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Private San Gimignano, Siena & Chianti
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Private San Gimignano, Siena & Chianti

5.0(5 reviews)
8 hour(s)
English
Skip the line
Siena, Italy

  • Explore the medieval town with iconic towers and stunning views.
  • Tour a traditional winery and enjoy a wine tasting with lunch.
  • Admire the beautiful Cathedral and its intricate design.
  • Visit the famous square and enjoy free time to explore.
  • Vegetarian menu available upon request.

Price start from

760

699.20

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Embark on an exciting full day private tour that takes you through the captivating landscapes of San Gimignano, Siena, and the scenic Chianti region, showcasing the breathtaking beauty and rich history of Tuscany. This unforgettable experience is a perfect blend of culture, nature, and fine wine, promising memorable moments at every stop.

Your journey begins in the medieval town of San Gimignano, a UNESCO World Heritage site, renowned for its well preserved architecture and picturesque towers. Spend time exploring the charming squares, majestic palaces, and historic churches that make this town a true Tuscan gem. As you wander through its narrow, cobblestone streets, take in the stunning views of the rolling hills and vineyards that surround the town, offering a perfect setting for a leisurely stroll.

Next, we head to the world famous Chianti Classico region, celebrated for its picturesque vineyards and rolling hills that define Tuscany’s landscape. Here, you will visit a traditional Tuscan winery where you'll enjoy an informative tour of the cellars and vineyards. Learn about the winemaking process and discover what makes Chianti wines so unique. After the tour, indulge in a delightful wine tasting experience, savoring exquisite wines paired with a delicious Tuscan lunch. This culinary experience allows you to fully appreciate the region’s finest flavors and local traditions.

  • Transport in air conditioned car or minivan.
  • Pick up and drop off at the Hotel.
  • English speaking driver.
  • Visit to prestigious winery.
  • Lunch.

  • Walking tour of Siena.
  • Gratuities for the guide and driver

  • Comfortable Walking Shoes
  • Weather-Appropriate Clothing
  • Sunscreen and Hat
  • Small Bag or Backpack
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Activity Provider: My Tour in Italy

Customer Reviews

5 reviews
5.0
based on 5 reviews
B

Blake

June 09, 2025
Google

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!

G

Gus

June 09, 2025
Google

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

Q

Quentin

June 05, 2025
Google

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.

H

Heather

September 09, 2022
Google

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 😊)!!

D

David

June 11, 2022
Google

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!

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Discover the wonders of Siena, Italy with this unforgettable experience. Explore San Gimignano, Siena, and Chianti on a full day private tour. Discover historic sites, stunning views, and enjoy a wine tasting at a traditional Tuscan winery. Highlights of your tour include: Explore the medieval town with iconic towers and stunning views.Tour a traditional winery and enjoy a wi...