Florence: Siena and San Gimignano, Full Day Private Wine Tour
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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 and San Gimignano, Full Day Private Wine Tour worth booking?
Florence: Siena and San Gimignano, Full Day Private Wine Tour is a 8-hour experience in Florence, Italy, from $60 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
- 8 hours
- From
- $60 per person
Discover the magic of Tuscany on a private full-day journey from Florence through the rolling Chianti hills. Feel the sun on your face and the gentle breeze across vineyards as you explore the medieval splendor of Siena,
What you get
About this experience
Discover the magic of Tuscany on a private full-day journey from Florence through the rolling Chianti hills. Feel the sun on your face and the gentle breeze across vineyards as you explore the medieval splendor of Siena, wandering its charming streets to the iconic Piazza del Campo, home of the legendary Palio horse race, and tasting traditional sweets like Panpepato, Panforte, and Ricciarelli. Continue to San Gimignano, the UNESCO listed City of a Hundred Towers, where cobblestone streets, ivy-clad towers, and golden sunlight create an unforgettable backdrop. Delight in a private wine tasting at a historic estate, savoring 10 exceptional Tuscan wines paired with local delicacies, while the aromas of oak barrels and fresh bread fill the air. Explore the cellars, learn the secrets of winemaking, and immerse yourself in the rich culture, history, and gastronomy of Tuscany. An exclusive, intimate experience for the senses, crafted for wine, food, and history lovers alike.
What's included
Included
- Free transfer offered by Welcome Italy in air conditioning Minivan
- Free Pick-up and drop-off to the Hotels, Appartments, Bed&Breakfast
- Tour guides during the whole trip
- Tasting of wines and local products in a famous cellar
- Visit of San Gimignano, the city of 100 towers
- 2 hours visit of Siena with your tour leader
Not included
- Tips
What you'll see and do
Basilica Cateriniana Di S. Domenico
The Basilica of San Domenico is located on the slopes of the historic center of Siena, framed by the houses that "climb" under the Duomo, it is among the most important churches in the city especially for its link with the life of Saint Catherine of Siena. Built between 1226 and 1265 and enlarged during the fourteenth century, the Basilica of San Domenico has undergone numerous vicissitudes over the centuries, fires, military occupations, earthquakes, interventions and modifications, which have led to its unmistakable Gothic style appearance being defined Cistercian and is characterized by an original relationship between exterior and interior.
20 minutes here
Duomo di Siena
Duomo di Siena (visit outside), is a medieval church in Siena, Italy, dedicated from its earliest days as a Roman Catholic Marian church, and now dedicated to the Assumption of Mary. Built between 1214 and 1263, it has a Latin cross structure, a not very protruding dome with the bell tower next to it. Both the exterior and the interior are decorated in blocks of white marble which are alternated with thinner greenish black stripes, these are the representative colors of Siena.
20 minutes here · Admission not included
Centro Storico di Siena - World Heritage Site
It is the heart of the city of Siena, the fulcrum of the historic center declared a World Heritage Site by UNESCO, and one of the most beautiful squares in the world. Piazza del Campo has the shape of a shell divided into nine sections, in memory of the Nine Lords who governed the city at the end of the thirteenth century and amazes with its elegance and its unique shape in the world. Called this way because in the past it was a green space that hosted the market, Piazza del Campo today is the city's living room and the open-air arena where the famous Palio is run twice a year. Every year, on 2 July and 16 August, the piazza paved in pietra serena is covered with a layer of earth, composed of a mixture of tuff and sand, in which the horses of the districts challenge each other in a rapid race.
60 minutes here
Historic Centre of San Gimignano
San Gimignano is a small walled medieval hill town in the province of Siena. “The City of the Hundred Towers” and it still maintains its original features and timeless charm. Furthermore, the name ‘San Gimignano’ is linked to one of the most historical Tuscan wines:” La Vernaccia di San Gimignano”. Arriving in San Gimignano you will explore its charming medieval streets, visit the old center of this wonderful city where the famous Chianti wine is produced.
45 minutes here
Tenuta Torciano
Tenuta Torciano is a secret jewel in the heart of Tuscany, near San Gimignano and centrally located between Siena and Florence. Its history sees 13 generations of winemakers who have been able to create high quality wines. Here, in these places, the knowledge of ancient cultivation methods merges with modern technologies. You will discover the warmth of Tuscan hospitality and the simplicity of good living. Visit to the estate and wine tasting and local products in a beautiful wine cellar: 8 different types of wine and oil.
120 minutes here
Where it starts and ends
Hotel pickup
Pickup is included for all travelers. Pickup begins about 15 minutes before departure.
Options you can book
PRIVATE TOUR
Private Tour Option: Personalized service just for you Car or Minivan max 6 people Pickup included
SMALL GROUP OPTION
Shared Group Tour: No more than 6 people per minivan and 12 people on the tour Car or Minivan max 6 people 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 12 travelers per booking
- Operated by
- Welcome Italy
Know before you go
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Specialized infant seats are available
- Not recommended for travelers with poor cardiovascular health
- Suitable for all physical fitness levels
Photos
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
- Price range
- $60 to $696
- 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 and San Gimignano, Full Day Private Wine Tour: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Florence: Siena and San Gimignano, Full Day Private Wine Tour cost?
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Prices start at $60 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 and San Gimignano, Full Day Private Wine Tour 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 Florence: Siena and San Gimignano, Full Day Private Wine Tour 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 and San Gimignano, Full Day Private Wine Tour?
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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 and San Gimignano, Full Day Private Wine Tour 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 Florence: Siena and San Gimignano, Full Day Private Wine Tour?
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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 8-hour experience runs outdoors or after sunset.
Where does Florence: Siena and San Gimignano, Full Day Private Wine Tour 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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