Chianti Private Tour with Dinner and Wine Tasting Experience
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September 2026
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Adults
Age 13 and over
Children
Age 12 and under
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Non-refundable booking. Same price on Viator, Outty earns a commission.
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Quick answer
Is Chianti Private Tour with Dinner and Wine Tasting Experience worth booking?
Chianti Private Tour with Dinner and Wine Tasting Experience is a 6-hour experience in Florence, Italy, from $1248 per person. It scores 36 out of 100 on the Outty Ranking, which we label “Worth a Look”. This booking is non-refundable, so pick your date carefully. Same-day spots are currently showing.
- Outty Ranking
- 36 / 100
- Rating
- Not yet rated
- Duration
- 6 hours
- From
- $1248 per person
Would you like to see one of the greatest and most beautiful areas in Tuscany in one memorable day? Join our tour and spend a magical day, made even more delightful by a traditional Tuscan dinner. -Discover the hilltop t
What you get
- Exclusive dinner location - 3-course dinner served among the vineyards
- Free time in San Gimignano
- Wi-Fi
- Wine tasting in a charming wine estate located in the heart of Chianti hills
- Private Mercedes car or minivan
- Professional private driver
About this experience
Would you like to see one of the greatest and most beautiful areas in Tuscany in one memorable day? Join our tour and spend a magical day, made even more delightful by a traditional Tuscan dinner. -Discover the hilltop town of San Gimignano at sunset and take in indescribable views -Enjoy a magical evening with a 3-course dinner at a charming wine estate -Sip the flavours of Chianti with an exclusive wine tasting served among the vineyards
What's included
Included
- Exclusive dinner location - 3-course dinner served among the vineyards
- Free time in San Gimignano
- Wi-Fi
- Wine tasting in a charming wine estate located in the heart of Chianti hills
- Private Mercedes car or minivan
- Professional private driver
- Pick up & drop off at your hotel
What you'll see and do
Florence
This memorable experience is one that you will be daydreaming about for years to follow. Your professional and private driver will pick you up and transport you from the city of Florence into a mesmerizing landscape, complete with rolling hills, olive groves, and infinite vineyards. Sit back and relax at ease, as your driver does all the hard work, bringing you into the gorgeous countryside.
60 minutes here
Historic Centre of San Gimignano
Begin your journey with free time in the enchanting hilltop town of San Gimignano, known for its medieval towers and award-winning gelato. Wander through narrow alleys, discover charming stores, and enjoy panoramic views from Piazza Della Cisterna.
60 minutes here
Torre Grossa (o Torre del palazzo del Podesta)
From towers to gelato, this town will leave you over the moon with satisfaction. Given the nickname "the Manhattan of Italy", San Gimignano is known for its infamous skyline of towers, including the stone Torre Grossa, the tallest of the towers.
30 minutes here
Piazza Della Cisterna
Spend your free time walking around the narrow alleys and enjoy the charming little stores or the breathtaking panoramas that will leave you in awe. Discover the main square, Piazza Della Cisterna, and grab a gelato at one of the most popular, award winning gelato shops.
30 minutes here
Rocca of Montestaffoli
The best part about this tour is you get to capture the sunset at one of the most jaw-dropping locations. Make your way up to the Rocca di Montestaffoli just in time for the sun to set. The Rocca is an old fortress from the 14th century but from the top of the walls you will have an unbeatable panorama of Tuscany's rolling hills and stretches of vineyards.
60 minutes here
Vernaccia di San Gimignano Wine Experience - La Rocca
Before setting out to the countyside of Chianti, have yourself a glass of wine, trying the local varietal, the Vernaccia of San Gimignano. This famous varietal was actually the first Itlalian wine to receive a DOC certification, in 1966. After you've left San Gimignano, your private chauffer will escort you to an exclusive dinner location - a charming wine estate located in the heart of the Chianti hills. Get ready for a magical evening with a three-course Tuscan dinner, including a wine tasting among the vineyards of Chianti.
60 minutes here
Strada Statale 222 Chiantigiana
Once dinner is over, you will be returned to Florence in total comfort and safety by your private driver.
60 minutes here
Where it starts and ends
Hotel pickup
Pickup is included for all travelers.
Options you can book
6 Passengers - All Inclusive
Pickup included
2 Passengers - All Inclusive
Pickup included
1 Passenger - All Inclusive
Pickup included
8 Passengers - All Inclusive
Pickup included
7 Passengers - All Inclusive
Pickup included
4 Passengers - All Inclusive
Pickup included
3 Passengers - All Inclusive
Pickup included
5 Passengers - All Inclusive
Pickup included
Before you book
- Cancellation
- All sales are final. No refund is available for cancellations.
- Languages
- en, it, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- Italy Adventures
Know before you go
- Public transportation options are available nearby
- Specialized infant seats are available
- Suitable for all physical fitness levels
- Please inform us of any intolerances or allergies at the time of booking
- This tour can be cancelled without penalty up to 4 days before departure. After that, a penalty of 100% will be applied
- In the case of bad weather, the dinner will take place inside the winery
Photos
Good to know
- Duration
- 6 hours
- Free cancellation
- Non-refundable
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $1248 to $2841
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 0
- Verdict
- Worth a Look
Why this scores 36
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Chianti Private Tour with Dinner and Wine Tasting Experience: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Chianti Private Tour with Dinner and Wine Tasting Experience cost?
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Prices start at $1248 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 Chianti Private Tour with Dinner and Wine Tasting Experience take?
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Plan for about 6 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 Chianti Private Tour with Dinner and Wine Tasting Experience worth it?
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It holds an Outty Ranking of 36 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 food & drink in Florence, and how flexible the cancellation terms are.
Can I cancel or reschedule Chianti Private Tour with Dinner and Wine Tasting Experience?
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No. This experience is sold on a non-refundable basis, so only book a date you are confident about. Similar experiences in the city do offer free cancellation if flexibility matters more than price.
Is Chianti Private Tour with Dinner and Wine Tasting Experience suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 6-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Chianti Private Tour with Dinner and Wine Tasting Experience?
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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 6-hour experience runs outdoors or after sunset.
Where does Chianti Private Tour with Dinner and Wine Tasting Experience 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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