Ancient Wine Cities: Montalcino, San Gimignano and Chianti in Florence, Italy
Florence, Italy

Ancient Wine Cities: Montalcino, San Gimignano and Chianti

Outty Ranking 5110 hoursFrom $486
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Outty Ranking

51/100

Worth a Look. Our proprietary evaluation. How we score

Traveler rating

Not yet rated

No traveler reviews have been published for this experience yet.

Quick answer

Is Ancient Wine Cities: Montalcino, San Gimignano and Chianti worth booking?

Ancient Wine Cities: Montalcino, San Gimignano and Chianti is a 10-hour experience in Florence, Italy, from $486 per person. It scores 51 out of 100 on the Outty Ranking, which we label “Worth a Look”. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
51 / 100
Rating
Not yet rated
Duration
10 hours
From
$486 per person

Get a personalized tour of Montalcino, San Gimignano, and the Chianti region during this 10-hour private excursion from Florence. Enjoy different regional varieties, at your own discretion: Brunello, Supertuscan and Chianti Classico with a dedicated driver guide exploring the towns of Castellina in Chianti and the squares of Montalcino and San Gimignano, then pop into a local winery to learn about the local Sangiovese grapes and sip some Brunello and Chianti Classico. Visit San Gimignano, the City of the Vernaccia Wine and the Manhattan of the Middle Ages, entering the town is like going back in History and finally taste world champion Gelato. There will be a wine tasting and round-trip private air-conditioned minivan transportation from a meeting point near the Florence train station included. .

What you get

    About this experience

    Get a personalized tour of Montalcino, San Gimignano, and the Chianti region during this 10-hour private excursion from Florence. Enjoy different regional varieties, at your own discretion: Brunello, Supertuscan and Chianti Classico with a dedicated driver guide exploring the towns of Castellina in Chianti and the squares of Montalcino and San Gimignano, then pop into a local winery to learn about the local Sangiovese grapes and sip some Brunello and Chianti Classico. Visit San Gimignano, the City of the Vernaccia Wine and the Manhattan of the Middle Ages, entering the town is like going back in History and finally taste world champion Gelato. There will be a wine tasting and round-trip private air-conditioned minivan transportation from a meeting point near the Florence train station included. .

    What's included

    Included

    • When possible, accommodation pick-up upon request
    • Wine Tastings
    • Private transportation

    Not included

    • Lunch

    What you'll see and do

    1. Fortezza di Montalcino

      Seee the square of the Fortress and visit the ancient town of Montalcino.

      30 minutes here

    2. Montalcino 564

      Visit a winery to taste the fine Brunello wine and the Rosso of Montalcino.

      75 minutes here · Admission included

    3. Historic Centre of San Gimignano

      Visit the City of the Vernaccia Wine and the Manhattan of the Middle Ages. Enter San Gimignano city gates and go back in time. Taste the world Champions Gelato (Gelateria Dondoli).

      90 minutes here

    4. Via delle Volte

      Visit the historical town of Castellina in Chianti and walk to the Fortress.

      30 minutes here

    Where it starts and ends

    Meeting point

    Florence

    In front of Burger King

    Hotel pickup

    Pickup is available for selected locations.

    Ends at

    In front of Burger King

    Before you book

    Cancellation
    For a full refund, cancel at least 24 hours before the scheduled departure time.
    Languages
    de, en, it, es
    Ticket
    Mobile Only
    Runs on
    Every day
    Group size
    Up to 8 travelers per booking
    Operated by
    Tuscansafari Srl

    Know before you go

    • Public transportation options are available nearby
    • Suitable for all physical fitness levels

    Photos

    Chianti Classico, Ancient Wine Cities: Montalcino, San Gimignano and Chianti in FlorenceChianti area, Ancient Wine Cities: Montalcino, San Gimignano and Chianti in FlorenceSan Gimignano, Ancient Wine Cities: Montalcino, San Gimignano and Chianti in FlorenceAncient Wine Cities: Montalcino, San Gimignano and Chianti in Florence, photo 5Ancient Wine Cities: Montalcino, San Gimignano and Chianti in Florence, photo 6Ancient Wine Cities: Montalcino, San Gimignano and Chianti in Florence, photo 7

    Good to know

    Duration
    10 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Every day
    Hotel pickup
    Available for selected locations
    Booked in 30 days
    0
    Verdict
    Worth a Look

    Who runs this experience

    Operated by Tuscansafari Srl, who run 9 experiences we rank across 2 cities, with an average Outty Ranking of 51.5.

    See everything Tuscansafari Srl runs

    Why this scores 51

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

    Traveler sentiment (30% weight)77
    Review evidence (18% weight)0
    Booking momentum (14% weight)0
    Value for money (12% weight)65
    Listing quality (10% weight)85
    Local standing (8% weight)50
    Booking flexibility (8% weight)100

    Ancient Wine Cities: Montalcino, San Gimignano and Chianti: questions travelers ask

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

    How much does Ancient Wine Cities: Montalcino, San Gimignano and Chianti cost?

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    Prices start at $486 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 Ancient Wine Cities: Montalcino, San Gimignano and Chianti take?

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    Plan for about 10 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 Ancient Wine Cities: Montalcino, San Gimignano and Chianti worth it?

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    It holds an Outty Ranking of 51 out of 100, which we label "Worth a Look". That score blends traveler sentiment (0/5 across 0 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 Ancient Wine Cities: Montalcino, San Gimignano and Chianti?

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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 Ancient Wine Cities: Montalcino, San Gimignano and Chianti suitable for kids and families?

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    Yes, all ages are welcome. Families should still weigh the 10-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book Ancient Wine Cities: Montalcino, San Gimignano and Chianti?

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    Around 0 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 10-hour experience runs outdoors or after sunset.

    Where does Ancient Wine Cities: Montalcino, San Gimignano and Chianti 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?

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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.

    What is included in Ancient Wine Cities: Montalcino, San Gimignano and Chianti?

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    Included: When possible, accommodation pick-up upon request; Wine Tastings; and Private transportation. Not included: Lunch. Always check the voucher for the final list before you travel.

    Does Ancient Wine Cities: Montalcino, San Gimignano and Chianti include hotel pickup?

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    Yes, pickup is offered, or you can meet at the start point instead from 466 listed pickup locations in and around Florence. You can also enter a custom pickup address when booking.

    What languages is Ancient Wine Cities: Montalcino, San Gimignano and Chianti offered in?

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    It is offered in German, English, Italian and Spanish. 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 Ancient Wine Cities: Montalcino, San Gimignano and Chianti?

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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.

    What happens to Ancient Wine Cities: Montalcino, San Gimignano and Chianti if the weather is bad?

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    This experience depends on good weather. If it is canceled because of poor weather, you are offered a different date or a full refund.

    Ready to lock in your spot?

    Pick a date, choose your group, and see the exact price for Ancient Wine Cities: Montalcino, San Gimignano and Chianti.

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