
Small-Group Wine Tasting Experience in the Tuscan Countryside
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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
4.9/5
Based on 8,243 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Small-Group Wine Tasting Experience in the Tuscan Countryside worth booking?
Small-Group Wine Tasting Experience in the Tuscan Countryside is a 4.8-hour experience in Florence, Italy, from $79 per person. It scores 91 out of 100 on the Outty Ranking, which we label “90+ Club”, based on a 4.9/5 rating across 8,243 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing. It sits in the Outty 90+ Club, the top tier of everything we rank.
- Outty Ranking
- 91 / 100
- Rating
- 4.9/5 (8,243)
- Duration
- 4.8 hours
- From
- $79 per person
Enjoy an half day small group tour to discover the beauty of the Tuscan wine country. Drive through vineyards, olive groves and cypress trees. Visit 2 wineries to discover the secrets of wine making, take pictures and ta
What you get
About this experience
Enjoy an half day small group tour to discover the beauty of the Tuscan wine country. Drive through vineyards, olive groves and cypress trees. Visit 2 wineries to discover the secrets of wine making, take pictures and taste different wines and olive oil paired with local Tuscan specialties.
What's included
Included
- Local Tuscan specialties (cheese, salami, cured ham and bruschetta) at the second winery.
- Guided visit to 2 different wine estate
- Tasting of 4 wines and olive oil at the second winery
- Tasting of 4 wines and olive oil at the first winery
- Transport by air-conditioned vehicle with free wi-fi on board
- Small-group (max. 25 participants) or Semi-private (max. 8 participants)
- Professional and informative English-speaking driver/guide to lead you through the experience
Not included
- Lunch or Dinner
- Gratuities
- Hotel pickup/drop-off
Where it starts and ends
Meeting point
Florence
WHEN: 8:45am (if booked for 9am) 2:15pm (if booked for 2:30pm) WHERE: on the left side of the street, opposite to the parking lot HOW: Look/ask for the PRESTIGE RENT staff, close to a red flag and the checkin table
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
WHEN: 8:45am (if booked for 9am) 2:15pm (if booked for 2:30pm) WHERE: on the left side of the street, opposite to the parking lot HOW: Look/ask for the PRESTIGE RENT staff, close to a red flag and the checkin table
Options you can book
9:00am Semiprivate (Max 8 Pax)
MAX 8 PARTICIPANTS: The exclusivity of a private tour without the private price tag—just 8 guests, English only, hidden gems, and no crowds
2:30pm Semiprivate (Max 8 Pax)
MAX 8 PARTICIPANTS: The exclusivity of a private tour without the private price tag—just 8 guests, English only, hidden gems, and no crowds
9:00am Small Group
SMALL GROUP: Skip the 60-person big bus tours and the multilingual chaos; enjoy a much more intimate and personalized experience.
2:30pm Small Group
SMALL GROUP: Skip the 60-person big bus tours and the multilingual chaos; enjoy a much more intimate and personalized experience
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- Prestige Rent
Know before you go
- Public transportation options are available nearby
- Minimum age to join the tour is 12 years old; infants are not allowed
- Drinking age is 18 years old
- Due to a few stairs to access wine cellars, this tour is not accessible for those using a wheelchair
- Vegetarian & gluteen free, can be accommodated, please advise at time of booking under special requirements.
- Wines tasted: reds typical of the Chianti region ( normally Chianti Classico, Riserva, Super Tuscans, Gran Selezione, etc.).
- Operates rain or shine, please dress appropriately
- Luggage can be stored on the bus during the tour, if needed
- Return at departure point: 1:45pm for the 9.00am tour - 7:00pm for the 2:30pm tour. To reserve other activities, allow plenty of time, in case of heavy traffic, etc.
- Visited wineries may vary depending on their availability, etc.; they may be 2 of the following Fattoria Montecchio, Casa Emma, San Michele a Torri, Villa Poggio Torselli, Podere Anselmo, Casa di Monte, Tenuta Capponi, Villa i Langi, Tenuta San Vito, etc.
- For cruise ship passengers only: if your ship docks at Livorno or La Spezia Port, be advised that the driving time to the meeting point in Florence is approx. 2 hours. Before booking, be sure your ship schedule works with our departure times, and you have your own transportation arranged from the port to Florence and back.
Photos






What travelers are saying
Outty’s summary of the themes that recur across 8,259 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
5 mentionsThe tastings and food stops are a highlight for most reviewers.
Photo opportunities
3 mentionsThe views and photo stops come up again and again.
Small groups
2 mentionsThe group size is repeatedly described as intimate rather than packed.
Traveler reviews
8,259 verified traveler reviews for Small-Group Wine Tasting Experience in the Tuscan Countryside. Ratings and reviews provided by Viator and Tripadvisor.
Wine Tour Tuscan Countryside
Alessio was the best! Kept up informed throughout the whole drive out to the countryside and accompanied us and took great pictures along the way! 10/10 would recommend
via Tripadvisor
Jonathan our driver was...
Jonathan our driver was very informative and entertaining. I learned a few simple rules regarding the fine art of wine tasting. The locations are stunning.
via Viator
Amazing experience - an absolute must
Awesome awesome awesome. Matteo. Antonio and Alex were just so nice. Matteo’s commentary while we were in the coach was fun and really interesting. Antonio was amazing, when the coach had an issue he was possibly the most Italian ever and just the best! Nothing was too much trouble for all of them, they were all so nice. The vineyards themself were gorgeous! The work behind all of their produce was obvious and all the tastings were fab. Dangerous though, I liked way too much off it to be allowed near their shop with a credit card! One of the highlights was the wine made in clay at the 2nd vineyard. So luuuuuuuuuush!!! Lovely trip, small group of us but such amazing people and energy.
via Viator
:)
Loved Alessia and Nino for our trip they were efficient and knowledgeable!
via Tripadvisor
Book this one!
Fantastic experience. Jonathan was fabulous, so knowledgeable and I learned so much! The semi private was so smart and just 3 of us it was super personal. Two wineries and both very different which taught me a lot and so many wines to taste!
via Tripadvisor
Good to know
- Duration
- 4.8 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $79 to $129
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 2,885
- Verdict
- 90+ Club
Why this scores 91
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Small-Group Wine Tasting Experience in the Tuscan Countryside: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Small-Group Wine Tasting Experience in the Tuscan Countryside cost?
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Prices start at $79 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 Small-Group Wine Tasting Experience in the Tuscan Countryside take?
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Plan for about 4.8 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 Small-Group Wine Tasting Experience in the Tuscan Countryside worth it?
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It holds an Outty Ranking of 91 out of 100, which we label "90+ Club". That score blends traveler sentiment (4.9/5 across 8,243 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable most popular in Florence, and how flexible the cancellation terms are. Scoring 90 or above puts it in the Outty 90+ Club, the top tier of everything we rank.
Can I cancel or reschedule Small-Group Wine Tasting Experience in the Tuscan Countryside?
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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 Small-Group Wine Tasting Experience in the Tuscan Countryside suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 4.8-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Small-Group Wine Tasting Experience in the Tuscan Countryside?
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Around 2,885 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 4.8-hour experience runs outdoors or after sunset.
Where does Small-Group Wine Tasting Experience in the Tuscan Countryside 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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