Available languages
10 hours
Mobile ticket
Enjoy the high quality of this small-group tour - the perfect experience in order to discover art, history, landscapes, food and wine in a comfortable and relaxed way with more personalized attention of a small group. Depart from Florence, see the highlights of Siena through the eyes of a licensed guide, admire the marvelous Tuscan landscape, taste genuine Tuscan food paired with great wines, and finish your day relaxing in the hill top village of San Gimignano.
Infants and small children can ride in a pram or stroller
Public transportation options are available nearby
Suitable for all physical fitness levels
Vegetarian & gluteen free, can be accommodated, please advise at time of booking under special requirements.
Siena Cathedral is not accessible on Sundays and during celebrations
Luggage can be stored on the bus during the tour, if needed
Return at departure point: approx. 6:00pm. To reserve other activities, allow plenty of time, in case of heavy traffic, etc.
Entrance fees + guided visit inside the Siena Cathedral, can be purchased directly from your guide, on the day of the tour - Euro 15,00 per person. Not available on Sundays or during celebrations
For cruise ship passengers only: if your ship docks at Livorno or La Spezia Port, be advised that the driving time to the meeting point in Florence is approx. 2 hours. Before booking, be sure your ship schedule works with our departure times, and you have your own transportation arranged from the port to Florence and back.
This is a shared tour and you will be expected to maintain the pace of the group. If you have limited mobility we highly recommend to book a private tour for your best enjoyment.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Piazza del Campo
Piazza del Campo
Duomo di Siena
Siena Cathedral
Free time in San Gimignano
Small group day trip to Siena and San Gimignano from Florence
Lunch at a Tuscan winery, paired with their excellent red wines
Roundtrip transportation by air-conditioned minibus or minivan (Mercedes or similar) with free wi-fi
Optional: Entrance fee + tour of Siena Cathedral € 15pp payable to the guide Not available on Sun
Professional and informative English speaking guide + driver
Guided walking tour of Siena highlights + free time in Siena
Hotel pickup and drop-off
Gratuities
Siena and San Gimignano Tour: Siena and San Gimignano: Small-Group Tour with Lunch from Florence
LATEST CHECK IN 7:45AM
1,671 reviews
Total reviews and rating from Viator & Tripadvisor
Suzanne S,,Dec 15, 2025
- Review from Viator
Wonderful experience! The tour ran very punctually. There was the right balance of speaking and quiet time. Lorenzo was friendly and a pleasure to have as a tour guide.



Sarah P,,Dec 10, 2025
- Review from Viator
What an amazing day! Lorenzo and Alessio drove us around the beautiful Tuscany Countryside. The bus was a very comfortable way to travel. Lorenzo was a fun wealth of information as we visited Siena and San Gimignano. So many gorgeous places to discover and learn about. The lunch of different wines and a variety of foods at the Vinyard was amazing! We learned about wine and olive oil production and had awesome views of the countryside. I feel so fortunate to have participated in this journey. Best day!
julieanne c,,Dec 9, 2025
- Review from Viator
Not really a small group tour with 17, but Lorenzo was an excellent tour guide and our driver Alessic was also knowledgeable. Lovely hastle free day.
H2915ACmichaelp,,Dec 8, 2025
- Review from Tripadvisor
A Perfect Tuscan Day With Lorenzo & Prestige Rent If you’re visiting Tuscany, do yourself a favor and book a tour with Lorenzo from Prestige Rent. We spent the entire day exploring the vineyards of Chianti, the medieval towers of San Gimignano, and the breathtaking beauty of Siena, and it was hands down one of the best experiences of our entire trip to Italy. From the moment we met him, Lorenzo set the tone: warm, knowledgeable, and genuinely passionate about his region. He didn’t just recite facts — he brought the history to life. As we drove through the rolling Tuscan hills, he explained the traditions behind Chianti Classico, the families who shaped the area, and the subtle differences between vineyards, soils, and wine-making styles. You could tell he truly loves what he does. San Gimignano (or as Lorenzo taught us — “San Jìminyano,” with that perfect Italian G!) was incredible. Lorenzo guided us through the village like a local, pointing out hidden corners, the best spots for panoramic views, and sharing stories about the rival families who built those iconic towers. Without him, we would have missed so much of what makes the town special. Siena was equally unforgettable. From the Piazza del Campo to the traditions of the Palio horse race, Lorenzo broke everything down in a way that was fun, engaging, and easy to connect to. He kept the whole group entertained and moving, and somehow made the centuries of history feel alive beneath our feet. The vineyards we visited were exceptional — incredible wines, unbelievable scenery, and the kind of peaceful atmosphere that makes you want to stay forever. Lorenzo’s relationships with the wineries clearly matter; everywhere we went, we were welcomed like family. Overall, this was a magical, seamless, perfectly curated day. Lorenzo didn’t just show us Tuscany — he gave us a deeper appreciation for its culture, its people, and its flavors. If you don’t book this tour, you will miss out on one of the most authentic experiences Italy has to offer. Thank you, Lorenzo, for a day we’ll remember for the rest of our lives.







robinf428,,Nov 29, 2025
- Review from Tripadvisor
Our group of 6 including parents, grandparents and kids had an amazing time on this all day tour. Nino and Lorenzo were amazing and we had a great time visiting Siena and San Gimignano with plenty of time to wonder on our own in addition to great historical information from Lorenzo. Even though this stops at a winery for lunch, it’s still kid friendly and our teens loved the views and experience. If you’re staying in Florence but want to see the countryside, this is a great option!

68lanat,,Nov 24, 2025
- Review from Tripadvisor
Alessio, our driver, was great - informative, spoke very Good English, and we had great time! We were lucky as there was only 1 other couple with us so our tour felt very private. Lorenzo , our guide in Siena, was funny, knowledgeable and easy going. The lunch was a great addition to our tour! Tasty, plenty of wine to taste! San Gimignano was amazing- the duomo, the tower, little streets, just incredible! We would highly recommend this tour for one of a lifetime experience!







Donald W,,Nov 15, 2025
- Review from Viator
Although I am happy to give this tour an outstanding reading unfortunately this is the fourth time I have tried to provide you with details. On each other occasion, the information I provided has vanished and your system does not maintain what was previously written. This tour was particularly well thought out and planned. Each of the three stops was allocated with appropriate time to both learn about the area and to explore on your own. Our guide/driver, although quite knowledgeable made a good decision by involving a local expert in conducting the walking tour of Siena, who had vast local experience and many stories to tell. The selection of a winery was also well thawed out a brief but thorough explanation of the processing process for both wines and olives was just right and the luncheon and tastings were better than most. Our final stop was San Gimignano, a medieval walled community. Our guide gave the group a brief overview of the community and a walk through a portion of the community before encouraging us to explore the rest of the town. He gave us great information about which gelato store was actually voted the world‘s best in 2024. As the trip came to an end, he asked each of us to tell him where we were staying so that he could drop us off very close to where we needed to be at the of our journey together.
LB3086,,Nov 12, 2025
- Review from Tripadvisor
This was an excellent choice. The tour of siena was informative and entertaining and the wine tasting lunch was fun and at a beautiful, scenic location. The tour group was small - a very good thing! Highly recommend.



Amy S,,Nov 8, 2025
- Review from Viator
Lorenzo was a fantastic guide! He spoke very good English & was very knowledgeable. There was just enough time at each place to see the highlights & have free time. We got back in plenty of time for a stroll in Florence & dinner. Highly recommend!
James M,,Nov 7, 2025
- Review from Viator
Very enjoyable experience with professional tour guides. Really a perfect day with low stress and good pace.
Operated by Prestige Rent