Private Tour

PRIVATE Full-Day Siena, San Gimignano and Chianti from Florence

Overview

Available languages

English

Italian

Mobile ticket

• EXPERIENCE FOR YOUR PRIVATE GROUP •

With this fascinating tour you will discover a unique part of Tuscany in a private day-trip from Florence. With an expert local driver/guide, immerse yourself in the renowned Chianti wine region and explore the cities of Siena and San Gimignano. You will tour historic landmarks such as Piazza del Campo in Siena, home to the annual Palio, and the medieval towers of San Gimignano. Add an optional, unforgettable lunch to savor traditional Tuscan wines and specialties in a local organic farm or winery!

• 8/9-hr Full-Day private tour of Tuscany

• Visit the medieval cities of Monteriggioni, San Gimignano and Siena

• Hear live commentary of the wine cellars by your guide

• Taste Craft Chianti Classico wine at a local vineyard (option)

• Pick-up and drop-off at your Hotel or at the address provided

• Travel in a Mercedes-Benz minivan

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

In case of rain the umbrellas are provided by your driver.

Kindly share your mobile number for an easy communication during the pickup

This tour/experience will have a maximum of 7 travelers (your private party).

With agreements during the reservation we can organize lunch in winery, this is a highly recommended experience, especially for the wine lover. Dedicated lunches for people with cilia, allergies or vegetarians. (This option will exclude the possibility to visit the fortress of Monteriggioni). **Lunch in winery available (as an option on request) at an extra cost 55€pp to 65€pp per person. **

Departure is suggest at 9:00am. Pick-up time can be choise during the reservation

Authorized guide not included

Minors under 18 years old are not allowed to drink alcohol (wine tasting)

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

What‘s Included

Unlimited cold mineral water

English-speaking licensed driver

On-Board WiFi

Private transportation by Mercedes-Benz MiniVan, Air-Conditioned

Free time in Siena and San Gimignano

Pick-up and drop-off at your selected hotel/location (in Downtown Florence)

Meeting and Pickup

Pickup points

Select a pickup point

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!

2 hours • Admission Not Applicable

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.

Admission Not Applicable

Options

Private Group

Pickup included

Reviews

5.00

233 reviews

Total reviews and rating from Viator & Tripadvisor

232

Great time with Alex in Tuscany
D6150LGannp,
Nov 4, 2025
- Review from Tripadvisor
5.00
We just had a wonderful time with Alex today. He was so thoughtful for calling the hotel to make sure he knows where to drop us off without glitches. He also made reservations for our lunch in such a quaint beautiful farm in San Gimignano. The drive was smooth, well planned and we felt so comfortable with him taking care of all the details. He went out of his way to make sure we know where to go and not get lost. He always welcomed us back with a big smile and stayed with his words for being only 5 min away so he gave us space to enjoy our time in Siena. Highly recommend Alex to all our friends next time we come to the breathtaking Tuscany.
Excellent experience
O953FDneilf,
Nov 4, 2025
- Review from Tripadvisor
5.00
Excellent day trip. Tour guide was very knowledgeable about the Tuscany region and was accommodating for my mother who has trouble walking. To end the day he took us out of the way to get a beautiful view of Florence. Definitely recommended.
Trip to Siena and San Gimignano with Alessandro (Alex)
cropart,
Oct 30, 2025
- Review from Tripadvisor
5.00
Although it ended up being a very rainy day, we had a great time. Alessandro was a wonderful and accommodating guide and driver. He clearly knew a lot about the history of the area and shared his knowledge generously. He was kind and of good humor.
We loved our trip with...
Judy L,
Oct 16, 2025
- Review from Viator
5.00
We loved our trip with Alesondros. He was very knowledgeable about the area. We had a lovely lunch inside a medevil village.He was also punctual in picking us up.
Unforgettable day in Tuscany with Alessandro.
Deirdre P,
Oct 15, 2025
- Review from Tripadvisor
5.00
We had an excellent tour of Tuscany today with Alessandro. He was an outstanding guide and driver, and our day with him has been a highlight of our trip to Italy. He planned an itinerary for us so we were able to explore Siena, Monteriggioni and San Gimignano at leisure. He also booked an excellent restaurant for lunch for us. His knowledge of and love for Tuscany is obvious. He is a true professional. He contacted us well in advance of our trip to ask us our preferences for the day. We felt fully confident that our day would be amazing, and it absolutely was. Thanks again, Alex.
Great day!
T6584DDnicolew,
Oct 13, 2025
- Review from Tripadvisor
5.00
We had a wonderful day visiting the Tuscan region. Alessandro was so helpful and knowledgeable! He shared so much information about all the places we visited!
You need to book this ASAP
Zalma S,
Oct 8, 2025
- Review from Viator
5.00
I cannot recommend this enough! My husband and I booked this for our honeymoon and it was such a great experience!! It was so wonderful to get to know the Tuscany countryside and Alessandro was just the greatest guide ever, he explaines everything to perfection and gives you free time to explore on your own. We will always remember this experience, it was one of the best days of our honeymoon. Please do not hesitate to book the optional wine tasting it was a once in a lifetime experience and everything was delicious!!!
Great day in Tuscany!
F8108UEmegand,
Oct 7, 2025
- Review from Tripadvisor
5.00
Alessandro was a wonderful guide for a day in Tuscany! We were grateful for all the knowledge and stories he shared of the areas we visited. He managed the day very smoothly and flexibly based on our preferences/timing. We also enjoyed a great lunch and wine tasting at a beautiful winery. Highly recommend to those looking for an easy and fulfilling tour.
Day out in Tuscany from Florence
NurseCarrie,
Oct 3, 2025
- Review from Tripadvisor
5.00
We had a lovely day out with Alessandro to Sienna, lunch and wine tasting at Marronaia and some time in San Gimignano. Alex provided a lot of information on the history of the region, interesting details on the various wines of the region and gave great recommendations for restaurants and gelato in Florence. We would recommend Alessandro for any guided tour needs. (We were a group of 7 ).
Great tour to the countryside near Florence
cirrusav8r,
Sep 26, 2025
- Review from Tripadvisor
5.00
Great tour! Alessandro arrived right on time and took us to small villages in Tuscany. Along the way he gave us history of the area and what we were seeing, and arranged a guide to show us around Sienna. The ride was comfortable, water was provided, and plenty of stops for snacks along the way plus lunch at a great restaurant. This is a great tour!