
Semi Private Deep Wine Chianti and San Gimignano from Florence
Traveler rating
4.9/5
Based on 236 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Semi Private Deep Wine Chianti and San Gimignano from Florence worth booking?
Semi Private Deep Wine Chianti and San Gimignano from Florence is a 8.5-hour experience in Florence, Italy, from $239 per person. It scores 84 out of 100 on the Outty Ranking, which we label “Exceptional”, based on a 4.9/5 rating across 236 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 84 / 100
- Rating
- 4.9/5 (236)
- Duration
- 8.5 hours
- From
- $239 per person
This tour is designed to make your Tuscan wine-tasting dreams come true. You'll be able to see all the classic postcard-perfect landscapes of Tuscany while you travel from one cellar to another. You will visit two wineries and have the opportunity to taste a selection of high-quality Tuscan Chianti wines. Lunch is included. If you're a fan of good wine, excellent food, and landscape photography, you'll love this tour. And you'll also have the chance to visit one of the most beautiful villages in the world: San Gimignano, famous for its majestic towers and delicious ice cream. Our tours feature only black, air-conditioned Mercedes Vans, complete with air conditioning, WiFi, and one unlimited Wi-Fi with Pocket-Sized Hotspot for each couple and one bottle of water for every tour member and of course a Bottle of Prosecco White Wine for a travelling happy hour at the end of the tour!
What you get
About this experience
This tour is designed to make your Tuscan wine-tasting dreams come true. You'll be able to see all the classic postcard-perfect landscapes of Tuscany while you travel from one cellar to another. You will visit two wineries and have the opportunity to taste a selection of high-quality Tuscan Chianti wines. Lunch is included. If you're a fan of good wine, excellent food, and landscape photography, you'll love this tour. And you'll also have the chance to visit one of the most beautiful villages in the world: San Gimignano, famous for its majestic towers and delicious ice cream. Our tours feature only black, air-conditioned Mercedes Vans, complete with air conditioning, WiFi, and one unlimited Wi-Fi with Pocket-Sized Hotspot for each couple and one bottle of water for every tour member and of course a Bottle of Prosecco White Wine for a travelling happy hour at the end of the tour!
What's included
Included
- WiFi on board
- Bottled water
- Hotel pick up and drop off is included within the pickup zone
- Wine tasting and olive oil tasting
- Air-conditioned vehicle
- 1 Bottle of Prosecco White Wine per group
- Lunch
- One unlimited Wi-Fi Pocket-Sized Hotspot for each couple. Stay connected throughout your journey.
- Alcoholic beverages
Not included
- Gratuity
- Hotel pick up and drop off out of the pick up zone is available under request for an extra fee
What you'll see and do
Piazzale Michelangelo
We start from the pick up point 8:00 and then drive for 15 minutes towards Piazzale Michelangelo. Piazzale Michelangelo offers a stunning panoramic view of Florence, where you can take in the city in all its glory. The large square is home to a replica of Michelangelo's David in bronze.
15 minutes here
San Gimignano
At 8:30 we'll drive for 01:00 hours towards San Gimignano. We then visit the beautiful walled city, San Gimignano, full of history and charm, famous for its imposing towers and delicious ice cream, this tour will be sure to delight your taste buds. The available time there will be 01:25 hours.
85 minutes here
San Casciano in Val di Pesa
At 10:55 we drive for 50 minutes towards a typical Tuscan farmhouse in the Chianti area. We will travel to the heart of Tuscan wine country, and visit a beautiful farmhouse with a cellar. Here, we will enjoy a delicious Tuscan lunch with amazing regional food and some of the most wines of Italy. This will be a perfect opportunity to relax and enjoy the stunning views of Tuscany countryside. The available time there will be 02:30 hours.
150 minutes here
San Michele a Torri
At 14:30 drive for 25 minutes towards San Michele a Torri where we'll make a final stop at a family run wine estate in the province of Florence, where you will have the opportunity to try other great Chianti wines. Because you can't say you know Chianti if you haven't tried at least 5 or 6 different types of wine from the area. The available time there will be 45 minutes.
45 minutes here
Florence
At 15:50 drive back for 40 minutes, towards the initial pick up point. We will arrive there by 16:30. Well in time to have some more fun during your Florentine afternoon.
Pass by without stopping
Where it starts and ends
Meeting point
Florence
The tour starts at 8:00. Please show up at the meeting point 15 minutes in advance.
Hotel pickup
Pickup is available for selected locations. Pickup begins about 15 minutes before departure.
Ends at
The tour starts at 8:00. Please show up at the meeting point 15 minutes in advance.
Options you can book
Semi Private Morning Tour
Pickup included
Special days
Pickup included
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 8 travelers per booking
- Operated by
- I Just Drive
Know before you go
- Wheelchair accessible
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Specialized infant seats are available
- Suitable for all physical fitness levels
- A maximum of 8 people per Mercedes van
- Direct pick up and drop off from some hotels locates in the historic center (A zone). For all other locations private residences and B&B the meeting points is: In front of Hotel Boccaccio-Tino Caffè, Via della Scala 59 (one minute walking distance from Santa Maria Novella train station), Florence at 8,00 am. Please arrive 15 minutes before scheduled departure time. If you wish you can have breakfast there, English or continental or just a "cappuccino". As I Just Drive guests at Tino Caffè you are entitled to have a 10% discount.
