Private Tuscany Tour with 2 Wineries, Lunch and San Gimignano in Florence, Italy
Florence, Italy

Private Tuscany Tour with 2 Wineries, Lunch and San Gimignano

Outty Ranking 63 5.0 · 15 traveler reviews7 hoursFrom $544
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Outty Ranking

63/100

Solid Choice. Our proprietary evaluation. How we score

Traveler rating

5.0/5

Based on 15 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Private Tuscany Tour with 2 Wineries, Lunch and San Gimignano worth booking?

Private Tuscany Tour with 2 Wineries, Lunch and San Gimignano is a 7-hour experience in Florence, Italy, from $544 per person. It scores 63 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 5/5 rating across 15 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
63 / 100
Rating
5/5 (15)
Duration
7 hours
From
$544 per person

This experience is 100% private and designed exclusively for you and your group. From private transportation to a dedicated local tour leader, every detail is tailored to your pace and interests: no crowds, no fixed group schedules, just a relaxed and authentic Tuscan wine experience. Unlike standard wine tours, you’ll be accompanied throughout the day by a local tour leader who connects you with the wineries and the region itself. Through stories, insights, and insider knowledge, they transform simple tastings into a deeper cultural experience. You’ll visit carefully selected, family-run wineries in the Chianti countryside, enjoying tastings, hospitality, and stunning landscapes. Whether you’re celebrating a honeymoon, with family, or with friends, this tour offers exclusivity, flexibility, and a truly local perspective.

What you get

    About this experience

    This experience is 100% private and designed exclusively for you and your group. From private transportation to a dedicated local tour leader, every detail is tailored to your pace and interests: no crowds, no fixed group schedules, just a relaxed and authentic Tuscan wine experience. Unlike standard wine tours, you’ll be accompanied throughout the day by a local tour leader who connects you with the wineries and the region itself. Through stories, insights, and insider knowledge, they transform simple tastings into a deeper cultural experience. You’ll visit carefully selected, family-run wineries in the Chianti countryside, enjoying tastings, hospitality, and stunning landscapes. Whether you’re celebrating a honeymoon, with family, or with friends, this tour offers exclusivity, flexibility, and a truly local perspective.

    What's included

    Included

    • Private transportation
    • Free time in San Gimignano
    • Alcoholic beverages
    • Professional local tour leader for the entire duration of the experience
    • Traditional Tuscan lunch at a winery
    • Guided winery tours with local producers

    Not included

    • Hotel pickup/drop-off outside the listed departure points
    • Personal purchases & shippings (wine, olive oil, local products)
    • Gratuities

    What you'll see and do

    1. Florence

      Experience the essence of Tuscany on an exclusive private Chianti wine tour, driven by a professional local tour leader who will be with you throughout the experience. Along the way, your tour leader will share insights into the Chianti region, its wines, traditions, and breathtaking landscapes. This carefully curated private experience is designed for travelers who want more than a standard wine tour. With private transportation and a dedicated tour leader, you’ll enjoy a smooth and relaxed journey through the rolling hills of Chianti, far from crowds and fixed group schedules.

      60 minutes here

    2. Tuscany

      You will visit two handpicked local wineries, selected for their quality wines and authentic production methods. At each estate, you’ll enjoy guided visits through vineyards and cellars, learning about traditional Tuscan winemaking directly from passionate producers. The experience includes premium wine tastings featuring renowned labels such as Chianti Classico, Chianti Colli Senesi, Vernaccia di San Gimignano, and Super Tuscan wines, often paired with local extra virgin olive oil, balsamic vinegar, or regional snacks.

      90 minutes here

    3. San Gimignano

      This option also include a traditional Tuscan lunch at a winery, where local dishes are perfectly paired with estate wines, as well as free time to explore the medieval town of San Gimignano, famous for its towers and UNESCO-listed historic center.

