Private Day Trip Siena and Chianti Wine Experience with lunch in Florence, Italy
Florence, Italy

Private Day Trip Siena and Chianti Wine Experience with lunch

Outty Ranking 73 5.0 · 21 traveler reviews8 hoursFrom €110
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Outty Ranking

73/100

Strongly Recommended. Our proprietary evaluation. How we score

Traveler rating

5.0/5

Based on 21 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Private Day Trip Siena and Chianti Wine Experience with lunch worth booking?

Private Day Trip Siena and Chianti Wine Experience with lunch is a 8-hour experience in Florence, Italy, from €110 per person. It scores 73 out of 100 on the Outty Ranking, which we label “Strongly Recommended”, based on a 5/5 rating across 21 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
73 / 100
Rating
5/5 (21)
Duration
8 hours
From
€110 per person

• EXPERIENCE FOR YOUR PRIVATE GROUP • Leave behind the bustling city of Florence with a private full-day tour in a luxury Mercedes Minivan. Stroll through the Gothic streets of Siena and discover the black-and-white art and architecture of its historic center, a UNESCO heritage site. Taste renowned Chianti wines and authentic Tuscan cuisine in famous family-owned cellars of local olive oil and aged balsamic vinegar. • 8hr Full-Day private tour of Siena and Chianti from Florence • Pick-up and drop off at your selected hotel/ location (Florence Down Town) • Private transportation by minivan, Air-Conditioned • Tasting of cold cuts and cheeses from the exceptional Falorni butcher shop • English-speaking licensed driver • Learn about local history, food and culture • On request we can organize Lunch in Farm or Winery. (highly recommended)

What you get

    About this experience

    • EXPERIENCE FOR YOUR PRIVATE GROUP • Leave behind the bustling city of Florence with a private full-day tour in a luxury Mercedes Minivan. Stroll through the Gothic streets of Siena and discover the black-and-white art and architecture of its historic center, a UNESCO heritage site. Taste renowned Chianti wines and authentic Tuscan cuisine in famous family-owned cellars of local olive oil and aged balsamic vinegar. • 8hr Full-Day private tour of Siena and Chianti from Florence • Pick-up and drop off at your selected hotel/ location (Florence Down Town) • Private transportation by minivan, Air-Conditioned • Tasting of cold cuts and cheeses from the exceptional Falorni butcher shop • English-speaking licensed driver • Learn about local history, food and culture • On request we can organize Lunch in Farm or Winery. (highly recommended)

    What's included

    Included

    • Local guide tour in winery
    • Tasting of cold cuts and cheeses from Falorni butcher
    • On-Board WiFi
    • Private transportation by minivan air-conditioned
    • Unlimited cold mineral water
    • Pick-up and drop-off at your selected hotel/location (in Downtown Florence)

    Not included

    • Lunch and wine tasting on farm or winery (to be paid on-location from 50€pp to 60€pp)
    • Wine tasting (to be paid on-location from 30€pp to 40€pp)
    • Private city guide.

    What you'll see and do

    1. Siena

      Siena is one of the most popular and visited places in Tuscany. It is known throughout Italy for its distinguished medieval architecture. Upon arrival, explore its rich history and art, through its notable local monuments such as the famous seashell-shaped Piazza del Campo and the outstanding Siena Cathedral. Many local shops fill the historic streets of Siena, a great opportunity for you to taste local food or buy some gifts!

      180 minutes here

    2. Duomo di Siena

      The Cathedral of Santa Maria Assunta is the main location of Catholic worship in Tuscany, and the diocese of Siena. The building is located in the square of the same name in the center of the city. Built in Italian Gothic style, it is one of the most significant and spectacular churches built in Italy.

      Pass by without stopping

    3. Piazza del Campo

      Piazza del Campo (or simply, il Campo) is the main square of the city of Siena. Unique for its particular and original seashell shape, it is renowned all over the world for its beauty and architectural integrity, as well as for being the place where the Palio di Siena takes place twice a year.

      Pass by without stopping

    4. Strada in Chianti

      The SS222 road, better known as Chiantigiana, is one of the most beautiful roads in Italy. It passes along the entire Chianti region, from Florence to Siena. Driving on it is a great way to discover the area. You will take this scenic road going north, starting from Siena and reaching Castellina in Chianti. The area is rich with castles and villages. One example is the Castle of Fonterutoli, where you will stop to admire the small medieval village surrounded by endless vineyards, centuries-old woods, and green hills.

