Small-Group Wine Tasting Experience in the Tuscan Countryside in Florence, Italy
Florence, Italy

Small-Group Wine Tasting Experience in the Tuscan Countryside

Outty Ranking 93 4.9 · 8,512 traveler reviews4.8 hoursFrom $10290+ Club
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Outty Ranking

93/100

90+ Club. Our proprietary evaluation. How we score

Traveler rating

4.9/5

Based on 8,512 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 $102 per person. It scores 93 out of 100 on the Outty Ranking, which we label “90+ Club”, based on a 4.9/5 rating across 8,512 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
93 / 100
Rating
4.9/5 (8,512)
Duration
4.8 hours
From
$102 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 taste different wines and olive oil paired with local Tuscan specialties.

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

    • 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 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 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 25 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

    Small-Group Wine Tasting Experience in the Tuscan Countryside in Florence, photo 2Small-Group Wine Tasting Experience in the Tuscan Countryside in Florence, photo 3Small-Group Wine Tasting Experience in the Tuscan Countryside in Florence, photo 4Small-Group Wine Tasting Experience in the Tuscan Countryside in Florence, photo 5Small-Group Wine Tasting Experience in the Tuscan Countryside in Florence, photo 6Small-Group Wine Tasting Experience in the Tuscan Countryside in Florence, photo 7

    What travelers are saying

    Outty’s summary of the themes that recur across 8,481 traveler reviews. Written by us, not quoted from reviewers.

    The guide

    7 mentions

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

    Food and drink

    7 mentions

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

    Knowledge and storytelling

    4 mentions

    Reviewers describe the commentary as informative rather than scripted.

    Photo opportunities

    3 mentions

    The views and photo stops come up again and again.

    Traveler reviews

    8,481 verified traveler reviews for Small-Group Wine Tasting Experience in the Tuscan Countryside. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    7,941
    4 star
    425
    3 star
    76
    2 star
    23
    1 star
    16
    Sort
    Katlyn_L · October 2026

    Finding the group was...

    Finding the group was easy with the instructions provided ahead of time depending on how you arrive (walk, bus, or taxi). Our tour guide and driver were phenomenal! They were both incredibly kind and hilarious. One of our family members has celiacs (gulten allergy) and they worked with both wineries to ensure her food was gulten-free. Cannot say enough good things about this tour, it was a highlight of our trip!

    via Viator

    sairahsays · October 2026

    Amazing views and delcious wines!

    This tour was incredible. Easy to locate the meeting point, comfortable ride to the wineries, plus a very fun and entertaining tour guide! Jason was a vital piece in making this tour what it was! & bonus ~ he takes great photos! Toured two wineries and had plenty of time at both before heading back. Highly recommend this tour!

    via Tripadvisor

    Sarah_D · October 2026

    Picturesque views & amazing wine!

    Great experience! Easy and comfortable transportation to visit to 2 beautiful wineries. Spectacular views, delicious wines & charcuterie snacks. Our tour guide Jason was very entertaining! He even takes the best photos. We had a blast and tasted some amazing wines. Highly recommend this tour!

    via Viator

    James_Y · October 2026

    Wonderful Afternoon

    We had a great time visiting two small producer wineries in the beautiful rolling Hills of Tuscany. It was a great experience. It was very educational and we bought some product to take home with us. What else could be better than that? It’s a great tour and highly recommended.

    via Viator

    C8465FHtracyg · October 2026

    Great trip, great guide

    This was a great tour. Our guide, Jason, was funny and knowledgeable and remembered everyone on the tour. The wineries were great with excellent food served with the wonderful wines. The countryside was stunning and Antonio the driver ensured it was a smooth ride. Honestly, not to be missed!

    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
    $102 to $129
    Hotel pickup
    No pickup, meet at start point
    Booked in 30 days
    2,979
    Verdict
    90+ Club

    Who runs this experience

    Operated by Prestige Rent, who run 5 experiences we rank across 2 cities, with an average Outty Ranking of 83.5 and 3 in the 90+ Club.

    See everything Prestige Rent runs

    Why this scores 93

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

    Traveler sentiment (30% weight)93
    Review evidence (18% weight)100
    Booking momentum (14% weight)100
    Value for money (12% weight)100
    Listing quality (10% weight)64
    Local standing (8% weight)78
    Booking flexibility (8% weight)100

    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 $102 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 93 out of 100, which we label "90+ Club". That score blends traveler sentiment (4.9/5 across 8,512 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 2,979 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?

    +

    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 -by a storyteller, Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner, Florence Pizza or Pasta Class with Gelato Making at a Tuscan Farm. 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?

    +

    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?

    +

    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.

    What is included in Small-Group Wine Tasting Experience in the Tuscan Countryside?

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    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; and Transport by air-conditioned vehicle with free wi-fi on board. Not included: Lunch or Dinner; Gratuities; and Hotel pickup/drop-off. Always check the voucher for the final list before you travel.

    Where is the meeting point for Small-Group Wine Tasting Experience in the Tuscan Countryside?

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    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 is not included, so plan your own transport and arrive 15 minutes early.

    What languages is Small-Group Wine Tasting Experience in the Tuscan Countryside offered in?

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    It runs in English. Pick your language when choosing a date and time, as not every departure runs in every language.

    Will I get instant confirmation and a mobile ticket for Small-Group Wine Tasting Experience in the Tuscan Countryside?

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    Confirmation is sent by the operator after booking, usually within 48 hours; if it is not confirmed you are not charged. Mobile tickets are accepted, so you can show the voucher on your phone.

    Is Small-Group Wine Tasting Experience in the Tuscan Countryside wheelchair or stroller accessible?

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    The operator notes: Minimum age to join the tour is 12 years old; infants are not allowed; and Due to a few stairs to access wine cellars, this tour is not accessible for those using a. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.

    What happens to Small-Group Wine Tasting Experience in the Tuscan Countryside if the weather is bad?

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    It generally runs rain or shine, so dress for the forecast in Florence. Standard cancellation terms apply: free cancellation up to 24 hours before the start.

    What do travelers say about Small-Group Wine Tasting Experience in the Tuscan Countryside?

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    Across 8,512 reviews averaging 4.9 out of 5, recurring themes include the guide, food and drink, knowledge and storytelling. Travelers single out the guide as the reason the experience works.

    What booking options are available for Small-Group Wine Tasting Experience in the Tuscan Countryside?

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    There are 4 options to choose from, including 9:00am Semiprivate (Max 8 Pax), 9:00am Small Group, 2:30pm Semiprivate (Max 8 Pax), 2:30pm Small Group. Prices and start times differ by option, so compare them on the booking screen.

    Ready to lock in your spot?

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