
Sunset VIP Chianti wine tour
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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.
Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
5.0/5
Based on 5 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Sunset VIP Chianti wine tour worth booking?
Sunset VIP Chianti wine tour is a 4-hour experience in Florence, Italy, from $414 per person. It scores 52 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 5/5 rating across 5 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 52 / 100
- Rating
- 5/5 (5)
- Duration
- 4 hours
- From
- $414 per person
Experience the magic of Tuscany with our intimate Small Group Sunset Chianti Wine Tour. Embark on a journey that will tantalize your senses as you visit two charming wineries nestled amidst the picturesque Tuscan country
What you get
About this experience
Experience the magic of Tuscany with our intimate Small Group Sunset Chianti Wine Tour. Embark on a journey that will tantalize your senses as you visit two charming wineries nestled amidst the picturesque Tuscan countryside. Sip on the region's renowned Chianti and Supertuscan wines while immersing yourself in the passion and craftsmanship behind each bottle. As the sun lazily paints the sky in hues of gold and orange, you will be captivated by the breathtaking sunset views that perfectly complement the flavors of the wine. Indulge in a delectable dinner crafted with local ingredients, allowing you to savor the authentic flavors of Tuscany. With a carefully curated itinerary and an expert guide, this unforgettable experience is designed to create cherished memories for you and your loved ones. Unwind, relax, and let the beauty of Tuscany mesmerize you on this exclusive sunset Chianti wine tour. (wineries may change depending on availability)
What travelers are saying
Outty’s summary of the themes that recur across 4 traveler reviews. Written by us, not quoted from reviewers.
The guide
3 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.
Good for families
3 mentionsReviewers traveling with kids report it landed well with their group.
Knowledge and storytelling
2 mentionsReviewers describe the commentary as informative rather than scripted.
Value for money
1 mentionTravelers feel they got more than they paid for.
Organization
1 mentionPickup, timing, and logistics are described as running smoothly.
Traveler reviews
4 verified traveler reviews for Sunset VIP Chianti wine tour. Ratings and reviews provided by Viator and Tripadvisor.
Amazing wine tour
It was an amazing experience from the start, guide was fun and knowledgeable and explained a lot about the wine country. The winery’s were both amazing and made us feel welcome and part of family. You could feel the passion for the wine making and see the family love of the business. It was amazing and would repeat again.
via Tripadvisor
Incredible experience!
We had an amazing day exploring the Chianti Classico area. The 2 vineyards we visited were excellent and learnt a lot about the wines, olive oil and the region.
Response from the operator: Thank you very much for join our tour! We can't wait to have you back on one of our tours.
via Viator
Outstanding
This was the highlight of our entire trip to Europe! It exceeded every high expectation. Our guide, Martina, was very organized and communicative throughout the entire process of booking the trip. She met us promptly and drove us through the Tuscan country side. She was incredibly knowledgeable of the area and the wine (she is a somm!!) and spoke perfect English. We went to two wineries, both of which were stunningly beautiful yet pleasantly different from each other. At each vineyard, a private tasting was arranged with plentiful, delicious snacks, overlooking the Tuscan hillside. The wine was indescribably good and shipping to the US was easily arranged. In contrast to other winery visits that we have experienced, this felt peaceful, authentic, and personal. Highly recommend and will encourage all our family and friends to do it, too. Well worth the price.
via Tripadvisor
True Taste of Tuscany, Organic Wine Tour
The four of us (my husband, 2 grown children and me) all agree the day spent on this tour was our best day in Italy. Not only was the wine we tasted amazing, the extras of the tour really added up. Martina, our guide, took time to explain Chianti wine, and the organic wine making rules and process. We felt like we really got to live a day in Italy rather than just being tourists. All of this was due to the warm hospitality and efforts of Martina.
via Tripadvisor
Good to know
- Duration
- 4 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Booked in 30 days
- 2
- Verdict
- Worth a Look
Why this scores 52
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Sunset VIP Chianti wine tour: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Sunset VIP Chianti wine tour cost?
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Prices start at $414 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 Sunset VIP Chianti wine tour take?
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Plan for about 4 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 Sunset VIP Chianti wine tour worth it?
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It holds an Outty Ranking of 52 out of 100, which we label "Worth a Look". That score blends traveler sentiment (5/5 across 5 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 Sunset VIP Chianti wine tour?
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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 Sunset VIP Chianti wine tour suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 4-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Sunset VIP Chianti wine tour?
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Around 2 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 4-hour experience runs outdoors or after sunset.
Where does Sunset VIP Chianti wine tour 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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