      60 minutes here

    5. Casa Emma wine tasting

      *OPTIONAL lunch at the Farm or Winery. Have lunch in a wonderful organic farm. While the owner will show you around the property, his wife will prepare a delicious and unforgettable lunch for your private group. The owner will show you to his cellar to admire his Super Tuscans and Chianti Classico wines -Craft Wine- and to the nearby Acetaia, a vinegar cellar, with old vinegar. Afterwards, experience a unique dining setting while taking in an amazing Tuscan panorama. You will taste organic specialties, such as the typical Lasagna with traditional sauces, crostini, local meats and cold cuts, legumes, seasonal vegetables, honey, and cheeses seasoned with an incredible aged balsamic vinegar. Wine will accompany this lunch every step of the way. Each of the four main courses and desserts will be paired with a different and distinctive glass of wine. We will conclude with ice cream and balsamic vinegar or other desserts. *(This option will include the visit of Castellina in Chianti.)

      120 minutes here · Admission not included

    6. Panzano in Chianti

      A visit in the picturesque Panzano is a must! As you take a few steps to reach Panzano’s medieval 11th century tower, you are truly immersed in another time. Enclosed by its fortified walls, you feel as if you’re returning to the Middle Ages. Take breathtaking pictures of the extraordinary southern valley, where hundreds of plots of land are planted with Sangiovese vines.

      60 minutes here

    7. Greve in Chianti

      Experience the unforgettable town of Greve in Chianti, located in the heart of the Chianti Classico wine region, and home of the famous explorer Giovanni da Verrazzano. An unmissable visit is also due at the ancient and famous Falorni butcher shop, where you will have the opportunity to taste exceptional Tuscan snacks made with local cold cuts and cheeses!

      60 minutes here

    Where it starts and ends

    Hotel pickup

    Pickup is included for all travelers.

    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
    Every day
    Group size
    Up to 7 travelers per booking
    Operated by
    UNIQUETUSCANY private tours

    Know before you go

    • Infants and small children can ride in a pram or stroller
    • Public transportation options are available nearby
    • Specialized infant seats are available
    • Suitable for all physical fitness levels
    • Departure is suggested at 9:00am
    • In case of rain, umbrellas are provided by your driver
    • A confirmation is appreciated the day before the appointment by e-mailing or via iMessage or WhatsApp
    • Minors under 18 years old are not allowed to drink alcohol (wine tasting)
    • You will be picked up directly at your hotel or address provided at the time of booking at the exact time of the start of the tour.
    • Upon request, during the reservation we can organize lunch in wine cellars or on farms, this is a highly recommended experience, especially for wine lovers. (We also offer vegetarian and gluten-free lunches, and accommodate allergies. Upon request 24hrs before the tour).

    Photos

    Siena Cathedral, Private Day Trip Siena and Chianti Wine Experience with lunch in FlorencePart of cathedral, Private Day Trip Siena and Chianti Wine Experience with lunch in FlorenceSiena, Private Day Trip Siena and Chianti Wine Experience with lunch in FlorenceStreet of Siena, Private Day Trip Siena and Chianti Wine Experience with lunch in Florencehorse race in Piazza del Campo, Private Day Trip Siena and Chianti Wine Experience with lunch in FlorenceHarvest 2019, Private Day Trip Siena and Chianti Wine Experience with lunch in Florence

    What travelers are saying

    Outty’s summary of the themes that recur across 21 traveler reviews. Written by us, not quoted from reviewers.

    The guide

    6 mentions

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

    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.

    Small groups

    2 mentions

    The group size is repeatedly described as intimate rather than packed.

