
San Gimignano & Chianti Villages - Private Tour
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Quick answer
Is San Gimignano & Chianti Villages - Private Tour worth booking?
San Gimignano & Chianti Villages - Private Tour is a 7-hour experience in Florence, Italy, from $429 per person. It scores 50 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
- 50 / 100
- Rating
- Not yet rated
- Duration
- 7 hours
- From
- $429 per person
Embark on a private journey through the heart of the Chianti region, traveling along the renowned Chiantigiana Road, surrounded by the classic Tuscan landscape of rolling hills, vineyards, and silver-leafed olive groves. Before leaving Florence, we will make a stop at Piazzale Michelangelo for breathtaking views of the city. Our first destination is the medieval village of San Gimignano, a UNESCO World Heritage Site, famous for its 13 medieval towers that dominate the skyline. During your visit to this enchanting village, you’ll enjoy your first wine tasting experience. Next, we will drive through Tuscany’s scenic countryside roads towards Greve in Chianti. At a local winery, you will indulge in a second wine tasting, accompanied by a traditional light lunch featuring typical Tuscan products. Please note that the itinerary may be subject to changes depending on the availability of the wineries.
What you get
About this experience
Embark on a private journey through the heart of the Chianti region, traveling along the renowned Chiantigiana Road, surrounded by the classic Tuscan landscape of rolling hills, vineyards, and silver-leafed olive groves. Before leaving Florence, we will make a stop at Piazzale Michelangelo for breathtaking views of the city. Our first destination is the medieval village of San Gimignano, a UNESCO World Heritage Site, famous for its 13 medieval towers that dominate the skyline. During your visit to this enchanting village, you’ll enjoy your first wine tasting experience. Next, we will drive through Tuscany’s scenic countryside roads towards Greve in Chianti. At a local winery, you will indulge in a second wine tasting, accompanied by a traditional light lunch featuring typical Tuscan products. Please note that the itinerary may be subject to changes depending on the availability of the wineries.
What's included
Included
- Visit to a Chianti wine estate with wine tasting
- Expert English-speaking driver
- Pick-up and drop-off
- In-vehicle air conditioning
- Lunch
- Stops to the charming towns of the Chianti area
Not included
- Gratuities
What you'll see and do
Piazzale Michelangelo
Start your journey with a fantastic view of Florence from Piazzale Michelangelo. Piazzale Michelangelo is a famous square in Florence, offering panoramic views of the city and its iconic landmarks, including the Duomo, Ponte Vecchio, and the Uffizi Gallery. Located on a hill south of the Arno River, it’s a popular spot for both tourists and locals to admire the beauty of Florence, especially at sunset. The square also features a bronze replica of Michelangelo's David statue and is easily accessible by foot or by bus.
15 minutes here
Montefioralle
Montefioralle is a charming medieval village located in the heart of Tuscany’s Chianti region, just a short distance from Greve in Chianti. Known for its historic castle, narrow streets, and stunning views of the surrounding vineyards and hills, it offers a peaceful and picturesque setting. Famous for its high-quality Chianti Classico wines, Montefioralle is a perfect destination to experience Tuscan history, culture, and exceptional wines.
60 minutes here
Badia a Passignano
Badia a Passignano is a historic village located in the heart of Tuscany’s Chianti Classico region. It is home to the Benedictine Abbey of San Michele Arcangelo, founded in 395 AD, known for its stunning frescoes and the tomb of the order’s founder, St. Giovanni Gualberto. Surrounded by vineyards and olive groves, the village offers beautiful views of the Tuscan countryside and is renowned for its exceptional Chianti wines, produced by the nearby Antinori winery. A perfect blend of history, culture, and natural beauty.
60 minutes here
San Gimignano
San Gimignano is a medieval hilltop town in Tuscany, famous for its well-preserved towers that create a striking skyline. Known as the "Medieval Manhattan," the town is rich in history, art, and stunning architecture. Visitors can explore its charming streets, visit historic churches, and enjoy panoramic views of the surrounding Tuscan countryside. San Gimignano is also renowned for its local wine, Vernaccia di San Gimignano, making it a perfect blend of culture, history, and gastronomy.
