Private Tour of San Gimignano & Siena in Florence, Italy
Florence, Italy

Private Tour of San Gimignano & Siena

Outty Ranking 61 4.9 · 34 traveler reviews9 hoursFrom €1,113
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Outty Ranking

61/100

Solid Choice. Our proprietary evaluation. How we score

Traveler rating

4.9/5

Based on 34 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Private Tour of San Gimignano & Siena worth booking?

Private Tour of San Gimignano & Siena is a 9-hour experience in Florence, Italy, from €1,113 per person. It scores 61 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 4.9/5 rating across 34 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
61 / 100
Rating
4.9/5 (34)
Duration
9 hours
From
€1,113 per person

We are Italian local guides, born in Florence and you will have a unique Tuscany experience, this is a perfect day to relax after enjoying the countryside and to celebrate family moments. We have licensed vans to enter in all traffic limited area and we are drivers and licensed guides and you will be guided while driving and walking.

What you get

    About this experience

    We are Italian local guides, born in Florence and you will have a unique Tuscany experience, this is a perfect day to relax after enjoying the countryside and to celebrate family moments. We have licensed vans to enter in all traffic limited area and we are drivers and licensed guides and you will be guided while driving and walking.

    What's included

    Included

    • Private transportation
    • Licensed local guide
    • In-vehicle air conditioning

    Not included

    • Lunch
    • Gratuities
    • Entrance fees

    What you'll see and do

    1. San Gimignano

      San Gimignano is a top hill village, we will be driving through typical Tuscany landscape - visit the outstanding medieval village, famous for its 13th-century towers, which symbolize the prosperity of its merchants. Duomo, and Cisterna square. You will be guided for 1 hour and free time for some shopping. You will be tempted here from all its artisans' shops as linen, pottery, olive oil, and wine. We stop in a nearby winery for a tour in the vineyards, lunch and at least 5 different winetastings and extra virgin olive oil tastings (Not included in the price of the tour)

      240 minutes here

    2. Siena

      San Gimignano - Siena 45 minutes driving- visit San Domenico church known for the relics of Santa Catarina da Siena, stop at the unique shell-shaped Campo square where we will learn more about the Palio horse race - external visit of the Palazzo Pubblico and then visit one of the most beautiful gothic Italian Cathedral.

      120 minutes here

    Where it starts and ends

    Hotel pickup

    Pickup is included for all travelers. Pickup begins about 5 minutes before departure.

    Before you book

    Cancellation
    For a full refund, cancel at least 24 hours before the scheduled departure time.
    Languages
    de, en, it, fr, es
    Ticket
    Mobile Only
    Runs on
    Every day
    Group size
    Up to 15 travelers per booking
    Operated by
    Paola Migliorini

    Know before you go

    • Wheelchair accessible
    • 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
    • Transportation options are wheelchair accessible
    • All areas and surfaces are wheelchair accessible
    • Suitable for all physical fitness levels

    Photos

    Private Tour of San Gimignano & Siena in Florence, photo 2Private Tour of San Gimignano & Siena in Florence, photo 3Private Tour of San Gimignano & Siena in Florence, photo 4

    What travelers are saying

    Outty’s summary of the themes that recur across 34 traveler reviews. Written by us, not quoted from reviewers.

    Knowledge and storytelling

    8 mentions

    Reviewers describe the commentary as informative rather than scripted.

    The guide

    6 mentions

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

    Food and drink

    4 mentions

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

    Photo opportunities

    3 mentions

    The views and photo stops come up again and again.

    Good for families

    3 mentions

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

    Small groups

    3 mentions

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

    Traveler reviews

    34 verified traveler reviews for Private Tour of San Gimignano & Siena. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    32
    4 star
    1
    3 star
    0
    2 star
    0
    1 star
    1
    Sort
    Extraordinary745423 · September 2026

    Fantastic!

