Recently Viewed
Small-Group Tuscany Tour: Siena, San Gimignano, Wine
4.9
1,675 Ratings
Firenze
Immerse yourself in the art, history, landscapes, food, and wine of Siena and San Gimignano on this small-group tour from Florence. Enjoy personalized attention, a licensed guide, and a delicious Tuscan lunch.
Immerse yourself in the art, history, landscapes, food, and wine of Siena and San Gimignano on this small-group tour from Florence. Enjoy personalized attention, a licensed guide, and a delicious Tuscan lunch.
Duration:
10 hours
Cancellation:
24 hours
Highlights
- Piazza del Campo - Piazza del Campo
- Duomo di Siena - Siena Cathedral
- Walls of Monteriggioni - Monteriggioni
- Agriturismo Tenuta di Mensanello - Visit the estate, have a look at the old wine cellars. Take a seat and relax while enjoying a light lunch of seasonal Tuscan delicacies paired with a selection of great wines.
- **Historic…
- Piazza del Campo - Piazza del Campo
- Duomo di Siena - Siena Cathedral
- Walls of Monteriggioni - Monteriggioni
- Agriturismo Tenuta di Mensanello - Visit the estate, have a look at the old wine cellars. Take a seat and relax while enjoying a light lunch of seasonal Tuscan delicacies paired with a selection of great wines.
- Historic Centre of San Gimignano - Explore the medieval hill town of San Gimignano. Famous for its splendid skyline of tall medieval towers, have free time to explore on your own. Discover the main street full of typical shops, have a look at the Collegiata (main church), or enjoy a gelato.
What's Included
- Small group day trip to Siena and San Gimignano from Florence
- Free time in San Gimignano
- 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
- Professional and informative English speaking guide + driver
- Guided walking tour of Siena…
- Small group day trip to Siena and San Gimignano from Florence
- Free time in San Gimignano
- 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
- Professional and informative English speaking guide + driver
- Guided walking tour of Siena highlights + free time in Siena
- Optional: Entrance fee + tour of Siena Cathedral € 15pp payable to the guide Not available on Sun
What's Not Included
- Hotel pickup and drop-off
- Gratuities
- Hotel pickup and drop-off
- Gratuities
Additional Information
Take pleasure in the exceptional grade of this intimate group tour - an ideal venture to explore art, history, views, cuisine and wine in a calming and cozy style with more customized care in a smaller group. Set off from Florence, discover Siena’s features with the guidance of a licensed tour guide, appreciate the stunning scenery of Tuscan, savor…
Take pleasure in the exceptional grade of this intimate group tour - an ideal venture to explore art, history, views, cuisine and wine in a calming and cozy style with more customized care in a smaller group. Set off from Florence, discover Siena’s features with the guidance of a licensed tour guide, appreciate the stunning scenery of Tuscan, savor authentic Tuscan meals complemented with fine wines, and conclude your day unwinding in the quaint hilltop town of San Gimignano.
- 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.
Location
Piazzale Montelungo
WHEN: 7:45am (at the latest)
WHERE: on the left side of the street, opposite to the parking lot
HOW: Look/ask for the PRESTIGE RENT staff, close to a red flag and the checkin table
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
4.9
(1675 Ratings)
5 stars
4 stars
3 stars
2 stars
1 star
Kirsten_s
Dec 23, 2025
Amazing way to experience Tuscany - Great way to experience Tuscany. Jonathan was a great guide- so informative and made it fun for my entire family.
Review provided by Viator
Roberta1204
Dec 18, 2025
An absolutely wonderful day in Tuscany! - Lorenzo and Alessio led an absolutely wonderful tour through Siena, San Gimignano and the wine country of Tuscany. Native to the area, our guides presented the history and highlights of the area with knowledge and passion. Lunch and wine tasting at a family owned vineyard were terrific. All in all, a perfect day. Highly recommended!
Review provided by Tripadvisor
Thomas_b
Dec 16, 2025
Visit as with two local friends - Even though the other guests did not turn up Francesco our driver/guide and Lorenzo our guide for Siena happily treated us to a private tour full of fun and key facts about the locations we visited and the people living there; a thoroughly pleasant experience.
Review provided by Viator
Suzanne_s
Dec 15, 2025
1000% would do again - 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.
Review provided by Viator
Sarah_p
Dec 10, 2025
Best way to see Tuscany! A beautiful day with terrific tour guides. - 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!
Review provided by Viator
Julieanne_c
Dec 9, 2025
Great trip - 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.
Review provided by Viator
H2915acmichaelp
Dec 8, 2025
Tuscany Comes Alive with Lorenzo — A Must-Do Experience - 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.
Review provided by Tripadvisor
Robinf428
Nov 29, 2025
A perfect day in Tuscany! - 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!
Review provided by Tripadvisor
68lanat
Nov 24, 2025
Best small group tour! - 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!
Review provided by Tripadvisor
Donald_w
Nov 15, 2025
A great tour of Tuscany highlights - 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.
Review provided by Viator