    Traveler reviews

    21 verified traveler reviews for Private Day Trip Siena and Chianti Wine Experience with lunch. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    21
    4 star
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    Companion372983 · March 2026

    Fabulous Day

    What a perfect day with Alessandro. Thank you for a wonderful day. We appreciate you giving us an amazing tour of Tuscany. I would highly recommend booking this tour. Alessandro has plenty of knowledge of the area since he was born and raised here. He took us to some of his favorite hidden gems and gave us fun facts along the way. If you want a quintessential Tuscany day this is for you. You can customize it anyway you want but we let Alessandro pick for us and he delivered. Thanks again for a memorable day. Jackie & Tom

    via Tripadvisor

    L9992DDlisab · November 2025

    Siena day trip and wine tasting

    An absolutely beautiful day with Alessandro as our driver. He goes above and beyond! We highly recommend him. A perfect way to visit Siena and top it off with a winery tour and exquisite lunch on their veranda. Thank you for a lovely tour!

    via Tripadvisor

    Stay615656 · October 2025

    Sienna, wine tour and a fun personalized day of exploring Tuscany!

    Alessandro provided a five star touring day! Highly recommend! The best way to tour Sienna, wine country is with a private driver! UniqueTuscany Tours with Alessandro is a perfect choice!

    via Tripadvisor

    solorisg2025 · September 2025

    Wedding celebration for my oldest granddaughter.

    Great experience.. Alessandro was very courteous and knowledgeable about every detail in everything we wanted to know. My first time in Italy.

    via Tripadvisor

    546faithy · January 2024

    Great day in Tuscany!

    Had the best day with Alessandro. We went to the beautiful city of Siena, had lunch and a wine tasting at a boutique winery/farm and another tasting at a family winery/farm. Both made organic wine and evoo that were very high quality. Able to ship wine home. Alessandro planned the day according to our preferences and was very knowledgeable about the Tuscany area and pleasant to be with. Highly recommend!

    via Tripadvisor

    Good to know

    Duration
    8 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Every day
    Price range
    €110 to €650
    Hotel pickup
    Included for all travelers
    Booked in 30 days
    7
    Verdict
    Strongly Recommended

    Who runs this experience

    Operated by UNIQUETUSCANY private tours, who run 6 experiences we rank across 1 city, with an average Outty Ranking of 58.9.

    See everything UNIQUETUSCANY private tours runs

    Why this scores 73

    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)41
    Booking momentum (14% weight)32
    Value for money (12% weight)100
    Listing quality (10% weight)85
    Local standing (8% weight)71
    Booking flexibility (8% weight)100

    Private Day Trip Siena and Chianti Wine Experience with lunch: questions travelers ask

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

    How much does Private Day Trip Siena and Chianti Wine Experience with lunch cost?

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    Prices start at €110 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 Day Trip Siena and Chianti Wine Experience with lunch take?

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    Plan for about 8 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 Day Trip Siena and Chianti Wine Experience with lunch worth it?

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    It holds an Outty Ranking of 73 out of 100, which we label "Strongly Recommended". That score blends traveler sentiment (5/5 across 21 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 Day Trip Siena and Chianti Wine Experience with lunch?

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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 Private Day Trip Siena and Chianti Wine Experience with lunch suitable for kids and families?

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    Yes, all ages are welcome. Families should still weigh the 8-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book Private Day Trip Siena and Chianti Wine Experience with lunch?

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    Around 7 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 8-hour experience runs outdoors or after sunset.

    Where does Private Day Trip Siena and Chianti Wine Experience with lunch 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 Private Day Trip Siena and Chianti Wine Experience with lunch?

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    Included: Local guide tour in winery; Tasting of cold cuts and cheeses from Falorni butcher; On-Board WiFi; Private transportation by minivan air-conditioned; and Unlimited cold mineral water. Not included: Lunch and wine tasting on farm or winery (to be paid on-location from 50€pp to 60€pp); Wine tasting (to be paid on-location from 30€pp to 40€pp); and Private city guide. Always check the voucher for the final list before you travel.

    Does Private Day Trip Siena and Chianti Wine Experience with lunch include hotel pickup?

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    Yes, pickup is offered for every traveler from 432 listed pickup locations in and around Florence. You can also enter a custom pickup address when booking.

    What languages is Private Day Trip Siena and Chianti Wine Experience with lunch 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 Day Trip Siena and Chianti Wine Experience with lunch?

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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 Day Trip Siena and Chianti Wine Experience with lunch wheelchair or stroller accessible?

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    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 Day Trip Siena and Chianti Wine Experience with lunch if the weather is bad?

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    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 Day Trip Siena and Chianti Wine Experience with lunch?

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    Across 21 reviews averaging 5.0 out of 5, recurring themes include the guide, food and drink, knowledge and storytelling. Travelers single out the guide as the reason the experience works.

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