Tuscany Tour Siena - San Gimignano - Winery
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September 2026
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Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
5.0/5
Based on 6 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Tuscany Tour Siena - San Gimignano - Winery worth booking?
Tuscany Tour Siena - San Gimignano - Winery is a 8-hour experience in Florence, Italy, from $790 per person. It scores 53 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 5/5 rating across 6 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 53 / 100
- Rating
- 5/5 (6)
- Duration
- 8 hours
- From
- $790 per person
Our exclusive food and wine tour begins in Siena, one of the most fascinating cities in Tuscany. The day begins with a visit to the majestic Siena Cathedral, known for its splendid Gothic architecture and the artistic tr
What you get
About this experience
Our exclusive food and wine tour begins in Siena, one of the most fascinating cities in Tuscany. The day begins with a visit to the majestic Siena Cathedral, known for its splendid Gothic architecture and the artistic treasures it houses. After exploring Siena, we head towards San Gimignano, the "Manhattan of the Middle Ages", famous for its historic towers and its charming historic center. The tour continues towards the Chianti hills, the beating heart of the Tuscan wine tradition. Here, an unforgettable gastronomic tour awaits you. We will visit a renowned local winery, where you can taste the fine Chianti Classico wines, accompanied by a delicious lunch based on typical Tuscan specialities.
What's included
Included
- Private transportation
- Greet & Meet English Speaking Driver
- In-vehicle air conditioning
Not included
- Lunch
What you'll see and do
Duomo di Siena
The Cathedral of Siena, known as the Cathedral of Santa Maria Assunta, is one of the most important Italian Gothic churches. Located in the historic center of Siena, it is famous for its facade decorated in white, green and red marble, full of sculptures and ornaments. Construction began in the 12th century and continued for several centuries, involving artists such as Nicola and Giovanni Pisano. The interior of the Cathedral is equally magnificent, with an inlaid marble floor depicting biblical and allegorical scenes, the work of various artists between the fourteenth and sixteenth centuries. The Piccolomini Library, frescoed by Pinturicchio and his students, is another notable attraction, as is the pulpit sculpted by Nicola Pisano. The Cathedral also houses works of art of great importance, including the Maestà by Duccio di Buoninsegna and the statue of San Giovanni Battista by Donatello. This architectural masterpiece is also an important treasure chest of artistic and historical treasures.
90 minutes here · Admission not included
San Gimignano
San Gimignano is an enchanting medieval village located in the province of Siena, in Tuscany. Famous for its medieval towers, which have earned it the nickname "Manhattan of the Middle Ages", San Gimignano retains its historical appearance intact. In the period of maximum splendor, there were 72 towers, built by noble families to show their wealth and power; today there are 14 left. The historic center of San Gimignano, declared a World Heritage Site by UNESCO, is characterized by picturesque squares, cobbled streets and stone buildings. The Piazza della Cisterna and the Piazza del Duomo are the beating hearts of the city, where the Palazzo del Popolo, the Collegiate Church of Santa Maria Assunta and the Civic Museum are located. San Gimignano is also famous for the production of the white wine Vernaccia di San Gimignano and for its saffron. This charming village attracts visitors from all over the world thanks to its unique historical, cultural and gastronomic heritage.
60 minutes here
Strada Statale 222 Chiantigiana
Having a wine taste lunch along the Chianti Road is an unforgettable experience. You can visit historic and modern cellars, where the winemakers will guide you in tasting their fine wines, accompanied by delicious typical Tuscan dishes. You will taste the famous Chianti Classico, known for its balance and complexity, combined with local specialties such as cured meats, cheeses, bruschetta and homemade pasta.
150 minutes here · Admission not included
Where it starts and ends
Hotel pickup
Pickup is included for all travelers. Pickup begins about 10 minutes before departure.
Options you can book
LUXURY VAN TOUR
Sedan: 7 seater sedan Mercedes-Benz V Class Pickup included
LUXURY SEDAN TOUR
NPV: 3 Seater Sedan Mercedes-Benz E Class Pickup included
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, it, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 7 travelers per booking
- Operated by
- Geda Tours & Transfers Di Botosneanu Elvis-Traian
Know before you go
- Public transportation options are available nearby
- Infants are required to sit on an adult’s lap
- Suitable for all physical fitness levels
- Remaining time of 3 hours will be used for transfer from one point to another
- The driver will give information about tourist spots based on his knowledge
Photos
What travelers are saying
Outty’s summary of the themes that recur across 6 traveler reviews. Written by us, not quoted from reviewers.
The guide
4 mentionsTravelers single out the guide as the reason the experience works.
Knowledge and storytelling
4 mentionsReviewers describe the commentary as informative rather than scripted.
Food and drink
3 mentionsThe tastings and food stops are a highlight for most reviewers.
Traveler reviews
6 verified traveler reviews for Tuscany Tour Siena - San Gimignano - Winery. Ratings and reviews provided by Viator and Tripadvisor.
Best Way to See Tuscany from Florence.
