Florence, Siena & San Gimignano with Chianti Wine Tasting
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September 2026
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Adults
Age 13 and over
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Age 12 and under
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Quick answer
Is Florence, Siena & San Gimignano with Chianti Wine Tasting worth booking?
Florence, Siena & San Gimignano with Chianti Wine Tasting is a 10-hour experience in Florence, Italy, from $100 per person. It scores 56 out of 100 on the Outty Ranking, which we label “Worth a Look”. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 56 / 100
- Rating
- Not yet rated
- Duration
- 10 hours
- From
- $100 per person
Private tour Florence - Siena - San Gimignano with lunch in the cellar. Discover the charm of Tuscany with an exclusive private car tour with driver. Visit Siena, with its magnificent Piazza del Campo and Duomo, then enj
What you get
About this experience
Private tour Florence - Siena - San Gimignano with lunch in the cellar. Discover the charm of Tuscany with an exclusive private car tour with driver. Visit Siena, with its magnificent Piazza del Campo and Duomo, then enjoy a typical lunch on a renowned wine estate, where you can taste fine wines. In the afternoon, stroll through the medieval towers of San Gimignano, exploring the picturesque Piazza della Cisterna and its craft shops. Return to Florence in total comfort. Included in the tour: -Private car with driver -Visit Siena and San Gimignano -Lunch with wine tasting Live a unique experience between art, history and flavors. Book now! Why choose this tour? Comfort and luxury: Private car with driver for a stress-free trip. Personalized experience: Flexible itinerary according to your needs. Vera Toscana: A perfect mix of culture, relaxation and authentic flavors. Lunch and excellent wine: Live the unique experience of Tenuta Torciano.
What's included
Included
- Private transportation
- Lunch
- In-vehicle air conditioning
Not included
- Alcoholic beverages
What you'll see and do
Siena
Siena is an unmissable stop for those visiting Tuscany. Famous for its splendid Piazza del Campo, scene of the famous Palio di Siena, the city offers a unique medieval atmosphere. The Cathedral of Siena, with its Gothic façade and interiors rich in works of art, is an architectural marvel. Walking through the narrow streets of the historic center, a UNESCO World Heritage site, allows you to discover suggestive views and local traditions. Perfect for a food and wine stop, Siena also offers delicacies such as pici, ribollita and cantucci with Vin Santo.
60 minutes here
San Gimignano
San Gimignano, known as the "Manhattan of the Middle Ages", is one of the most fascinating stops in Tuscany. Its unique skyline, characterized by perfectly preserved medieval towers, gives a timeless atmosphere. Walking along Via San Giovanni, you can admire artisan shops and taste the famous Vernaccia di San Gimignano, a DOCG white wine from the area. The Piazza della Cisterna is the beating heart of the village, while the Duomo houses splendid frescoes. Perfect for a stop between art, history and typical flavors such as game and local saffron.
60 minutes here
Tenuta Torciano, located near San Gimignano, is an ideal stop for those who want to live an authentic experience in the heart of Tuscany. This historic winery, run by the Giachi family for over 300 years, offers guided tastings of fine wines, including the famous Vernaccia di San Gimignano and prestigious Super Tuscan. Visitors can also take part in cooking classes, vineyard tours and gastronomic pairings with local products such as cold cuts, cheeses and truffles. An immersive experience between nature, tradition and unique flavors of Tuscany.
120 minutes here · Admission included
Piazza del Campo
Piazza del Campo is the beating heart of Siena and one of the most beautiful medieval squares in the world. Its shell shape and architectural harmony make it unique, dominated by the majestic Palazzo Pubblico and the Torre del Mangia, from which you can enjoy a spectacular view of the city. Every year, the square becomes the stage of the famous Palio di Siena, the historic horse race between the districts. Surrounded by elegant palaces and typical restaurants, it is the perfect place to relax and immerse yourself in the Sienese atmosphere, perhaps enjoying a coffee or a typical dish such as pici al ragù.
