
Wine Tour of the Chianti Region
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September 2026
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Who is going?
Adults
Age 13 and over
Children
Age 12 and under
Select a highlighted day to see live departure times and the exact price for your group.
Non-refundable booking. Same price on Viator, Outty earns a commission.
Traveler rating
5.0/5
Based on 1 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Wine Tour of the Chianti Region worth booking?
Wine Tour of the Chianti Region is a 10-hour experience in Rome, Italy, from $200 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 1 reviews. This booking is non-refundable, so pick your date carefully. Same-day spots are currently showing.
- Outty Ranking
- 48 / 100
- Rating
- 5/5 (1)
- Duration
- 10 hours
- From
- $200 per person
Why not take this tour? Great wines, amazing atmosphere and interesting anecdotes in a private experience, from Rome to Tuscany for a day. During the trip, you'll learn all about the Tuscan region, its history, culture a
What you get
- A professional, Highly entertaining tour driver
- All Fees and Taxes
- In-vehicle air conditioning
- Fresh bottled water on board
- Private Wine tasting
- Transportation
About this experience
Why not take this tour? Great wines, amazing atmosphere and interesting anecdotes in a private experience, from Rome to Tuscany for a day. During the trip, you'll learn all about the Tuscan region, its history, culture and of course wines and wine making, and the important impact on Italy's modern society. You’ll drive directly to the Chianti wine region, which lies between the major cities of Florence and Siena, bordered on the east by the Chianti hills and on the west by the Elsa River. The Chianti wine region boasts delightful vistas framing the vine-covered rolling hills and ever present cypresses, along with an unhurried pace of life. We select some of the most famous wineries in Chianti for your special wine tasting tour so you can enjoy your beautiful day in the Chianti region. Naturally, the wine tasting is included in the price
What's included
Included
- A professional, Highly entertaining tour driver
- All Fees and Taxes
- In-vehicle air conditioning
- Fresh bottled water on board
- Private Wine tasting
- Transportation
Not included
- Gratuities (entirely at the client’s discretion)
- Food & Beverage
- Entrance fees
What you'll see and do
Siena
Stop for a picture perfect moment in the amazing Siena, a Medieval village in the heart of Tuscany. Great for its architectures and easygoing lifestyle.
120 minutes here
San Gimignano
Here you will have the opportunity to really get in tune with the local lifestyle of wine-making. We will take you on a tasteful journey in one of our affiliated wineries. You will explore this traditional Tuscan farmhouse, its vineyards, cellars and panoramic views, as you will enjoy an immersive tasting lead by the owner and sommelier
120 minutes here
Where it starts and ends
Hotel pickup
Pickup is included for all travelers.
Before you book
- Cancellation
- All sales are final. No refund is available for cancellations.
- Languages
- de, en, it, es
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 8 travelers per booking
- Operated by
- Discovery Tours Limousine Service Day Tours
Know before you go
- Wheelchair accessible
- Infants and small children can ride in a pram or stroller
- Specialized infant seats are available
- Transportation options are wheelchair accessible
- Suitable for all physical fitness levels
- Dress comfortable casual
- During the day, you'll hear your private tour driver's fun explanations on what you will see. He will assist and guide you through the day, but will not enter sites directly with you.
Photos






Traveler reviews
1 verified traveler reviews for Wine Tour of the Chianti Region. Ratings and reviews provided by Viator and Tripadvisor.
Incredible Experience Chianti
Amazing time in San Gimignano, Volterra and Casa Emma Winery. Mr. Massimo was our driver and tour guide for the day. Excellent service, clean and air condition Mercedes Benz van. from pick up to drop off it was an unforgettable experience. Discovery Tours suggested the itinerary, the drive was on time, courteous and very knowledgeable of the cities visited! Would recommend this excellent Tour team
Response from the operator: Thank you from the bottom of our hearts for taking the time to share your wonderful experience with us. We truly appreciate your trust and the confidence you placed in Discovery Guided Tours. It was a real pleasure to be part of your journey ! We are delighted to hear that you enjoyed the itinerary, the comfort of our Mercedes vehicle, and the professional service provided by Mr. Massimo.Thank you again for your trust and for recommending us. We hope to have the pleasure of welcoming you again on another Italian adventure in the future. All the Best Karolina & Giulia Discovery Guided Tours
via Tripadvisor
Good to know
- Duration
- 10 hours
- Free cancellation
- Non-refundable
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $200 to $1230
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 0
- 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 Tour of the Chianti Region: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Rome.
How much does Wine Tour of the Chianti Region cost?
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Prices start at $200 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Rome usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Wine Tour of the Chianti Region take?
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Plan for about 10 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 Rome is not rushed.
Is Wine Tour of the Chianti Region 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 1 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable food & drink in Rome, and how flexible the cancellation terms are.
Can I cancel or reschedule Wine Tour of the Chianti Region?
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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 Wine Tour of the Chianti Region suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 10-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Wine Tour of the Chianti Region?
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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 Rome 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 Rome and add a light layer if any part of the 10-hour experience runs outdoors or after sunset.
Where does Wine Tour of the Chianti Region 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 Rome 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 Rome?
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Rome runs on skip-the-line access. The Colosseum underground, the Vatican before opening, and the catacombs south of the walls all require a licensed operator, and the price gap between the good ones and the rest is smaller than you would expect. We rank by guide credentials, group size and how reliably the promised access actually materialises. On Outty we rank every Rome experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Rome Pasta and Tiramisu Class: Ravioli, Fettuccine & Fine Wine 5*, Pasta Making & Wine Tasting with Dinner in Frascati from Rome, Rome: Pizza & Tiramisu or Gelato Class with Flowing Fine Wine 5*. 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 Rome?
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April, May, September and October. August is hot and half the city is shut. 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 Rome?
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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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