If you are booking the Siena, San Gimignano, and Winery tour with Geda Tours & Transfers, you absolutely need to request Leonardo as your driver! He was nothing short of amazing and completely elevated our entire experience in the Tuscan countryside. From start to finish, the logistics were flawless. The tour company handled all the heavy lifting, pre-reserving an outstanding wine tasting and an incredible lunch for us so we didn't have to worry about planning a single detail. Leonardo went above and beyond as our guide for the day. He had fantastic local recommendations, steering us toward wonderful local shops to browse and making sure we stopped to eat some of the absolute best, most authentic gelato of the trip. What really set Leonardo apart was his exceptional level of service and situational awareness. He was incredibly strategic with his routing, ensuring we got curb-to-curb drop-offs as close to the monuments as possible. This allowed us to see all the heavy-hitting sights in Siena and San Gimignano without exhausting my mom with massive amounts of uphill walking. Leonardo is professional, highly knowledgeable, and just a genuinely great guy to spend the day with. We cannot recommend him and Geda Tours & Transfers Di Botosneanu Elvis-Traian enough. A 10/10 experience.
Response from the operator: Thank you so much for your wonderful review and for taking the time to share your experience. We are truly delighted to hear that you enjoyed your day exploring Siena, San Gimignano, and the Tuscan countryside with us. Your kind words about Leonardo mean a great deal, and we will be sure to share your compliments with him. Our goal is always to provide a seamless, comfortable, and memorable experience, and it is incredibly rewarding to know that we were able to contribute to such a special day for you and your family. Thank you again for choosing Geda Tours & Transfers. We hope to welcome you back to Tuscany in the future.
via Tripadvisor
Our trip to Florence was made even better by the last-minute decision to call Elvis.
We felt like royalty for the entire day! Five Stars! The car and company was first class. Elvis was not only a driver but an incredible tour guide for us.
Response from the operator: grazie di cuore per la vostra splendida recensione siamo davvero felici che abbiate apprezzato il nostro servizio la vostra soddisfazione e la nostra piu grande motivazione e ci spinge a dare sempre al meglio speriamo di rivedervi presto
via Tripadvisor
Elvis brought us to the beautiful countryside! We had a really fun day, lots of stories and laughs!
We had a great day with Elvis! He shared stories and history of some of the places we visited! We had lots of laughs and a great time!
Response from the operator: You're very welcome! It's wonderful to hear that people are enjoying the tours i offer in Tuscany. It must be so fulfilling to share such a beautiful region with others. I’m sure you will so excited to return for more amazing experiences. Best of luck and I hope many more people discover the magic of Tuscany through mi company!
via Tripadvisor
The BEST Tuscany Has to Offer
If you want to get a feel for Tuscany - the food, wine, countryside, towns - this is the BEST way! This is my third trip to Florence but I saw so much more this trip than the first two. For my sisters, this was the best way to introduce them to the beauty and wonder of Tuscany. Even if you are not a wine lover, the winery experience is fantastic. Finally, the driver. You will not find anyone better. Do not even bother trying, Elvis and his team are the absolute best. You spend time in the car traveling from place to place, why not have the best possible time doing so - Elvis was engaging, funny, safe, very knowledgeable about the area, history, geography and so much more. PLEASE DO NOT MISS THE OPPORTUNITY to have this true Tuscany experience!
Response from the operator: Driving for you was so much fun and truly enjoyable! I actually think I loved the day even more than you did! You’re such great people, and it was a pleasure to spend the day with you. Thank you so much for the wonderful experience! I hope to see you back in Tuscany soon!
via Tripadvisor
Great day in Tuscany
This is a great outing. We were picked up at the front door and driven to Siena, then to a wonderful restaurant in a vineyard for lunch and a wine tasting, then to San G. Wonderful to be in the countryside and have the chance to visit Siena. The lunch was very good and the restaurant had an incredible view. Our driver Cypriano was very patient. Highly recommend!
Response from the operator: Thank You so much for the FeedBack Diane ! we are so happy that you enjoy the Tour with Cipriano ! and we love to see how our customers enjoy our tours ! we Hope to see you back in tuscany and we also wanna let you Know That Cipriano is so happy for you Review !
via Viator
Good to know
- Duration
- 8 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 2
- Verdict
- Worth a Look
Why this scores 53
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Tuscany Tour Siena - San Gimignano - Winery: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Tuscany Tour Siena - San Gimignano - Winery cost?
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Prices start at $790 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Florence usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Tuscany Tour Siena - San Gimignano - Winery take?
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Plan for about 8 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Florence is not rushed.
Is Tuscany Tour Siena - San Gimignano - Winery worth it?
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It holds an Outty Ranking of 53 out of 100, which we label "Worth a Look". That score blends traveler sentiment (5/5 across 6 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Florence, and how flexible the cancellation terms are.
Can I cancel or reschedule Tuscany Tour Siena - San Gimignano - Winery?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Tuscany Tour Siena - San Gimignano - Winery suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 8-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Tuscany Tour Siena - San Gimignano - Winery?
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Around 2 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Florence can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Florence and add a light layer if any part of the 8-hour experience runs outdoors or after sunset.
Where does Tuscany Tour Siena - San Gimignano - Winery start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Florence within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Florence?
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On Outty we rank every Florence experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include The Best tour in Florence: Renaissance & Medici Tales - guided by a STORYTELLER, Florence Pizza or Pasta Class & Gelato Making at a Tuscan Farm, Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Florence?
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Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Florence?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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