10 minutes here
Duomo di Siena
The Cathedral of Siena, or Cathedral of Santa Maria Assunta, is one of the masterpieces of Italian Gothic. Its richly decorated white, black and pink marble facade is a true visual spectacle. The interior is equally extraordinary, with the inlaid floor considered one of the most beautiful in the world and works by artists such as Michelangelo, Donatello and Bernini. Do not miss the Piccolomini Library, frescoed by Pinturicchio, and the suggestive Panorama dal Facciatone, which offers a breathtaking view of the city. A not to be missed place to immerse yourself in the art, history and spirituality of Siena.
10 minutes here · Admission not included
Basilica Cateriniana Di S. Domenico
The Basilica Cateriniana di San Domenico, located in the heart of Siena, is one of the most important places in the city for the worship of Saint Catherine of Siena, patron saint of Italy and Europe. Built in Gothic style in the 13th century, the church stands out for its grandeur and architectural simplicity. Inside it holds relics of the Saint, including her head kept in a chapel dedicated to her. The frescoes and works of art tell the story of Catherine's life and miracles, making the basilica a key stop for those who want to discover the spirituality and history of Siena.
10 minutes here · Admission not included
The Cathedral of San Gimignano, also known as the Collegiate Church of Santa Maria Assunta, is one of the artistic jewels of Tuscany. Located in the heart of the medieval village, this sober-looking building on the outside hides an extraordinary interior, completely frescoed with biblical scenes made in the fourteenth century by the Sienese school. Among the most famous works, the Last Judgment and the stories of the New and Old Testaments stand out, enveloping visitors in a mystical atmosphere. Next to the Collegiate Church is the Museum of Sacred Art, with a valuable collection of religious works. A not to be missed place for lovers of art and history.
15 minutes here
Piazza Della Cisterna
Piazza della Cisterna is the picturesque heart of San Gimignano, one of the most fascinating squares in Tuscany. Surrounded by elegant medieval palaces and historic towers, it takes its name from the ancient octagonal cistern in the center, built in 1273 to collect rainwater. Its timeless charm makes it a perfect place to immerse yourself in the atmosphere of the village, among artisan shops, award-winning ice cream parlors and historic cafes. Here you can taste the famous Vernaccia di San Gimignano and discover the magic of a square that retains its medieval charm intact. A suggestive corner where time seems to have stopped.
10 minutes here
Where it starts and ends
Hotel pickup
Pickup is included for all travelers. Pickup begins about 30 minutes before departure.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, it, fr, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 10 travelers per booking
- Operated by
- Brama Travel Private Cars Tours
Know before you go
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Public transportation options are available nearby
- Infants are required to sit on an adult’s lap
- Specialized infant seats are available
- Not recommended for pregnant travelers
- Not recommended for travelers with poor cardiovascular health
- Suitable for all physical fitness levels
- Important note: We only serve alcoholic beverages to travelers 18 years of age and older
Photos
Good to know
- Duration
- 10 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $100 to $1090
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 0
- Verdict
- Worth a Look
Why this scores 56
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Florence, Siena & San Gimignano with Chianti Wine Tasting: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Florence, Siena & San Gimignano with Chianti Wine Tasting cost?
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Prices start at $100 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 Florence, Siena & San Gimignano with Chianti Wine Tasting take?
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Plan for about 10 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 Florence, Siena & San Gimignano with Chianti Wine Tasting worth it?
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It holds an Outty Ranking of 56 out of 100, which we label "Worth a Look". That score blends traveler sentiment (0/5 across 0 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 Florence, Siena & San Gimignano with Chianti Wine Tasting?
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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 Florence, Siena & San Gimignano with Chianti Wine Tasting suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 10-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Florence, Siena & San Gimignano with Chianti Wine Tasting?
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Around 0 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 10-hour experience runs outdoors or after sunset.
Where does Florence, Siena & San Gimignano with Chianti Wine Tasting 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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