We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Private Guided Tour: Siena, San Gimignano and Chianti Day Trip from Florence

Select Date and Travellers
USD 810.98
2 travellers
What to Expect
This is a typical itinerary for this product

Stop At: Duomo di Siena, Piazza del Duomo 8, 53100, Siena Italy

Followed by an authorized guide you will visit Siena!

Siena is known throughout Italy for the quality of its medieval architecture.

Upon arrival, enjoy the best local monuments such as the famous Conch-shaped Piazza del Campo and the 13th-century Siena Cathedral.

Many local shops fill the historic streets of Siena that will allow you to taste local food or buy some gifts!

Duration: 3 hours

Stop At: Chianti Road, Italy

We explore the country of Tuscany, we will drive through the chianti hills. Stop for picture!!!!

Duration: 1 minute

Stop At: Tenuta Casanova, Localita Sant'Agnese N. 20, 53011, Castellina In Chianti Italy

As an option we can organize a Lunch in a Farm where you can taste wines and organic local products. (to be paid on the spot)

This option will reduce the time in the cities of Siena and San Gimignano and exclude Monteriggioni.

Duration: 2 hours

Stop At: Historic Centre of San Gimignano, Piazza del Duomo 2, 53037, San Gimignano Italy

A pearl of medieval architecture famous for its tower houses!

Free time for the last stop in the incredible San Gimignano, a dive into the Middle Ages.

Duration: 1 hour
Show More
Important Information
Departure Point
Traveler pickup is offered
Pick up from all hotels or apartments in Florence downtown
Departure Time
9:00 AM
Return Details
Your centrally located Florence hotel
  • Hotel pickup and drop-off in Florence
  • Private luxury minivan
  • Bottled water
  • Onboard Wi-Fi (on request at reservation)
  • Private Guide in the wine cellar
  • Private Guide in the city of Siena
  • Fuel surcharge
  • Lunch
  • Gratuities
  • Entry/Admission - Tenuta Casanova
Show More
Additional Info
  • Confirmation will be received at time of booking
  • Not wheelchair accessible
  • Infant seats available
  • A maximum of 8 people per booking
  • Drivers are all extremely familiar with Tuscany and with the main destinations in Italy. They will always share information, curiosities and traditions about the area of the sightseeing and they are available at any needs.
  • Stroller accessible
  • Near public transportation
  • Most travelers can participate
  • This is a private tour/activity. Only your group will participate
Cancellation Policy
For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Traveller rating
  • 2
  • 0
  • 0
  • 0
  • 0
Traveller type
Time of year
  • Filter
  • English
Popular mentions
Simone Mazzini was amazing! So pleasant, polite, informative, funny and just a wonderful man. He took us to three wineries and each one was so very special. He even stopped on the way to take pictures of the six of us overlooking Florence. He had the patience of a saint! I
Read more
the city tour of sienna was excellent, including walk through modern city grocery market with aromatic cheeses, meats and endless wines. We were sorry couldn't linger and buy.I personally have seen sienna before, but got a better appreciation with guide's(I cannot recall her
Read more
Response from Flyer325079, Director of Sales at Private Guided Tour: Siena, San Gimignano and Chianti Day Trip from Florence
Responded 28 May 2019
Thanks so much!
Read more
About the operator

This experience only has a few reviews, but you can read what other travellers have to say about the operator.

By: Chianti Drivers
81 reviews
Amy H
Great Day Trip
This was a great day trip from Florence and Simone was an excellent driver. He stopped at Piazelle Michelangelo
Read more
Excellent private tour to Volterra / San Gimignano
My wife and I arranged a private tour from our hotel in Florence to Volterra and San Gimignano through Chianti
Read more
Sandi R
Private Day Trip Siena, San Gimignano and Chianti
Our tour guide picked us up at our apartment on the Arno River promptly and we proceeded to drive to Siena. He
Read more
Debbie F
Amazing Driver and Tour
Simone Mazzini was amazing! So pleasant, polite, informative, funny and just a wonderful man. He took us to
Read more
Campinas, SP
Fantastic wine tour
We took the wine tour in Podere Il Cocco and had lunch there. We were a party of 4 couples travelling through
Read more
Dreaming of Tuscany's Breathtaking Views, Superb Food and Wine
Thank you so much for providing such a highly qualified tour guide in Alex. We were all captivated by the beauty
Read more
Salvatore T
Private Tour
The limit of 5 stars is simply not enough! Massimo was an extremely good driver and very safe. Very knowledgeable
Read more
San Francisco, CA
Amazing day trippers!
I have a family of 12 people who stayed at a villa in Tuscany for 3 weeks. During that time, we used Chianti
Read more
Private Tour with Simone
Simone our English speaking guide was very friendly, attentive and knowledgeable. Despite the heat, we had a nice
Read more
Rosie J
Private Tuscany Tour
Simone our guide was very pleasant and knowledgeable. His love of Tuscany was evident and infectious. It was a
Read more
Michelle A
Horrible value - very overpriced
We loved the vineyard and all of the food and wine that we tasted. However, the price of this tour merely included
Read more
Private trip with Cristian
A day well spent. Had a private tour booked to visit Siena and San Giminango . Cristian was a vetti resourceful
Read more
Private trip from florence with Cristian
Had a wonderful trip to Siena, Sam gimignano area. Our guide Cristian was amazingly helpful n knowledgeable.
Read more
Fort Wayne, Indiana
Great time!
Our driver, Alex, was excellent! We had made reservations for lunch at Daro's restaurant, and he planned our day
Read more
Wonderful day in Tuscany
We had a great time on this tour with our guide/driver Alex. He knew a lot about where we were going and was very
Read more
Key Details
  • Duration: 9h
  • Mobile Ticket Accepted
  • Instant confirmation
  • Hotel Pickup
  • Languages Offered: English, French, Italian, Spanish
Why Book on TripAdvisor?
  • Free Cancellation up to 24 hours in advance
  • Low Price Guarantee
  • No Booking Fees
  • Secure Payments
  • 24/7 SupportCall:0061 (87) 2285 255