120 minutes here
Where it starts and ends
Meeting point
Florence
In front of the National Library in Florence. Please be at the meeting point 15 minutes before the scheduled departure.
Hotel pickup
Pickup is available for selected locations.
Ends at
In front of the National Library in Florence. Please be at the meeting point 15 minutes before the scheduled departure.
Options you can book
CHIANTI + SAN GIMIGNANO ENG
Duration: 6 hours 30 minutes Pickup included
CHIANTI + SAN GIMIGNANO SPA
Duration: 6 hours 30 minutes Pickup included
CHIANTI + SAN GIMIGNANO ITA
Duration: 6 hours 30 minutes 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 8 travelers per booking
- Operated by
- ACCORD Italy Smart Tours & Experiences
Know before you go
- Infants are required to sit on an adult’s lap
- Specialized infant seats are available
- Public transportation options are available nearby
- Infants and small children can ride in a pram or stroller
- Suitable for all physical fitness levels
- Light lunch
- Minimum drinking age is 18 years
- Please advise any specific dietary requirements at time of booking
Photos






Good to know
- Duration
- 7 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $429 to $635
- Hotel pickup
- Available for selected locations
- Booked in 30 days
- 0
- Verdict
- Worth a Look
Who runs this experience
Operated by ACCORD Italy Smart Tours & Experiences, who run 60 experiences we rank across 5 cities, with an average Outty Ranking of 48.7.
See everything ACCORD Italy Smart Tours & Experiences runsWhy this scores 50
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
San Gimignano & Chianti Villages - Private Tour: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does San Gimignano & Chianti Villages - Private Tour cost?
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Prices start at $429 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 San Gimignano & Chianti Villages - Private Tour take?
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Plan for about 7 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 San Gimignano & Chianti Villages - Private Tour worth it?
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It holds an Outty Ranking of 50 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 San Gimignano & Chianti Villages - Private 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 San Gimignano & Chianti Villages - Private Tour suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 7-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book San Gimignano & Chianti Villages - Private 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 7-hour experience runs outdoors or after sunset.
Where does San Gimignano & Chianti Villages - Private 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 -by a storyteller, Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner, Florence Pizza or Pasta Class with Gelato Making at a Tuscan Farm. 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.
What is included in San Gimignano & Chianti Villages - Private Tour?
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Included: Visit to a Chianti wine estate with wine tasting; Expert English-speaking driver; Pick-up and drop-off; In-vehicle air conditioning; and Lunch. Not included: Gratuities. Always check the voucher for the final list before you travel.
Does San Gimignano & Chianti Villages - Private Tour include hotel pickup?
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Yes, pickup is offered, or you can meet at the start point instead from 194 listed pickup locations in and around Florence. You can also enter a custom pickup address when booking.
What languages is San Gimignano & Chianti Villages - Private Tour offered in?
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It is offered in English, Italian and Spanish. Pick your language when choosing a date and time, as not every departure runs in every language.
Will I get instant confirmation and a mobile ticket for San Gimignano & Chianti Villages - Private Tour?
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Confirmation is sent by the operator after booking, usually within 48 hours; if it is not confirmed you are not charged. Mobile tickets are accepted, so you can show the voucher on your phone.
Is San Gimignano & Chianti Villages - Private Tour wheelchair or stroller accessible?
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The operator notes: Infants are required to sit on an adult’s lap; Specialized infant seats are available; and Infants and small children can ride in a pram or stroller. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.
What happens to San Gimignano & Chianti Villages - Private Tour if the weather is bad?
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This experience depends on good weather. If it is canceled because of poor weather, you are offered a different date or a full refund.
What booking options are available for San Gimignano & Chianti Villages - Private Tour?
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There are 3 options to choose from, including CHIANTI + SAN GIMIGNANO ENG, CHIANTI + SAN GIMIGNANO SPA, CHIANTI + SAN GIMIGNANO ITA. Prices and start times differ by option, so compare them on the booking screen.
Ready to lock in your spot?
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