Discover Chianti Classico Wines in Siena
Siena, Italy

Discover Chianti Classico Wines

Outty Ranking 62 5.0 · 17 traveler reviews8 hoursFrom $245

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September 2026

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Adults

Age 13 and over

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Children

Age 12 and under

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From, per person$245
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Outty Ranking

62/100

Solid Choice. Our proprietary evaluation. How we score

Traveler rating

5.0/5

Based on 17 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Discover Chianti Classico Wines worth booking?

Discover Chianti Classico Wines is a 8-hour experience in Siena, Italy, from $245 per person. It scores 62 out of 100 on the Outty Ranking, which we label “Solid Choice, based on a 5/5 rating across 17 reviews. This booking is non-refundable, so pick your date carefully. Same-day spots are currently showing.

Outty Ranking
62 / 100
Rating
5/5 (17)
Duration
8 hours
From
$245 per person

Emanuele, a licensed sommelier, will always be by your side as your driver and guide to share his knowledge and help you discover the best of the world famous Tuscan flavours and wine. You will visit small boutique win

What you get

  • Private transportation
  • Wine tasting
  • Lunch
  • In-vehicle air conditioning

About this experience

Emanuele, a licensed sommelier, will always be by your side as your driver and guide to share his knowledge and help you discover the best of the world famous Tuscan flavours and wine. You will visit small boutique wineries and have a typical lunch in a off the beaten path location, taste excellent Tuscan products and throughout the tour enjoy the best views on offer. Tours are normally in groups but can also be done privately on request.

What's included

Included

  • Private transportation
  • Wine tasting
  • Lunch
  • In-vehicle air conditioning

Not included

  • Gratuities

Where it starts and ends

Meeting point

Siena

We will meet at Basilica di San Domenico, Siena.

Hotel pickup

No pickup: everyone meets at the start point.

Ends at

We will meet at Basilica di San Domenico, Siena.

Before you book

Cancellation
All sales are final. No refund is available for cancellations.
Languages
en, it
Ticket
Mobile Only
Runs on
Tue, Thu, Fri, Sun
Group size
Up to 8 travelers per booking
Operated by
Andiamo

Know before you go

  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Minimum age requirement for alcohol consumption is 18 years of age

Photos

Discover Chianti Classico Wines in Siena, photo 2Discover Chianti Classico Wines in Siena, photo 3Discover Chianti Classico Wines in Siena, photo 4Discover Chianti Classico Wines in Siena, photo 5Discover Chianti Classico Wines in Siena, photo 6Discover Chianti Classico Wines in Siena, photo 7

What travelers are saying

Outty’s summary of the themes that recur across 17 traveler reviews. Written by us, not quoted from reviewers.

The guide

7 mentions

Travelers single out the guide as the reason the experience works.

Knowledge and storytelling

6 mentions

Reviewers describe the commentary as informative rather than scripted.

Food and drink

5 mentions

The tastings and food stops are a highlight for most reviewers.

Good for families

3 mentions

Reviewers traveling with kids report it landed well with their group.

Traveler reviews

17 verified traveler reviews for Discover Chianti Classico Wines. Ratings and reviews provided by Viator and Tripadvisor.

5 star
17
4 star
0
3 star
0
2 star
0
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0
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Olivia F · May 2026

Simone was absolutely amazing. It was truly the best day, more than we could have imagined.

The most amazing day diving right into Italian, tuscan culture. Chianti classico tour was spectacular

via Tripadvisor

Rosemarie_M · September 2024

Beautiful scenery, exceptional wines, and an awesome guide!

Professional driver, professional drinker (not during the tour, of course!), and a fantastic tour guide.. that's Ema for you. A licensed sommelier, who is very knowledgeable, personable, funny, and his passion for his country/town was enjoyable to hear & see. He took us to 3 fabulous wineries that we would never have discovered. Nothing but beautiful scenery, yummy local treats, and exceptional wines! Needless to say, my friends and I had alot of fun. I highly recommend this tour... you won't regret it!

via Viator

PeggyChammas · August 2024

Amazing Tuscan boutique wine tour with Ema!

Wow! What a great day visiting small, boutique wineries in Tuscany with Ema! We loved the local knowledge and history that he shares. The day is entertaining start to finish! Loved it!

via Tripadvisor

747gerry · June 2024

Amazing day with Ema and my family.

Ema provided insight and color to a spectacular area of Tuscany. His understanding of the history of the Tuscan region and Chianti wines was exceptional. His personality and humor enhanced my family’s experience. Ema brought us to some unique places off the beaten path. I highly recommend him if you’re in need of a guide in the area.

via Tripadvisor

Discover67218039008 · June 2024

Regional Siena wine tour

Our day with Emanuele in Siena’s glorious wine region was the highlight of our time here. His wine knowledge and connections with local wine making families and artisans made the trip feel so special and memorable. Also: his love for Siena and its traditions were an unexpected treat. We can’t recommend our time with Emanuele highly enough. Thank you for the beautiful experience!

via Tripadvisor

Good to know

Duration
8 hours
Free cancellation
Non-refundable
Minimum age to book
12+
Availability
Bookable today
Runs on
Tue, Thu, Fri, Sun
Hotel pickup
No pickup, meet at start point
Booked in 30 days
6
Verdict
Solid Choice

Who runs this experience

Operated by Andiamo, who run 4 experiences we rank across 1 city, with an average Outty Ranking of 52.4.

See everything Andiamo runs

Why this scores 62

The Outty Ranking is a weighted composite. Here is how this experience performed on each component.

Traveler sentiment (30% weight)91
Review evidence (18% weight)49
Booking momentum (14% weight)40
Value for money (12% weight)54
Listing quality (10% weight)88
Local standing (8% weight)63
Booking flexibility (8% weight)0

Discover Chianti Classico Wines: questions travelers ask

Practical detail on this experience, plus the wider planning questions for Siena.

How much does Discover Chianti Classico Wines cost?

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Prices start at $245 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Siena usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.

How long does Discover Chianti Classico Wines 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 Siena is not rushed.

Is Discover Chianti Classico Wines worth it?

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It holds an Outty Ranking of 62 out of 100, which we label "Solid Choice". That score blends traveler sentiment (5/5 across 17 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable food & drink in Siena, and how flexible the cancellation terms are.

Can I cancel or reschedule Discover Chianti Classico Wines?

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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 Discover Chianti Classico Wines suitable for kids and families?

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The operator sets a minimum age of 12. Older children generally do well here, and families should factor in the 8-hour running time when deciding.

How far in advance should I book Discover Chianti Classico Wines?

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Around 6 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 Siena 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 Siena and add a light layer if any part of the 8-hour experience runs outdoors or after sunset.

Where does Discover Chianti Classico Wines 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 Siena 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 Siena?

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On Outty we rank every Siena experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena, Skip the Line: Siena Duomo and City Walking Tour, Siena: A Wine Tour and Tasting Experience. 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 Siena?

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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 Siena?

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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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