      90 minutes here

    4. Florence

      Return to the starting point at 5:00pm

      60 minutes here

    Where it starts and ends

    Meeting point

    Florence

    Florence: Parking Oltrarno, Piazza della Calza 1, right in front Porta Romana at the blue P (parking) sign

    Hotel pickup

    No pickup: everyone meets at the start point.

    Ends at

    Florence: Parking Oltrarno, Piazza della Calza 1, right in front Porta Romana at the blue P (parking) sign

    Before you book

    Cancellation
    For a full refund, cancel at least 24 hours before the scheduled departure time.
    Languages
    en, it
    Ticket
    Mobile Only
    Runs on
    Mon, Tue, Wed, Thu, Fri, Sat
    Group size
    Up to 8 travelers per booking
    Operated by
    Italy on a Budget tours

    Know before you go

    • Public transportation options are available nearby
    • Specialized infant seats are available
    • Suitable for all physical fitness levels
    • Children under 12 years old are required by law to use an appropriate car seat. Please inform our team in advance if you would like us to arrange a car seat rental for you.

    Photos

    Private Tuscany Tour with 2 Wineries, Lunch and San Gimignano in Florence, photo 2Cellar Visit, Private Tuscany Tour with 2 Wineries, Lunch and San Gimignano in FlorenceTuscan Views, Private Tuscany Tour with 2 Wineries, Lunch and San Gimignano in FlorenceVineyards, Private Tuscany Tour with 2 Wineries, Lunch and San Gimignano in FlorenceLunch at a winery, Private Tuscany Tour with 2 Wineries, Lunch and San Gimignano in FlorenceCellar visit, Private Tuscany Tour with 2 Wineries, Lunch and San Gimignano in Florence

    What travelers are saying

    Outty’s summary of the themes that recur across 15 traveler reviews. Written by us, not quoted from reviewers.

    Food and drink

    9 mentions

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

    The guide

    7 mentions

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

    Knowledge and storytelling

    3 mentions

    Reviewers describe the commentary as informative rather than scripted.

    Photo opportunities

    2 mentions

    The views and photo stops come up again and again.

    Traveler reviews

    15 verified traveler reviews for Private Tuscany Tour with 2 Wineries, Lunch and San Gimignano. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    15
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    T3507GRbobbyg · October 2026

    October in Tuscany

    Ned was amazing we had a great time. Great wineries in Tuscany were great we learned so much and had the best wines. Thank you for amazing time.

    Response from the operator: It’s great to hear you discovered some fantastic wines and learned more about Tuscany, Bobby! Thanks for your kind words about Ned. We’re happy you had such a good time exploring the region with us!

    via Tripadvisor

    211jennifferl · September 2026

    You should book this tour!

    We had such a great time. Our guide, Ema, provided an interesting, fun and engaging tour. we learned about wine, food, and history of the region. He went out of his way to make sure we had a fantastic experience. Absolutely recommend!

    Response from the operator: Thanks so much for the lovely review, Jennifer! We’re really happy to hear Ema made the day so enjoyable and that you got to learn more about the food, wine and history of Tuscany along the way. We’ll definitely share your kind words with him. Hope to welcome you back someday!

    via Tripadvisor

    V1168GSjosephr · September 2026

    Awesome wine tour.

    Awesome. Me and my 3 friends from highschool commemorated our first year working after college with this trip. Such a great time. Guide was awesome. Recommend.

    Response from the operator: What a special experience to share with your friends! We feel really honoured that you chose to spend part of this trip with us. We’re glad you had such a great time and that our guide added so much to the day. Hopefully we’ll have all of you back with us again one day, maybe even for one of our multi-day trips!

    via Tripadvisor

    E6718GBchrisd · September 2026

    Tuscany Wine Tour

    This trip is well worth it. The country side and wine is amazing. The last stop is amazing too. Our tour guide, Ned, was excellent!!!!!! Highly recommended

