Day Trip to Siena, San Gimignano and Chianti
Tuscan Treasures & Wine Tasting: Private Day Trip to Medieval Gems from Florence
Itinerary Highlights
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Siena: A 3-hour private walking tour takes you through this historic city. Admire the magnificent Duomo and uncover the deep traditions behind the iconic Palio di Siena horse race.
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Chianti Winery: Visit the heart of the wine region for an unforgettable wine-tasting and a delicious light lunch featuring authentic local specialties.
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San Gimignano: Discover the charm of this stunning hilltop village, famous for its medieval towers, where you’ll have free time to wander and shop.
Why book this tour
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Personalized Service: A dedicated English-speaking private driver ensures a seamless and comfortable travel.
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In-Depth Exploration: Gain deep insights into Siena’s history with a dedicated local private guide.
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Gourmet Experience Included: Enjoy a complimentary wine-tasting and light lunch at a traditional Chianti estate.
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Total Relaxation: Stress-free day trip with convenient hotel pick-up and drop-off in central Florence.
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Perfect Blend: A comprehensive tour encompassing Medieval history, Renaissance architecture and authentic Tuscan wine culture.
Description
Leave the hustle of Florence behind and delve into the authentic charm of Tuscany with this exclusive private day trip. This tour perfectly balances historic immersion and relaxing countryside enjoyment, accompanied by your own knowledgeable private driver.
Your journey starts in the spectacular city of Siena. Here, you will meet a local private guide who will lead you through its historic core, revealing the secrets of the incredible Duomo and the city’s celebrated heritage, including histories and anecdotes about the famous “Palio” horse race. Next, we travel through the picturesque scenery to the Chianti wine region. This is your chance to unwind and savor an authentic wine-tasting experience paired with a light lunch at a traditional Chianti winery.
The final stop is the iconic skyline of San Gimignano. With its striking medieval towers still intact, this charming hilltop town offers a step back in time. You’ll have ample free time to wander its ancient streets, discover local artisan shops and capture unforgettable views before your private driver safely returns you to Florence.
Things to know before the tour
This tour includes pick up and drop off at your hotel in Florence: please let us know your hotel’s name and address at the time of booking.
Important information
Dress Code: in order to enter religious sites, such as Churches, every participant must make sure they cover their shoulders and knees.
We also suggest you wear comfortable shoes, as a moderate amount of walking is involved in this tour.
Pleasenote: the order of the sites visited could change.
This tour operates in all weather conditions: please dress appropriately
Cancellation policy
Cancellations 4 days or earlier prior to the scheduled tour are subject to a penalty.
Please note Tickets and reservation are strictly not refundable. If you cancel 4 days or earlier prior to the tour we will refund you partially for the price of guide only.
No refund will be provided if you cancel your tour within 4 days prior to the scheduled tour.
Meeting point
Included
- 9 hours private driver
- 3 hours private guide in Siena
- Wine-tasting with light lunch in Chianti
Excluded
Tickets for Siena Cathedral
Tips
About the Tour
Offered in English, Spanish, French or German
Duration
9 hours
Level
Easy
Access
Audio
Private Tour
Dates and departures
Everyday except on Christmas Day and New Year's Eve
Values
- Priority Access and Expert Guidance!
- Local Staff Support
- Encounter Ancient Treasures
- Unravel Hidden Meanings in the Artwork
— What you won’t miss
You Will See

San Gimignano

Siena
— About Us
Reviews
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