    We actually did 3 private tours with Paola: private tour of San Gimignano and Siena, private tour of Cinque Terre, and walking tour of Florence with visit to the Accademia Gallery and enjoyed all 3 tours. Paola is extremely knowledgeable about the area and all tours included extras that made each special. In Florence Paola showed us the best local gelateria that sells gelato made on site instead of being shipped in. Paola gave us fantastic restaurant recommendations and made reservations for us as well as great local shops for specific items. On our tour of San Gimignano we had a delicious lunch at La Marronaia, a Tuscan winery on picnic tables with an amazing view of Tuscany. Cinque Terre is a magical place and we took the train and walked visiting three of the villages. We ate on top of a mountain at Vernazza with a breathtaking view. I highly recommend Paola for any tours of Florence or Tuscany. Thank you Paola for making our vacation extra special!

    via Tripadvisor

    E2498TEcarlar · August 2026

    Best tour ever.

    Paola is an amazing tour guide. My family and I had the best experience. You can see how knowledgeable and professional Paola is. She was also very kind and patient with the kids. I recommend it 100^.

    via Tripadvisor

    V7890HKjonathanr · August 2026

    Amazing!

    Paola is an absolutely lovely person, with an incredible depth of knowledge. What I appreciated most is how she shares not only the history and important details of each place, but also helps you understand its true spirit and character. I really loved meeting her and having the opportunity to discover these beautiful places through her eyes. She made the whole experience much more meaningful and memorable. Highly recommended!

    Response from the operator: Grazie for nice feedback :)

    via Tripadvisor

    Rockysprings · November 2025

    Great private tour with great guide

    Absolutely fantastic tour. Paola was so warm and engaging. Communicative at all points, including following up after the tour concluded. The locations and wineries Paola booked were A+.

    via Tripadvisor

    Rockysprings · November 2025

    Relaxed and well worth it

    Absolutely amazing. Paola is so warm, friendly and helpful. We could not be happier with the guided drive and walking tours. The wineries booked were amazing.

    via Tripadvisor

    Good to know

    Duration
    9 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
    12
    Verdict
    Solid Choice

    Why this scores 61

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

    Traveler sentiment (30% weight)87
    Review evidence (18% weight)47
    Booking momentum (14% weight)39
    Value for money (12% weight)10
    Listing quality (10% weight)67
    Local standing (8% weight)68
    Booking flexibility (8% weight)100

    Private Tour of San Gimignano & Siena: questions travelers ask

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

    How much does Private Tour of San Gimignano & Siena cost?

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    Prices start at €1,113 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 Tour of San Gimignano & Siena take?

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    Plan for about 9 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 Tour of San Gimignano & Siena worth it?

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    It holds an Outty Ranking of 61 out of 100, which we label "Solid Choice". That score blends traveler sentiment (4.9/5 across 34 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 Tour of San Gimignano & Siena?

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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 Tour of San Gimignano & Siena suitable for kids and families?

    +

    Yes, all ages are welcome. Families should still weigh the 9-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book Private Tour of San Gimignano & Siena?

    +

    Around 12 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 9-hour experience runs outdoors or after sunset.

    Where does Private Tour of San Gimignano & Siena 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?

    +

    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?

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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 Tour of San Gimignano & Siena?

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    Included: Private transportation; Licensed local guide; and In-vehicle air conditioning. Not included: Lunch; Gratuities; and Entrance fees. Always check the voucher for the final list before you travel.

    Does Private Tour of San Gimignano & Siena include hotel pickup?

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    Yes, pickup is offered for every traveler from 1449 listed pickup locations in and around Florence. Be ready about 5 minutes before the start time. You can also enter a custom pickup address when booking.

    What languages is Private Tour of San Gimignano & Siena offered in?

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    It is offered in German, English, Italian, French 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 Tour of San Gimignano & Siena?

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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 Tour of San Gimignano & Siena wheelchair or stroller accessible?

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

    What happens to Private Tour of San Gimignano & Siena 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 Tour of San Gimignano & Siena?

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    Across 34 reviews averaging 4.9 out of 5, recurring themes include knowledge and storytelling, the guide, food and drink. Reviewers describe the commentary as informative rather than scripted.

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