surrounded by 35 hectares of beautifully cultivated land, including 16 hectares of thriving vineyards, this estate offers the perfect introduction to Tuscany’s winemaking heritage. One of the winery's unique features is a 3-meter underground section used in its advanced winemaking process, designed to preserve the integrity and flavor of each vintage. As you explore the estate, an expert guide will provide an in-depth look into the winery’s history, production methods, and the elements that distinguish its exceptional wines. The visit concludes with a delightful wine tasting in a refined tasting room, allowing you to savor the results of generations of passion and expertise.
Following the winery experience, we will venture to several iconic locations in the Chianti region that embody the area's charm and tradition. In Radda in Chianti, visitors can admire the village’s ancient stone walls and meandering lanes that echo centuries of history. Our next stop is Castellina in Chianti, where cultural treasures and scenic beauty converge in perfect harmony. We will also explore the Gallo Nero village, a symbol of authenticity in the Chianti wine classification, followed by a visit to the tranquil Badia a Passignano Abbey, a site of spiritual and historical significance. The tour concludes in the idyllic hills of Panzano in Chianti, where panoramic views of the rolling landscape invite reflection and a true appreciation of the Tuscan countryside’s timeless beauty.
Transport in air-conditioned car or minivan
Pick up and drop off at the Hotel
English-speaking driver
Visit to a prestigious winery
Gourmet lunch
Stopover in medieval villages for shopping and sightseeing
Extras
Comfortable Walking Shoes
Weather-Appropriate Clothing
Sunscreen and Hat
Small Bag or Backpack
Sunglasses
Vegetarian menu available on request. Inform us of dietary restrictions when booking
Be ready 15 minutes before the scheduled pick-up time
Confirmation will be received at time of booking
Type in your hotel/accommodation to see how far the attraction or departure point is.
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Indescribable tour from the wine to the Vespa’s. Samuele was a fantastic guide, couldn’t imagine a better one. Seeing the older villas/towns was awesome and really gave some perspective. Samuele gave some great, interesting facts and overall was one of the best experiences I’ve ever had!

Samuele was an absolute fantastic guide, had a great time on the Vespa and got to see incredible views. The service was unreal and was an unforgettable experience, I would do it 100 times over again. Surreal experience and couldn’t have asked for a better guide. Thank you so much

Outstanding and really special. We arranged a Chianti wine tasting with transportation for 20 directly from our villa. Valentina was wonderful to work with from start to finish. The vineyards we visited were outstanding and felt like special finds off the beaten path. Our lunch was under a beautiful arbor and the food was delicious. We’ve done a lot of vineyard tours in our travels over the last 20 years and this was hands down the best. Highly recommend Tuscany Private Tour.

We had a fabulous time with Private VESPA Tour in Tuscany from Florence! Jessica, our guide, was phenomenal in every way—fun, engaging, professional, knowledgeable, and interesting! The wine-tasting and lunch at the vineyard was amazing, and the tour was exciting! If you enjoy Vespas, we highly recommend the tour—and be sure to ask for Jessica (she’s the best 😊)!!

Simply put - molto speziale! We had an incredible time with Leonardo. We had tons of information, tons of input, and did a great job waking the fine job between being a tour guide and allowing us private space. The selection of homes in Tuscany was immaculate. The families were very friendly and offered top food and scenes. The wines were excellent. The driving was safe and comfortable. Leonardo was very special and friendly. Thank you! Mil grazie!