Photos






What travelers are saying
Outty’s summary of the themes that recur across 231 traveler reviews. Written by us, not quoted from reviewers.
Food and drink
7 mentionsThe tastings and food stops are a highlight for most reviewers.
The guide
6 mentionsTravelers single out the guide as the reason the experience works.
Knowledge and storytelling
5 mentionsReviewers describe the commentary as informative rather than scripted.
Small groups
2 mentionsThe group size is repeatedly described as intimate rather than packed.
Traveler reviews
231 verified traveler reviews for Semi Private Deep Wine Chianti and San Gimignano from Florence. Ratings and reviews provided by Viator and Tripadvisor.
A little rushed.
Our driver, Claudius, was great. He was a friendly, knowledgeable driver that acted more like a tour guide as he told us about the history of places and wine as he drove. We stopped at 3 places on the tour all of which were very nice & charming. However, we did not have enough time on the 1st two stops and felt rushed. I would have definitely eliminated a stop or even 2 to be able to take our time and really enjoy each destination.
via Tripadvisor
A very pleasant day in the Tuscany region
Very pleasant day in the Tuscany region. Claudia was a fantastic tour driver. The winery was nice, but the pitch felt like a time share experience.
via Tripadvisor
San Gimignano is a...
San Gimignano is a wonderful start to the journey, then two winery visits! This is a sophisticated experience, so do not expect to be drinking yourself silly. Rather, if you want to learn and appreciate quality wine and olive oil, then this is the journey for you!
via Viator
Chianti Wine Tour
We had a fantastic time with Gabriel! He was a lovely chauffeur and taught us about Florence history and wine. We visited San Gimignano and two wineries which were all wonderful. The wine tastings and food were delicious. Thank you again to Gabriel!
via Viator
Great experience
Claudius was amazing he thought us a lot of interesting facts !!! The tour super cool, wished we had lunch outside but the food was splendid and the wine increíble
via Tripadvisor
Good to know
- Duration
- 8.5 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Hotel pickup
- Available for selected locations
- Booked in 30 days
- 83
- Verdict
- Exceptional
Who runs this experience
Operated by I Just Drive, who run 7 experiences we rank across 2 cities, with an average Outty Ranking of 64.2 and 1 in the 90+ Club.
See everything I Just Drive runsWhy this scores 84
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Semi Private Deep Wine Chianti and San Gimignano from Florence: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Semi Private Deep Wine Chianti and San Gimignano from Florence cost?
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Prices start at $239 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 Semi Private Deep Wine Chianti and San Gimignano from Florence take?
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Plan for about 8.5 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 Semi Private Deep Wine Chianti and San Gimignano from Florence worth it?
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It holds an Outty Ranking of 84 out of 100, which we label "Exceptional". That score blends traveler sentiment (4.9/5 across 236 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 Semi Private Deep Wine Chianti and San Gimignano 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 Semi Private Deep Wine Chianti and San Gimignano from Florence suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 8.5-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Semi Private Deep Wine Chianti and San Gimignano from Florence?
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Around 83 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 8.5-hour experience runs outdoors or after sunset.
Where does Semi Private Deep Wine Chianti and San Gimignano 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 Semi Private Deep Wine Chianti and San Gimignano from Florence?
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Included: WiFi on board; Bottled water; Hotel pick up and drop off is included within the pickup zone; Wine tasting and olive oil tasting; and Air-conditioned vehicle. Not included: Gratuity; and Hotel pick up and drop off out of the pick up zone is available under request for an extra. Always check the voucher for the final list before you travel.
Does Semi Private Deep Wine Chianti and San Gimignano from Florence include hotel pickup?
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Yes, pickup is offered, or you can meet at the start point instead from 4 listed pickup locations in and around Florence. Be ready about 15 minutes before the start time.
What languages is Semi Private Deep Wine Chianti and San Gimignano from Florence offered in?
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It runs in English. 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 Semi Private Deep Wine Chianti and San Gimignano 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 Semi Private Deep Wine Chianti and San Gimignano 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; and Specialized infant seats are available. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.
What happens to Semi Private Deep Wine Chianti and San Gimignano from Florence 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 do travelers say about Semi Private Deep Wine Chianti and San Gimignano from Florence?
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Across 236 reviews averaging 4.9 out of 5, recurring themes include food and drink, the guide, knowledge and storytelling. The tastings and food stops are a highlight for most reviewers.
What booking options are available for Semi Private Deep Wine Chianti and San Gimignano from Florence?
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There are 2 options to choose from, including Semi Private Morning Tour, Special days. Prices and start times differ by option, so compare them on the booking screen.
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