Private Siena, S. Gimignano, Chianti Road and Wine Tasting in Florence
Florence, Italy

Private Siena, S. Gimignano, Chianti Road and Wine Tasting

Outty Ranking 54 5.0 · 3 traveler reviews8 hoursFrom $350

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September 2026

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Adults

Age 13 and over

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Age 12 and under

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From, per person$350
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Outty Ranking

54/100

Worth a Look. Our proprietary evaluation. How we score

Traveler rating

5.0/5

Based on 3 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Private Siena, S. Gimignano, Chianti Road and Wine Tasting worth booking?

Private Siena, S. Gimignano, Chianti Road and Wine Tasting is a 8-hour experience in Florence, Italy, from $350 per person. It scores 54 out of 100 on the Outty Ranking, which we label “Worth a Look, based on a 5/5 rating across 3 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
54 / 100
Rating
5/5 (3)
Duration
8 hours
From
$350 per person

Enjoy this private tour immersed in Tuscan countryside nature, culture and local wine and food. You will adore amazing views on the way to San Gimignano - a journey into the charm of the Middle Ages and the magic of Natu

What you get

    About this experience

    Enjoy this private tour immersed in Tuscan countryside nature, culture and local wine and food. You will adore amazing views on the way to San Gimignano - a journey into the charm of the Middle Ages and the magic of Nature. A beautiful village nestled among the Sienese hills and among the sunny hills of the Val d'Elsa, surrounded by thirteenth-century walls and rich in medieval charm still intact: it is San Gimignano, a small and beloved Tuscan pearl. Among vines, wheat fields and ancient villages, it is a worthy representative of Tuscany Chianti and Val D'Orcia where the unmistakable flavors and good traditional cuisine prevail. Have a walking tour in one of the most important Tuscan town Siena. Discover its secrets with your local private guide. Stop in historical villa & vineyard and try local wines & food. Your private guide will accompny you through this amazing trip! Enjoy breathtaking views, picturesque locations and the unmistakable flavors of this area in Tuscany.

    What travelers are saying

    Outty’s summary of the themes that recur across 3 traveler reviews. Written by us, not quoted from reviewers.

    The guide

    3 mentions

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

    Food and drink

    2 mentions

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

    Knowledge and storytelling

    1 mention

    Reviewers describe the commentary as informative rather than scripted.

    Organization

    1 mention

    Pickup, timing, and logistics are described as running smoothly.

    Good for families

    1 mention

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

    Traveler reviews

    3 verified traveler reviews for Private Siena, S. Gimignano, Chianti Road and Wine Tasting. Ratings and reviews provided by Viator and Tripadvisor.

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    XeniaLuna · November 2023

    Recommend!

    We are grateful for our delicious and wonderful excursion in Florence! Good organization and nice guide.

    via Tripadvisor

    matteorZ5402TE · November 2023

    Best choice to spend time lin Florence!

    I and my family spent fantastic day with tge tour guide. She showed many not turistic places where we tasted delicious meal and wines! It's great choice to see Florence and try local food and wine!

    via Tripadvisor

    L1152HDhelend · November 2023

    Amazing, tasty, informative!

    Amazing tour and very unusual opportunity to see so beautiful city! Florence is wonderful, full of history, Italian atmosphere, delicious food and local wine! Our guide was very informative and we descovered many places which we never find without her. We tasted local typical food and wines. I really recommend this tour to meet Florence!

    Response from the operator: Thank you! We hope to see you again.

    via Tripadvisor

    Good to know

    Duration
    8 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Booked in 30 days
    1
    Verdict
    Worth a Look

    Why this scores 54

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

    Traveler sentiment (30% weight)81
    Review evidence (18% weight)18
    Booking momentum (14% weight)11
    Value for money (12% weight)35
    Listing quality (10% weight)85
    Local standing (8% weight)55
    Booking flexibility (8% weight)100

    Private Siena, S. Gimignano, Chianti Road and Wine Tasting: questions travelers ask

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

    How much does Private Siena, S. Gimignano, Chianti Road and Wine Tasting cost?

    +

    Prices start at $350 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 Siena, S. Gimignano, Chianti Road and Wine Tasting 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 Siena, S. Gimignano, Chianti Road and Wine Tasting worth it?

    +

    It holds an Outty Ranking of 54 out of 100, which we label "Worth a Look". That score blends traveler sentiment (5/5 across 3 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 Siena, S. Gimignano, Chianti Road and 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 Siena, S. Gimignano, Chianti Road and Wine Tasting suitable for kids and families?

    +

    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 Siena, S. Gimignano, Chianti Road and Wine Tasting?

    +

    Around 1 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 Siena, S. Gimignano, Chianti Road and Wine Tasting 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 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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