
Siena San Gimignano and Chianti Private Tour 8 hours from Florence
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Quick answer
Is Siena San Gimignano and Chianti Private Tour 8 hours from Florence worth booking?
Siena San Gimignano and Chianti Private Tour 8 hours from Florence is a 8-hour experience in Florence, Italy, from $744 per person. It scores 47 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
- 47 / 100
- Rating
- Not yet rated
- Duration
- 8 hours
- From
- $744 per person
Experience the true magic of Tuscany without the stress, queues, or rigidity of group tours. What distinguishes the experience is the luxury of time, of absolute comfort, and of complete personalization. For 8 hours, you will have a local Pro available to make your trip smooth and unforgettable. Admire the breathtaking geometries of the Siena Cathedral and stroll in Piazza del Campo to breathe the atmosphere of the Palio; Enjoy a walk among the iconic medieval towers of San Gimignano; Cross the most beautiful scenic roads in the world exploring Chianti. Upon request, your driver will be able to advise you on the best local wineries to stop and taste an authentic glass of Chianti Classico (tasting and lunch are free, to guarantee you maximum choice).
What you get
About this experience
Experience the true magic of Tuscany without the stress, queues, or rigidity of group tours. What distinguishes the experience is the luxury of time, of absolute comfort, and of complete personalization. For 8 hours, you will have a local Pro available to make your trip smooth and unforgettable. Admire the breathtaking geometries of the Siena Cathedral and stroll in Piazza del Campo to breathe the atmosphere of the Palio; Enjoy a walk among the iconic medieval towers of San Gimignano; Cross the most beautiful scenic roads in the world exploring Chianti. Upon request, your driver will be able to advise you on the best local wineries to stop and taste an authentic glass of Chianti Classico (tasting and lunch are free, to guarantee you maximum choice).
What's included
Included
- Professional driver speaking English.
- On-board WiFi
- Bottled water
- Private transport with Mercedes-Benz MiniVan, equipped with air conditioning.
- Parking fees
What you'll see and do
Siena
Explore the medieval city of Siena, famous for its beautiful Piazza del Campo, where the historic Palio takes place, and admire the magnificent Cathedral (Duomo). Take a leisurely stroll through the narrow streets full of stylish shops and local cafes.
120 minutes here
San Gimignano
Visit the medieval hill town of San Gimignano, known for its imposing stone towers, charming alleys, artisan boutiques and panoramic views of the Tuscan landscape. Don't miss the chance to sample the famous local ice cream.
90 minutes here
Monteriggioni
Lunch and wine tasting in a family-run Chianti winery. Enjoy a relaxing Tuscan lunch with regional specialties paired with Chianti wines and discover local wine traditions.
120 minutes here
Where it starts and ends
Hotel pickup
Pickup is included for all travelers.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, it
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 7 travelers per booking
- Operated by
- Tuscany Personal Tours
Know before you go
- Wheelchair accessible
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Public transportation options are available nearby
- Specialized infant seats are available
- Transportation options are wheelchair accessible
- Suitable for all physical fitness levels
- Alcoholic beverages are served only to travelers aged 18 or older. Non-alcoholic drinks will be served to underage travelers under 18 years of age.
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
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 0
- Verdict
- Worth a Look
Why this scores 47
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Siena San Gimignano and Chianti Private Tour 8 hours from Florence: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Siena San Gimignano and Chianti Private Tour 8 hours from Florence cost?
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Prices start at $744 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 Siena San Gimignano and Chianti Private Tour 8 hours from Florence 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 Siena San Gimignano and Chianti Private Tour 8 hours from Florence worth it?
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It holds an Outty Ranking of 47 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 Siena San Gimignano and Chianti Private Tour 8 hours from Florence?
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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 Siena San Gimignano and Chianti Private Tour 8 hours from Florence 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 Siena San Gimignano and Chianti Private Tour 8 hours from Florence?
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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 Siena San Gimignano and Chianti Private Tour 8 hours from Florence 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 Siena San Gimignano and Chianti Private Tour 8 hours from Florence?
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Included: Professional driver speaking English; On-board WiFi; Bottled water; Private transport with Mercedes-Benz MiniVan, equipped with air conditioning; and Parking fees. Always check the voucher for the final list before you travel.
Does Siena San Gimignano and Chianti Private Tour 8 hours from Florence include hotel pickup?
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Yes, pickup is offered for every traveler from 475 listed pickup locations in and around Florence. You can also enter a custom pickup address when booking.
What languages is Siena San Gimignano and Chianti Private Tour 8 hours from Florence offered in?
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It is offered in English and Italian. 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 Siena San Gimignano and Chianti Private Tour 8 hours from Florence?
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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 Siena San Gimignano and Chianti Private Tour 8 hours from Florence wheelchair or stroller accessible?
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The operator notes: Wheelchair accessible; Infants and small children can ride in a pram or stroller; Specialized infant seats are available; and Transportation options are wheelchair accessible. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.
What happens to Siena San Gimignano and Chianti Private Tour 8 hours from Florence if the weather is bad?
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It generally runs rain or shine, so dress for the forecast in Florence. Standard cancellation terms apply: free cancellation up to 24 hours before the start.
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