Private Tour
PRIVATE Full-Day Siena and Chianti Classico Wine Experience.
Overview
Available languages
Mobile ticket
• EXPERIENCE FOR YOUR PRIVATE GROUP •
Leave behind the bustling city of Florence with a private full-day tour in a luxury Mercedes Minivan. Stroll through the Gothic streets of Siena and discover the black-and-white art and architecture of its historic center, a UNESCO heritage site. Taste renowned Chianti wines and authentic Tuscan cuisine in famous family-owned cellars of local olive oil and aged balsamic vinegar.
• 8hr Full-Day private tour of Siena and Chianti from Florence
• Pick-up and drop off at your selected hotel/ location (Florence Down Town)
• Private transportation by minivan, Air-Conditioned
• Tasting of cold cuts and cheeses from the exceptional Falorni butcher shop
• English-speaking licensed driver
• Learn about local history, food and culture
• On request we can organize Lunch in Farm or Winery. (highly recommended)
Additional Info
Infants and small children can ride in a pram or stroller
Public transportation options are available nearby
Specialized infant seats are available
Suitable for all physical fitness levels
Departure is suggested at 9:00am
In case of rain, umbrellas are provided by your driver
A confirmation is appreciated the day before the appointment by e-mailing or via iMessage or WhatsApp
Minors under 18 years old are not allowed to drink alcohol (wine tasting)
You will be picked up directly at your hotel or address provided at the time of booking at the exact time of the start of the tour.
Upon request, during the reservation we can organize lunch in wine cellars or on farms, this is a highly recommended experience, especially for wine lovers. (We also offer vegetarian and gluten-free lunches, and accommodate allergies. Upon request 24hrs before the tour).
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What To Expect
Siena
Siena is one of the most popular and visited places in Tuscany. It is known throughout Italy for its distinguished medieval architecture. Upon arrival, explore its rich history and art, through its notable local monuments such as the famous seashell-shaped Piazza del Campo and the outstanding Siena Cathedral. Many local shops fill the historic streets of Siena, a great opportunity for you to taste local food or buy some gifts!
Duomo di Siena
The Cathedral of Santa Maria Assunta is the main location of Catholic worship in Tuscany, and the diocese of Siena. The building is located in the square of the same name in the center of the city. Built in Italian Gothic style, it is one of the most significant and spectacular churches built in Italy.
What‘s Included
Local guide tour in winery
Tasting of cold cuts and cheeses from Falorni butcher
On-Board WiFi
Private transportation by minivan air-conditioned
Unlimited cold mineral water
Pick-up and drop-off at your selected hotel/location (in Downtown Florence)
Lunch and wine tasting on farm or winery (to be paid on-location from 50€pp to 60€pp)
Wine tasting (to be paid on-location from 30€pp to 40€pp)
Private city guide.
Pickup points
Select a pickup point
Options
Private Van: Siena & Chianti Wine Experience.
Pickup included
Reviews
21 reviews
Total reviews and rating from Viator & Tripadvisor
Fabulous Day
Companion372983,Mar 7, 2026
- Review from Tripadvisor
5.00What a perfect day with Alessandro. Thank you for a wonderful day. We appreciate you giving us an amazing tour of Tuscany. I would highly recommend booking this tour. Alessandro has plenty of knowledge of the area since he was born and raised here. He took us to some of his favorite hidden gems and gave us fun facts along the way. If you want a quintessential Tuscany day this is for you. You can customize it anyway you want but we let Alessandro pick for us and he delivered. Thanks again for a memorable day. Jackie & Tom
Siena day trip and wine tasting
L9992DDlisab,Nov 29, 2025
- Review from Tripadvisor
5.00An absolutely beautiful day with Alessandro as our driver. He goes above and beyond! We highly recommend him. A perfect way to visit Siena and top it off with a winery tour and exquisite lunch on their veranda. Thank you for a lovely tour!
Sienna, wine tour and a fun personalized day of exploring Tuscany!
Stay615656,Oct 8, 2025
- Review from Tripadvisor
5.00Alessandro provided a five star touring day! Highly recommend! The best way to tour Sienna, wine country is with a private driver! UniqueTuscany Tours with Alessandro is a perfect choice!
Wedding celebration for my oldest granddaughter.
solorisg2025,Sep 11, 2025
- Review from Tripadvisor
5.00Great experience.. Alessandro was very courteous and knowledgeable about every detail in everything we wanted to know. My first time in Italy.
Great day in Tuscany!
546faithy,Jan 16, 2024
- Review from Tripadvisor
5.00Had the best day with Alessandro. We went to the beautiful city of Siena, had lunch and a wine tasting at a boutique winery/farm and another tasting at a family winery/farm. Both made organic wine and evoo that were very high quality. Able to ship wine home. Alessandro planned the day according to our preferences and was very knowledgeable about the Tuscany area and pleasant to be with. Highly recommend!
A Tuscany Experience
339oscarq,Sep 7, 2023
- Review from Tripadvisor
5.00Alessandro was a great tour guide during our stay at Florence. Great communication from the outset with him at all times. We booked 2 all-day tours to visit Sienna, San Gimignano, Chianti, Volterra and other spots in Tuscany. Great conversation and nice recomendations to get the most of our trip. Absolutely recommend Alessandro to have an easy going and relaxed road trip around the Tuscany area.
Fun times in the Tuscan countryside
robertn7321,Jun 14, 2022
- Review from Tripadvisor
5.00Great service and a fun tour through the Tuscan countryside. Beki was our driver and had lots of great suggestions and knowledge of the area.
An unforgettable day in Tuscany
Anne M,Apr 4, 2022
- Review from Tripadvisor
5.00What a wonderful way to spend a Sunday in Tuscany. We were a group of four and booked the private day trip to Siena and Tuscany with the Winery lunch. Alessandro picked us up from our hotel in Florence and we headed out for Siena. We enjoyed a few hours in Siena followed by a few stops to tiny medieval villages and then an unforgettable lunch and wine tasting at a small winery. Alessandro was so friendly and informative, telling us all about the region, the wines and history. We were the only ones at the winery and it was amazing having the opportunity to try wines from a very small production winery. After lunch we visited another winery before heading back to Florence. Do not hesitate to book this tour - we saw sites we would have never found on our own and enjoyed a quiet off season day in Tuscany. Alessandro was a wonderful host and guide and we would book another tour in a heartbeat. Thank you!
What’s Italy without wine?
Andre W,Dec 1, 2021
- Review from Viator
5.00Great combination of historic sights in Siena and visits to two wonderful small vineries. We learned a lot about the area from our friendly guide Alessandro, and the vine and food tastings were fantastic.
An incredible experience in Tuscany
AAM0404,Nov 26, 2021
- Review from Tripadvisor
5.00This tour was an unforgettable experience. From the moment we were picked up, Alessandro was engaging, fun and made us feel at home. Throughout our trip, he shared so many fun facts and details about the region, the wine, and the sites we were visiting. Siena was so beautiful and San Gimignano was so charming. However, the best part of our day was lunch at a villa. Alessandro arranged it for us and it was the highlight of our trip. From the food, to the wine, to the views…we could not have asked for anything better. We appreciated his flexibility and ensuring that all of us had a wonderful time. I would highly recommend him to anyone that is looking for a wonderful and unique experience. Grazie!
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