    Response from the operator: We’re so happy to hear you had such a great time in Tuscany, Chris! It’s lovely to know you enjoyed the wineries and your final stop in San Gimignano. Hopefully you had the chance to try some of its famous gelato too! Thank you as well for your kind words about Nedas and for the recommendation.

    via Tripadvisor

    jillgriessel · September 2026

    Wine tour in Tuscany

    Wonderful experience and guide

    Response from the operator: We really appreciate your kind words, Jill! It’s great to know you had such a wonderful time with us. We’d love to have you back for another day tour, or maybe even a multi-day tour in Italy next time!

    via Tripadvisor

    Good to know

    Duration
    7 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Mon, Tue, Wed, Thu, Fri, Sat
    Price range
    $544 to $550
    Hotel pickup
    No pickup, meet at start point
    Booked in 30 days
    5
    Verdict
    Solid Choice

    Who runs this experience

    Operated by Italy on a Budget tours, who run 18 experiences we rank across 4 cities, with an average Outty Ranking of 71.0 and 1 in the 90+ Club.

    See everything Italy on a Budget tours runs

    Why this scores 63

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

    Traveler sentiment (30% weight)87
    Review evidence (18% weight)37
    Booking momentum (14% weight)28
    Value for money (12% weight)39
    Listing quality (10% weight)85
    Local standing (8% weight)67
    Booking flexibility (8% weight)100

    Private Tuscany Tour with 2 Wineries, Lunch and San Gimignano: questions travelers ask

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

    How much does Private Tuscany Tour with 2 Wineries, Lunch and San Gimignano cost?

    +

    Prices start at $544 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 Tuscany Tour with 2 Wineries, Lunch and San Gimignano take?

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    Plan for about 7 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 Tuscany Tour with 2 Wineries, Lunch and San Gimignano worth it?

    +

    It holds an Outty Ranking of 63 out of 100, which we label "Solid Choice". That score blends traveler sentiment (5/5 across 15 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 Tuscany Tour with 2 Wineries, Lunch and San Gimignano?

    +

    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 Tuscany Tour with 2 Wineries, Lunch and San Gimignano suitable for kids and families?

    +

    Yes, all ages are welcome. Families should still weigh the 7-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book Private Tuscany Tour with 2 Wineries, Lunch and San Gimignano?

    +

    Around 5 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 7-hour experience runs outdoors or after sunset.

    Where does Private Tuscany Tour with 2 Wineries, Lunch and San Gimignano 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?

    +

    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 Private Tuscany Tour with 2 Wineries, Lunch and San Gimignano?

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    Included: Private transportation; Free time in San Gimignano; Alcoholic beverages; Professional local tour leader for the entire duration of the experience; and Traditional Tuscan lunch at a winery. Not included: Hotel pickup/drop-off outside the listed departure points; Personal purchases & shippings (wine, olive oil, local products); and Gratuities. Always check the voucher for the final list before you travel.

    Where is the meeting point for Private Tuscany Tour with 2 Wineries, Lunch and San Gimignano?

    +

    Florence: Parking Oltrarno, Piazza della Calza 1, right in front Porta Romana at the blue P (parking) sign Hotel pickup is not included, so plan your own transport and arrive 15 minutes early.

    What languages is Private Tuscany Tour with 2 Wineries, Lunch and San Gimignano offered in?

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    It is offered in English and Italian. 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 Private Tuscany Tour with 2 Wineries, Lunch and San Gimignano?

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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 Private Tuscany Tour with 2 Wineries, Lunch and San Gimignano wheelchair or stroller accessible?

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    The operator notes: Specialized infant seats are available. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.

    What happens to Private Tuscany Tour with 2 Wineries, Lunch and San Gimignano if the weather is bad?

    +

    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 Private Tuscany Tour with 2 Wineries, Lunch and San Gimignano?

    +

    Across 15 reviews averaging 5.0 out of 5, recurring themes include food and drink, the guide, knowledge and storytelling. The tastings and food stops are a highlight for most reviewers.

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