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

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

Outty Ranking 67 4.9 · 22 traveler reviews5 hoursFrom $212
Instant mobile ticketSpots available today

Outty Ranking

67/100

Solid Choice. Our proprietary evaluation. How we score

Traveler rating

4.9/5

Based on 22 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 $212 per person. It scores 67 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 4.9/5 rating across 22 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
67 / 100
Rating
4.9/5 (22)
Duration
5 hours
From
$212 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. 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 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 22 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

    4 mentions

    The views and photo stops come up again and again.

    Food and drink

    3 mentions

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

    Knowledge and storytelling

    2 mentions

    Reviewers describe the commentary as informative rather than scripted.

    Traveler reviews

    22 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
    21
    4 star
    0
    3 star
    0
    2 star
    1
    1 star
    0
    Sort
    Duygu_Y · September 2026

    A Wine Tasting Experience I Won't Forget

    This tour was lovely. From the moment i got in the car, i loved it. The driver was kind and made sure we are enjoying. And the wine tasting was a truly nice experience for me. This is the first time i ever joined a wine tasting. The story of each bottle and their meanings to the wine house was explained. The profiles of the wines was also explained in detail. Food was delicious. They made sure to adjust the courses according to our food intolerances and allergies. We were also offered good wine while waiting, before we got in the tasting room. The landscape of the wine house was also really adorable. And i get to talk to the employees of the wine house after tasting. They answered all my questions as much as they can, even after the tasting was done. Overall it was an enjoyable and also memorable experience. I definitely recommend if you have the possibility.

    via Viator

    Matt_D · September 2026

    We booked the Mercedes...

    We booked the Mercedes tour with Zaza Tour, and it was simply wonderful from start to finish. The vehicle was extremely spacious, very comfortable, and the air conditioning was a lifesaver throughout the day. They also kept offering us cold bottled water constantly, which was such a thoughtful touch. Our driver was incredibly kind, welcoming, and made us feel right at home navigating the city. My wife, our son and I had the best time, and it truly turned into a cherished memory that we will look back on happily for years to come. If you are visiting Florence, do not hesitate. Highly recommended!

    via Viator

    Jaime_H · September 2026

    Amazing Experience!

    An amazing experience from start to finish! Everything was well organized, enjoyable, and definitely worth it. Highly recommended

    via Viator

    James_S · September 2026

    It was a very good trip...

    It was a very good trip for all of us. Thank you for the guidance and safe driving. Mr. Sever was a very experienced and excellent guide.

    via Viator

    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

    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
    Hotel pickup
    Included for all travelers
    Booked in 30 days
    8
    Verdict
    Solid Choice

    Who runs this experience

    Operated by Destinationtuscany, who run 3 experiences we rank across 1 city, with an average Outty Ranking of 63.3.

    See everything Destinationtuscany runs

    Why this scores 67

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

    Traveler sentiment (30% weight)85
    Review evidence (18% weight)42
    Booking momentum (14% weight)34
    Value for money (12% weight)72
    Listing quality (10% weight)72
    Local standing (8% weight)65
    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 $212 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 67 out of 100, which we label "Solid Choice". That score blends traveler sentiment (4.9/5 across 22 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 8 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 -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 Half day Tour in Chianti, San Gimignano with wine tasting?

    +

    Included: Private transportation; Booster seat; Bottled water; On-board WiFi; and In-vehicle air conditioning. Not included: Dinner; Tasting; and Full lunch with wine tasting. Always check the voucher for the final list before you travel.

    Does Private Half day Tour in Chianti, San Gimignano with wine tasting include hotel pickup?

    +

    Yes, pickup is offered for every traveler from 4 listed pickup locations in and around Florence. Be ready about 10 minutes before the start time. You can also enter a custom pickup address when booking.

    What languages is Private Half day Tour in Chianti, San Gimignano with wine tasting offered in?

    +

    It is offered in 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 Private Half day Tour in Chianti, San Gimignano with wine tasting?

    +

    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 Half day Tour in Chianti, San Gimignano with wine tasting wheelchair or stroller accessible?

    +

    The operator notes: Infants and small children can ride in a pram or stroller; and Specialized infant seats are available. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.

    What happens to Private Half day Tour in Chianti, San Gimignano with wine tasting 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 Half day Tour in Chianti, San Gimignano with wine tasting?

    +

    Across 22 reviews averaging 4.9 out of 5, recurring themes include the guide, photo opportunities, food and drink. Travelers single out the guide as the reason the experience works.

    Ready to lock in your spot?

    Pick a date, choose your group, and see the exact price for Private Half day Tour in Chianti, San Gimignano with wine tasting.

    Pick your date