Private Half day Tour in Chianti, San Gimignano with wine tasting in Florence
Florence, Italy

Private Half day Tour in Chianti, San Gimignano with wine tasting

Outty Ranking 70 5.0 · 17 traveler reviews5 hoursFrom $70

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September 2026

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Adults

Age 13 and over

2

Children

Age 12 and under

0

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From, per person$70
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Outty Ranking

70/100

Strongly Recommended. Our proprietary evaluation. How we score

Traveler rating

5.0/5

Based on 17 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Private Half day Tour in Chianti, San Gimignano with wine tasting worth booking?

Private Half day Tour in Chianti, San Gimignano with wine tasting is a 5-hour experience in Florence, Italy, from $70 per person. It scores 70 out of 100 on the Outty Ranking, which we label “Strongly Recommended, based on a 5/5 rating across 17 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
70 / 100
Rating
5/5 (17)
Duration
5 hours
From
$70 per person

Let us guide you through the medieval and legendary towers of San Gimignano. In the heart of Chianti, treat yourself to a break among centuries-old vineyards with a traditional Tuscan lunch and a tasting of fine wines. A

What you get

    About this experience

    Let us guide you through the medieval and legendary towers of San Gimignano. In the heart of Chianti, treat yourself to a break among centuries-old vineyards with a traditional Tuscan lunch and a tasting of fine wines. An exclusive tour, in a private car with all the comforts, for those seeking authentic emotions, unique flavors, and endless beauty. An experience steeped in history, nature, and fine wine. Book your trip to the heart of Tuscany now!

    What's included

    Included

    • Private transportation
    • Booster seat
    • Bottled water
    • On-board WiFi
    • In-vehicle air conditioning

    Not included

    • Dinner
    • Tasting
    • Full lunch with wine tasting

    What you'll see and do

    1. San Gimignano

      San Gimignano – The Medieval Manhattan Approaching San Gimignano, the view changes again : against the green Tuscan hills, the soaring towers that have made this town famous throughout the world rise towards the sky. An ancient symbol of power and prestige, the towers of San Gimignano are like stone fingers pointing skyward, telling the story of a thriving and ambitious city in the heart of the Middle Ages. The heart of the town is Piazza della Cisterna, paved in a herringbone pattern, surrounded by historic buildings and dominated by the Devil's Tower. A little further on, Piazza del Duomo, with the Collegiate Church and the Town Hall, boasts frescoes from the Sienese school and a spectacular view from the Torre Grossa, the tallest tower in the city.

      60 minutes here

    2. San Gimignano

      After booking, you can arrange with the organizers to add a winery experience in one of the most important wineries in the heart of Chianti, including a wine tasting with or without lunch.

      120 minutes here

    Where it starts and ends

    Hotel pickup

    Pickup is included for all travelers. Pickup begins about 10 minutes before departure.

    Before you book

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

    Know before you go

    • Infants and small children can ride in a pram or stroller
    • Service animals allowed
    • Public transportation options are available nearby
    • Specialized infant seats are available
    • Suitable for all physical fitness levels

    Photos

    Private Half day Tour in Chianti, San Gimignano with wine tasting in Florence, photo 2Private Half day Tour in Chianti, San Gimignano with wine tasting in Florence, photo 3Private Half day Tour in Chianti, San Gimignano with wine tasting in Florence, photo 4Private Half day Tour in Chianti, San Gimignano with wine tasting in Florence, photo 5Private Half day Tour in Chianti, San Gimignano with wine tasting in Florence, photo 6Private Half day Tour in Chianti, San Gimignano with wine tasting in Florence, photo 7

    What travelers are saying

    Outty’s summary of the themes that recur across 17 traveler reviews. Written by us, not quoted from reviewers.

    The guide

    7 mentions

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

    Photo opportunities

    7 mentions

    The views and photo stops come up again and again.

    Food and drink

    6 mentions

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

    Knowledge and storytelling

    5 mentions

    Reviewers describe the commentary as informative rather than scripted.

    Good for families

    2 mentions

    Reviewers traveling with kids report it landed well with their group.

    Traveler reviews

    17 verified traveler reviews for Private Half day Tour in Chianti, San Gimignano with wine tasting. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    17
    4 star
    0
    3 star
    0
    2 star
    0
    1 star
    0
    Sort
    Jessica_R · July 2026

    Fantastic experience, wonderful guide!

    I booked the private half-day tour to Chianti and San Gimignano, and it was one of the highlights of my vacation in Italy. The van was spotless and very comfortable. Shout out to our guide, Asil! He was professional and kept the mood fun the entire time. He gave me context about the region on the way but also let me just enjoy the views. Thank you so much for this amazing summer trip!

    via Viator

    Alessandro_M · July 2026

    Fantastic experience, I...

    Fantastic experience, I had a very delightful time and was able to learn so much about wine culture of the locals, definetely reccomend it!

    via Viator

    Afonso_F · June 2026

    Very enjoyable. Once...

    Very enjoyable. Once again had an experience worth to repeat. Anybody that is around Florence, alone or with family, should take the chance to take this tour. Recommend 100%!

    via Viator

    mehmetgV7319AQ · May 2026

    Highly Recommended! Already Planning Our Next Tour with Zaza

    We booked this half-day tour for our group of four based on a friend's recommendation, and it absolutely exceeded our expectations! The winery visit and San Gimignano were both stunning. A huge shoutout to our guide, Asil, who was incredibly knowledgeable and kept us entertained the whole time. Thank you, Zaza Tour, for such a memorable experience. We loved it so much that we’re already planning to book your Cinque Terre tour for next year!!!

    via Tripadvisor

    giadad294 · April 2026

    Weekend San Gimignano

    San Gimignano is fascinating, our driver was very kind and when we arrived he gave us a lot of really useful information, we tasted a delicious ice cream and after visiting this beautiful city we went to the winery for the tasting and during the trip we took many photos. Sublime wine and the owner really kind and competent, thank you for this wonderful afternoon.

    via Tripadvisor

    Good to know

    Duration
    5 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Every day
    Price range
    $70 to $160
    Hotel pickup
    Included for all travelers
    Booked in 30 days
    6
    Verdict
    Strongly Recommended

    Why this scores 70

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

    Traveler sentiment (30% weight)88
    Review evidence (18% weight)39
    Booking momentum (14% weight)30
    Value for money (12% weight)100
    Listing quality (10% weight)72
    Local standing (8% weight)68
    Booking flexibility (8% weight)100

    Private Half day Tour in Chianti, San Gimignano with wine tasting: questions travelers ask

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

    How much does Private Half day Tour in Chianti, San Gimignano with wine tasting cost?

    +

    Prices start at $70 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 Half day Tour in Chianti, San Gimignano with wine tasting take?

    +

    Plan for about 5 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 Half day Tour in Chianti, San Gimignano with wine tasting worth it?

    +

    It holds an Outty Ranking of 70 out of 100, which we label "Strongly Recommended". That score blends traveler sentiment (5/5 across 17 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 Half day Tour in Chianti, San Gimignano with wine tasting?

    +

    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 Half day Tour in Chianti, San Gimignano with wine tasting suitable for kids and families?

    +

    Yes, all ages are welcome. Families should still weigh the 5-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book Private Half day Tour in Chianti, San Gimignano with wine tasting?

    +

    Around 6 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 5-hour experience runs outdoors or after sunset.

    Where does Private Half day Tour in Chianti, San Gimignano with wine tasting start and how do I get there?

    +

    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?

    +

    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?

    +

    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.

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