
Wine Tasting and History Guided Day Tour in Chianti
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September 2026
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Who is going?
Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
5.0/5
Based on 3 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Wine Tasting and History Guided Day Tour in Chianti worth booking?
Wine Tasting and History Guided Day Tour in Chianti is a 8-hour experience in Florence, Italy, from $560 per person. It scores 48 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 5/5 rating across 3 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 48 / 100
- Rating
- 5/5 (3)
- Duration
- 8 hours
- From
- $560 per person
One full day of a beautiful guided sightseeing tour driving through symmetrical vineyards, olive trees, wooded groves, stone farm houses, late Renaissance villas and old villages, castles and medieval hamlets.
What you get
About this experience
One full day of a beautiful guided sightseeing tour driving through symmetrical vineyards, olive trees, wooded groves, stone farm houses, late Renaissance villas and old villages, castles and medieval hamlets.
What's included
Included
- Private transportation
- In-vehicle air conditioning
- Surcharges on fuel
- Parking fees
Not included
- Lunch
- Alcoholic beverages
- Casa Emma Wine Tasting Experience €25 per person
What you'll see and do
Castello di Montefioralle
Montefioralle is the name of a castle since 13th century, today one of the most picturesque medieval hamlet overlooking the valley of Greve. The time in the route to meet the first place will be one hour.
90 minutes here
Greve in Chianti
Greve in Chianti is one small and nice market town, the capitol of Chianti Classico. Chianti Classico, is a very large territory, oval in shape, 70,000 acres between Florence and Siena, the centre, the heartland of Chianti, where, on the tops and on the slopes of the hills is ruling the main Tuscany grape: San Giovese, the body of all Tuscany wines
60 minutes here
Vignamaggio
The beautiful villa of Vignamaggio, the birthplace of “Monnalisa”.
60 minutes here
Castellina In Chianti
Castellina In Chianti is a small well kept medieval town, with a XVC castle and town gate, strategic location dominating the Elsa valley, a very large valley between Florence, north east, and Siena, south west.
30 minutes here
Montefioralle
Medieval town
60 minutes here
Casa Emma wine tasting
A winery where we will have a tasting. It will take an hour in the route to meet this atraction.
120 minutes here · Admission not included
Where it starts and ends
Meeting point
Florence
You will see the tour guide holding a sign with your name
Hotel pickup
Pickup is available for selected locations. Pickup begins about 1 minutes before departure.
Ends at
You will see the tour guide holding a sign with your name
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 15 travelers per booking
- Operated by
- maurizio bellini
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
- Transportation options are wheelchair accessible
- Not recommended for travelers with poor cardiovascular health
- Suitable for all physical fitness levels
Photos






What travelers are saying
Outty’s summary of the themes that recur across 3 traveler reviews. Written by us, not quoted from reviewers.
The guide
2 mentionsTravelers single out the guide as the reason the experience works.
Knowledge and storytelling
2 mentionsReviewers describe the commentary as informative rather than scripted.
Food and drink
2 mentionsThe tastings and food stops are a highlight for most reviewers.
Traveler reviews
3 verified traveler reviews for Wine Tasting and History Guided Day Tour in Chianti. Ratings and reviews provided by Viator and Tripadvisor.
Best tour of Tuscany!!
We learned so much! Maurizio led us on a comfortable half day tour where we learned about the history of Florence and the architecture, had a wonderful experience learning about and tasting Chianti in Tuscany and strolling through a small walled village. Best tour to date!!!!!
Response from the operator: 🙏 💕
via Tripadvisor
Best wine tour in Tuscany!
Fantastic tour and best wine tastings! Mau had great communication before the tour and was an excellent guide during our tour. We went to three AMAZING wineries and had such a special time. Five stars! Two thumbs up! Highly recommend a tour with Mau!
Response from the operator: Hi Ellen thank you so much for your kind review 🫂 Mau
via Tripadvisor
Savoring Tuscany!
We have taken several trips with Maurizio over the years and every one has been exceptional! Mau always goes over and above to provide the history of the area and to make sure that you experience that specialness that is Tuscany! We have done driving tours in the countryside as well as walking tours in Florence. You could not ask for a better person to guide you through this beautiful area of Italy! Love you, Maurizio!
via Tripadvisor
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
- Available for selected locations
- Booked in 30 days
- 1
- Verdict
- Worth a Look
Why this scores 48
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Wine Tasting and History Guided Day Tour in Chianti: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Wine Tasting and History Guided Day Tour in Chianti cost?
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Prices start at $560 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 Wine Tasting and History Guided Day Tour in Chianti 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 Wine Tasting and History Guided Day Tour in Chianti worth it?
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It holds an Outty Ranking of 48 out of 100, which we label "Worth a Look". That score blends traveler sentiment (5/5 across 3 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 Wine Tasting and History Guided Day Tour in Chianti?
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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 Wine Tasting and History Guided Day Tour in Chianti 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 Wine Tasting and History Guided Day Tour in Chianti?
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Around 1 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 Wine Tasting and History Guided Day Tour in Chianti 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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