nowthingstodo
Private San Gimignano, Siena & Chianti
Gallery 2
Gallery 3
Gallery 4
Gallery 5

Private San Gimignano, Siena & Chianti

5.0(5 reviews)
8 hour(s)
English (United Kingdom)
Siena, Italy

Free cancellation

Up to 24 hours

Instant confirmation

Mobile ticket

Modify your booking anytime

No extra fees

Best price guarantee

No hidden fees

See Siena Cathedral and historic Piazza del Campo

Visit historic churches palaces squares and local shops

Explore medieval San Gimignano and its iconic towers

Discover Chianti vineyards and traditional Tuscan winemaking

Exclusive Private Tour Of San Gimignano Siena And The Scenic Vineyards Of The Chianti Region


Embark on an exciting full-day private tour that traverses the beautiful landscapes of San Gimignano, Siena, and the scenic Chianti region. This exclusive experience is designed to showcase the stunning beauty of Tuscany, offering a deep dive into locations rich in history and culture. From the moment you depart, you will be treated to breathtaking views and a personalized itinerary that ensures an unforgettable journey through some of Italy's most iconic and picturesque destinations.


Your adventure begins in the medieval town of San Gimignano, famous for its exceptionally well-preserved architecture. You will have plenty of free time to explore its charming squares, majestic palaces, and historic churches. As you walk through the narrow cobblestone streets, you will encounter the iconic towers that define this lovely village. The surrounding countryside provides a stunning backdrop, making San Gimignano a true Tuscan gem that offers endless opportunities for photography and quiet reflection.


After exploring San Gimignano, the tour heads to the famous Chianti Classico region, an area celebrated for its rolling hills and world-class vineyards. You will visit a traditional Tuscan winery for an informative tour of the cellars and vineyards, where you will learn about the intricate winemaking process. This educational experience is followed by a delightful wine-tasting session, featuring exquisite local wines paired with a delicious traditional Tuscan lunch, allowing you to savor the authentic flavors of the region.


The final part of your private tour takes you to the historic city of Siena, where you can continue your exploration of Tuscany’s cultural heritage. With the flexibility of a private guide, you can focus on the landmarks that interest you most, ensuring a high-quality experience tailored to your preferences. This tour is the perfect way to see the highlights of Tuscany in comfort, providing a seamless blend of history, gastronomy, and natural beauty in one memorable day.

What's Included
  • Transport in air conditioned car or minivan
  • Pick up and drop off
  • English speaking driver
  • Visit to prestigious winery
  • Lunch
What's Not Included
  • Gratuities
Price start from

$ 1223.09

Contact us 24x7

Select participants and date

Excellent
star
Trustpilot
Chat now

Pickup location

Address will appear once location is loaded.

Timeslots: 09:00AM

Click "Show Pickups on Map" to open the interactive map and search for your hotel or nearby location.

Click any purple pickup marker to view its connection to your searched location and find the best pickup point.

Activity Provider: My Tour in Italy

Customer Reviews

5.0
Excellent
Based on 5 reviews
B
Blake M.Google
June 09, 2025

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 M.Google
June 09, 2025

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 M.Google
June 05, 2025

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.

Explore More Private San Gimignano, Siena & Chianti
Explore More Private San Gimignano, Siena & Chianti
Explore More Private San Gimignano, Siena & Chianti
Explore More Private San Gimignano, Siena & Chianti
+1
Day In a City

Explore More Private San Gimignano, Siena & Chianti

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 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.. This tour includes: Transport in air conditioned car or minivan.Pick up and drop off at the Hotel.English speaking driver.Visit to prestigious winery.Lunch.. 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. Duration: 8 hours . Book your Private San Gimignano, Siena & Chianti today and create memories that will last a lifetime!