Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano
San Gimignano, Italy

Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano

Outty Ranking 86 4.9 · 82 traveler reviews6 hoursFrom $80
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Outty Ranking

86/100

Exceptional. Our proprietary evaluation. How we score

Traveler rating

4.9/5

Based on 82 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano worth booking?

Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano is a 6-hour experience in San Gimignano, Italy, from $80 per person. It scores 86 out of 100 on the Outty Ranking, which we label “Exceptional”, based on a 4.9/5 rating across 82 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
86 / 100
Rating
4.9/5 (82)
Duration
6 hours
From
$80 per person

Visit two Tuscan wineries without having to worry about designating a driver by opting for this tour that includes transportation. Immerse yourself in the Chianti wine region as you sample a variety of wines. Discover the art of winemaking through tastings while enjoying the scenery of the Tuscan countryside. Then head to San Gimignano to spend some time exploring its medieval ramparts.

What you get

    About this experience

    Visit two Tuscan wineries without having to worry about designating a driver by opting for this tour that includes transportation. Immerse yourself in the Chianti wine region as you sample a variety of wines. Discover the art of winemaking through tastings while enjoying the scenery of the Tuscan countryside. Then head to San Gimignano to spend some time exploring its medieval ramparts.

    What's included

    Included

    • Our English-speaking tour guide
    • Free time in San Gimignano
    • Visit 2 Wineries
    • Alcoholic beverages
    • In-vehicle air conditioning
    • Views of the Chianti wine region sourrounding San Gimignano
    • Snacks

    Not included

    • Gratuities

    What you'll see and do

    1. Your experience begins depending on the option you selected at the time of booking , either from our headquarters, Tuscany on Wheels (located just few km outside San Gimignano with free car parking available), or directly from San Gimignano.

      15 minutes here · Admission included

    2. Tuscany

      First, we’ll visit a winery an hour outside Florence to taste 5 wines, including Chianti Classico, Vernaccia, and Super Tuscan. We’ll also sample a 30-year-old balsamic vinegar, plus truffle extra virgin olive oil. Learn to recognize different flavors and refine your palate with a passionate wine producer. Fun and new skills are guaranteed!

      90 minutes here

    3. Ulignano

      Next, we’ll visit a local winery in a beautiful area known for D.O.C.G. Vernaccia white wine, overlooking the towers of San Gimignano. The winemakers will guide you through vineyards and cellars, sharing secrets of wine and oil production, and the best wine and food pairings. Enjoy three wines: Vernaccia white, rosé, and Chianti Colli Senesi D.O.C.G. You can also purchase local products and wine at great prices to take home or ship to friends and family.

      90 minutes here

    4. Historic Centre of San Gimignano

      The trip isn't over yet as you just earned a bonus stop in San Gimignano for a little stroll before making your way back. You can't miss San Gimignano when you visit Tuscany! San Gimignano is known for its 14 medieval towers, which dominate the skyline and create a unique atmosphere. These towers were built by wealthy families as symbols of their power and status, and today they are one of the town’s main attractions. You can climb to the top of some of the towers and enjoy stunning views of the surrounding countryside.

      90 minutes here

    5. The tour concludes at around 4:30 pm at the Tuscany on Wheels office, where you’ll return with wonderful memories, a camera full of photos, and a few new friends. If you selected San Gimignano as your departure point, you have the option to end your tour there instead, at approximately at 2:30 pm, rather than returning to the main office.

      30 minutes here

    Where it starts and ends

    Meeting point

    San Gimignano

    We meet on Via di San Gimignano, at the "Bivio Volterra" bus stop, located right next to the roundabout that connects to Via Baccanella.

    Meeting point

    San Gimignano

    We meet at our Tuscany on Wheels office located on Strada di Sant'Appiano 9/I right at the exit Poggibonsi Nord of the speedway Florence - Siena , 12km to San Gimignano. Park your car by the office for free or request a pick up.

    Hotel pickup

    No pickup: everyone meets at the start point.

    Ends at

    We meet on Via di San Gimignano, at the "Bivio Volterra" bus stop, located right next to the roundabout that connects to Via Baccanella.

    Ends at

    We meet at our Tuscany on Wheels office located on Strada di Sant'Appiano 9/I right at the exit Poggibonsi Nord of the speedway Florence - Siena , 12km to San Gimignano. Park your car by the office for free or request a pick up.

