
Private daytrip to Siena & Chianti wine country, with wine tasting from Florence
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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 58 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Private daytrip to Siena & Chianti wine country, with wine tasting from Florence worth booking?
Private daytrip to Siena & Chianti wine country, with wine tasting from Florence is a 8-hour experience in Florence, Italy, from $163 per person. It scores 77 out of 100 on the Outty Ranking, which we label “Strongly Recommended”, based on a 5/5 rating across 58 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 77 / 100
- Rating
- 5/5 (58)
- Duration
- 8 hours
- From
- $163 per person
Private is just for you and your party, so the top in terms of flexibility, comfort, and privacy. Your knowledgeable English speaking driver, will discuss with you all the different options of the chosen itinerary, so yo
What you get
About this experience
Private is just for you and your party, so the top in terms of flexibility, comfort, and privacy. Your knowledgeable English speaking driver, will discuss with you all the different options of the chosen itinerary, so you will be able to customize your day, to perfectly suit your needs and focus just on the attractions/activities you are interested in. Start your day with a relaxing visit of Greve in Chianti to learn about the country lifestyle, admire the beauties of the Chianti wine road and see postcard views, discover the secrets of the Chianti red wine, taste genuine products, and conclude your experience with a visit of Siena, Tuscany's second most important art city.
What travelers are saying
Outty’s summary of the themes that recur across 58 traveler reviews. Written by us, not quoted from reviewers.
Knowledge and storytelling
6 mentionsReviewers describe the commentary as informative rather than scripted.
The guide
5 mentionsTravelers single out the guide as the reason the experience works.
Food and drink
3 mentionsThe tastings and food stops are a highlight for most reviewers.
Photo opportunities
2 mentionsThe views and photo stops come up again and again.
Traveler reviews
58 verified traveler reviews for Private daytrip to Siena & Chianti wine country, with wine tasting from Florence. Ratings and reviews provided by Viator and Tripadvisor.
Wonderful experience
Our best experience yet on our Italian adventure. Our driver Jason was great, funny, knowledgeable and created a truly fantastic day for all. The 2 vinyards were outstanding from the passion of their people, the magnificent wines and plentiful food , both in truly wonderful areas. The trip back was hilarious and made all so much better by our driver Sergio, who ensured a comfortable safe journey , this is a must do when in Florence. Thanks Jason & Sergio 5 stars to you ✨️
via Tripadvisor
Excellent experience with tremendous tour driver
Our bus driver, Leo was fantastic. His knowledge and warm personality made the experience feel extra special. He even played a song on his guitar for us at one of the stops. Best tour driver ever. Request Leo!!
via Tripadvisor
Awesome
Great experience. Group was great.
via Tripadvisor
Amazing wine tasting day trip!
Amazing experience, had such a great time with Leo guiding us during the tour, along with amazing wine tasting! Lovely views and lovely wineries. Great experience!
via Tripadvisor
Excellent experience
Had Alessio as our guide who was very personable and knowledgeable. Fantastic day out. Highly recommend it.
via Tripadvisor
Good to know
- Duration
- 8 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Booked in 30 days
- 20
- Verdict
- Strongly Recommended
Why this scores 77
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Private daytrip to Siena & Chianti wine country, with wine tasting from Florence: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Private daytrip to Siena & Chianti wine country, with wine tasting from Florence cost?
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Prices start at $163 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 Private daytrip to Siena & Chianti wine country, with wine tasting from Florence 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 Private daytrip to Siena & Chianti wine country, with wine tasting from Florence worth it?
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It holds an Outty Ranking of 77 out of 100, which we label "Strongly Recommended". That score blends traveler sentiment (5/5 across 58 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 Private daytrip to Siena & Chianti wine country, with wine tasting 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 Private daytrip to Siena & Chianti wine country, with wine tasting from Florence 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 Private daytrip to Siena & Chianti wine country, with wine tasting from Florence?
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Around 20 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 Private daytrip to Siena & Chianti wine country, with wine tasting 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 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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