    Options you can book

    • From San Gimignano

      Small Group Tour: From San Gimignano Starting point: Bivio Volterra, 53037 San Gimignano, Province of Siena, Italy

    • From Tuscany on Wheels

      Small Group Tour: from Tuscany on Wheels office in Chianti Starting point: Tuscany on Wheels - Tours in & from San Gimignano, Strada di Sant' Appiano, 9/i, 50028 Barberino Tavarnelle FI, Italy

    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 8 travelers per booking
    Operated by
    Italy on a Budget tours

    Know before you go

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

    Photos

    Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano, photo 2Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano, photo 3Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano, photo 4Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano, photo 5Tuscany, Tuscany Wine Tour: 2 Wineries & Chianti from San GimignanoWine Tasting tour from San Gimignano area, Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano

    What travelers are saying

    Outty’s summary of the themes that recur across 81 traveler reviews. Written by us, not quoted from reviewers.

    Food and drink

    8 mentions

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

    The guide

    4 mentions

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

    Traveler reviews

    81 verified traveler reviews for Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    76
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    Taraf4848 · October 2026

    Perfectly pleasant day trip

    Francis was a perfect tour guide. Very kind and easy to talk to. And very accommodating to our group’s pace. The first vineyard was a nice experience with wine pairing and food. A more serious, industrial production. And the second vineyard very small, charming, more personable ( Rosa was lovely). A small family farm vineyard. Perfect mix of both for a perfect day. We loved how accommodating Francis was to our group and I would love to do this trip again with him.

    via Tripadvisor

    karenmW5149EF · October 2026

    So glad we did this!

    Valentina was amazed bc but the meeting point instructions were very confusing for us and we ended up at the wrong g place and Valentina had to come back to pick us up. So grateful for Valentina was able to come retrieve us.

    via Tripadvisor

    889westonr · September 2026

    Amazing tour

    Ema was the best! Free drink for him please!

    via Tripadvisor

    paulapA6997VF · September 2026

    Wine Tour

    Emma was amazing!! Great experience!!! We had so much fun visiting each winery.

    via Tripadvisor

    239brittneye · September 2026

    Worth it!

    Amazing experience. Ema was wonderful, and very informational. Highly recommend if you want an experience outside of town with amazing wine!

    via Tripadvisor

    Good to know

    Duration
    6 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Every day
    Price range
    $80 to $145
    Hotel pickup
    No pickup, meet at start point
    Booked in 30 days
    29
    Verdict
    Exceptional

    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 86

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

    Traveler sentiment (30% weight)89
    Review evidence (18% weight)83
    Booking momentum (14% weight)80
    Value for money (12% weight)100
    Listing quality (10% weight)68
    Local standing (8% weight)76
    Booking flexibility (8% weight)100

    Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano: questions travelers ask

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

    How much does Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano cost?

    +

    Prices start at $80 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in San Gimignano usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.

    How long does Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano take?

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    Plan for about 6 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 San Gimignano is not rushed.

    Is Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano worth it?

    +

    It holds an Outty Ranking of 86 out of 100, which we label "Exceptional". That score blends traveler sentiment (4.9/5 across 82 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable most highly reviewed in San Gimignano, and how flexible the cancellation terms are.

    Can I cancel or reschedule Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano?

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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 Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano suitable for kids and families?

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    Yes, all ages are welcome. Families should still weigh the 6-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano?

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    Around 29 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 San Gimignano 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 San Gimignano and add a light layer if any part of the 6-hour experience runs outdoors or after sunset.

    Where does Tuscany Wine Tour: 2 Wineries & Chianti from 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 San Gimignano 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 San Gimignano?

    +

    On Outty we rank every San Gimignano experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Wine and food tasting in an organic family winery, Tuscan Cooking Class, Wine Tour with Lunch and Wine Tasting. 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 San Gimignano?

    +

    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 San Gimignano?

    +

    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 Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano?

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    Included: Our English-speaking tour guide; Free time in San Gimignano; Visit 2 Wineries; Alcoholic beverages; and In-vehicle air conditioning. Not included: Gratuities. Always check the voucher for the final list before you travel.

    Where is the meeting point for Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano?

    +

    We meet on Via di San Gimignano, at the "Bivio Volterra" bus stop, located right next to the roundabout that connects to Via Baccanella. Hotel pickup is not included, so plan your own transport and arrive 15 minutes early.

    What languages is Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano offered in?

    +

    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 Tuscany Wine Tour: 2 Wineries & Chianti from 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.

    What happens to Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano if the weather is bad?

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

    What do travelers say about Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano?

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    Across 82 reviews averaging 4.9 out of 5, recurring themes include food and drink, the guide. The tastings and food stops are a highlight for most reviewers.

    What booking options are available for Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano?

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    There are 2 options to choose from, including From San Gimignano, From Tuscany on Wheels. Prices and start times differ by option, so compare them on the booking screen.

    Ready to lock in your spot?

    Pick a date, choose your group, and see the exact price for Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano.

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