Private tour Siena, San Gimignano and Monteriggioni, lunch in the cellar in Florence, Italy
Florence, Italy

Private tour Siena, San Gimignano and Monteriggioni, lunch in the cellar

Outty Ranking 56 4.9 · 9 traveler reviews8 hoursFrom $882
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Outty Ranking

56/100

Worth a Look. Our proprietary evaluation. How we score

Traveler rating

4.9/5

Based on 9 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Private tour Siena, San Gimignano and Monteriggioni, lunch in the cellar worth booking?

Private tour Siena, San Gimignano and Monteriggioni, lunch in the cellar is a 8-hour experience in Florence, Italy, from $882 per person. It scores 56 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 4.9/5 rating across 9 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
56 / 100
Rating
4.9/5 (9)
Duration
8 hours
From
$882 per person

Spend a day in Tuscany visiting the city of Siena, the castle of Monteriggioni and the medieval village of San Gimignano. With a private English speaking driver, you will enjoy greater flexibility in your itinerary with plenty of free time. Enjoy a walk through the historic center of Siena then have fun tasting the famous Chianti wine with a lunch in a family-run winery (tasting and lunch not included in the price) and then admire the view of the Tuscan countryside from San Gimignano where you can taste the best ice cream in Italy. Finish the tour with a visit to Piazzale Michelangelo before returning to Florence.

What you get

    About this experience

    Spend a day in Tuscany visiting the city of Siena, the castle of Monteriggioni and the medieval village of San Gimignano. With a private English speaking driver, you will enjoy greater flexibility in your itinerary with plenty of free time. Enjoy a walk through the historic center of Siena then have fun tasting the famous Chianti wine with a lunch in a family-run winery (tasting and lunch not included in the price) and then admire the view of the Tuscan countryside from San Gimignano where you can taste the best ice cream in Italy. Finish the tour with a visit to Piazzale Michelangelo before returning to Florence.

    What's included

    Included

    • Private transportation
    • Bottled water
    • On-board WiFi
    • English speaking driver
    • In-vehicle air conditioning

    Not included

    • Admission fees

    What you'll see and do

    1. Centro Storico di Siena - World Heritage Site

      After about an hour's journey from Florence you get to Siena. - Internal visit of the Basilica of San Domenico, one of the most beautiful Gothic churches of Siena, famous above all because it is here preserved the head-relic of Santa Caterina, patron saint of the city and co-patron of Italy. - Visit on foot of Piazza del Campo, a UNESCO World Heritage Site since 1995. Piazza del Campo is also the place where every year, on July 2nd and August 16th, the Palio, the most famous race of horses in the world. - Visit from the outside of the Duomo of Siena (Metropolitan Cathedral of Santa Maria Assunta) with possible internal visit of the Duomo (not included in the price). - Walk in the center. Getting lost in its streets is one of the most beautiful things that can happen. Wandering aimlessly through the streets, alleys and squares of the UNESCO's historic center, following what from time to time suggests instinct.

      90 minutes here · Admission included

    2. Castello Monteriggioni

      After about 25 minutes from Siena you get to Monteriggioni. It takes just a few minutes to get around Monteriggioni. The village is small and with few streets. The impression that remains in the memory, however, lasts forever. One notices that he has discovered a magical place, almost an enchanted castle like those that are known in fairy tales, as children

      30 minutes here · Admission included

    3. Sant'Appiano

      Wine tasting and lunch in the cellar, here they have lunch on a family farm subject to the availability of the cellar (not included in the price).

      90 minutes here

    4. Historic Centre of San Gimignano

      After about 40 minutes from Monteriggioni you arrive in San Gimignano, followed by a visit to one of the most characteristic and fascinating medieval Tuscan villages: San Gimignano, a UNESCO heritage site, is a town that has remained almost intact from the end of the fourteenth century to today.

      60 minutes here · Admission included

    Where it starts and ends

    Meeting point

    Florence

    Hotel pickup

    Pickup is available for selected locations.

    Ends at

    Returns to the starting point

    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
    Driver Florence

    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
    • Suitable for all physical fitness levels
    • Please request the child seat at the time of confirmation.

    Photos

    Siena Duomo mosaic floor, Private tour Siena, San Gimignano and Monteriggioni, lunch in the cellar in FlorenceSiena Cathedral, Private tour Siena, San Gimignano and Monteriggioni, lunch in the cellar in FlorenceMonteriggioni, Private tour Siena, San Gimignano and Monteriggioni, lunch in the cellar in FlorenceSiena "the Palio", Private tour Siena, San Gimignano and Monteriggioni, lunch in the cellar in FlorenceMonteriggoni, Private tour Siena, San Gimignano and Monteriggioni, lunch in the cellar in FlorenceMonteriggioni, Private tour Siena, San Gimignano and Monteriggioni, lunch in the cellar in Florence

    What travelers are saying

    Outty’s summary of the themes that recur across 9 traveler reviews. Written by us, not quoted from reviewers.

    The guide

    6 mentions

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

    Knowledge and storytelling

    5 mentions

    Reviewers describe the commentary as informative rather than scripted.

    Food and drink

    3 mentions

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

    Photo opportunities

    2 mentions

    The views and photo stops come up again and again.

    Traveler reviews

    9 verified traveler reviews for Private tour Siena, San Gimignano and Monteriggioni, lunch in the cellar. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    8
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    Teresa_J · October 2025

    Sienna private tour

    Our tour guide was fantastic. He gave us lots of background about the stops. Loved the tour. We were a little disappointed with the winery stop. Only after we finished lunch did the person at the winery tell us the price. And he quoted me 60 € each then the lady came back after I had paid and said it was 70. Had we known that ahead of time we would have gone somewhere else.

    Response from the operator: Thank you, Teresa, for your kind words about the tour — I’m really glad you enjoyed the experience and the background I shared along the way. I’m sorry to hear about the issue at the winery. I personally select the winery based on availability for that specific day, always aiming to offer a great quality-to-price experience. The pricing, however, is managed directly by the winery, and I don’t set or handle those costs myself. Had I known there was any confusion, I would have clarified it with them immediately. It’s a pity the rating didn’t reflect the overall enjoyment of the tour, but I truly appreciate your feedback and will use it to improve coordination with our partners.

    via Viator

    shelleyh758 · May 2025

    Tuscany day trip

    This was a highlight of our trip. Florian was so very helpful and knowledgeable about the area. He accommodated a custom trip for us to the smaller more charming towns in Tuscany with beautiful views of the Tuscan countryside. He made sure to stop and take pictures in front of a town sign with my daughter’s name. We felt very pampered and taken care of and would highly recommend Florian for any trip in the area.

    via Tripadvisor

    Prasad_A · April 2025

    Florian is a gem !

    Great communication amazing patience and have a lot of information and knowledge to share. He was patient understanding.

    Response from the operator: Thank you so much, Prasad, for your kind words! It was a pleasure guiding you, and I truly appreciate your thoughtful review. Hope to see you again on another adventure! Florian

    via Viator

    Denise_D · March 2025

    We really enjoyed this wonderful tour

    Florian is a wonderful guide. He pointed out different places and gave great background information. The Family owned Wine Cellar, Fattoria Sant’Appiano, was a highlight with delicous lunch and wine tasting in the cellar.

    Response from the operator: Thank you Denise! My pleasure to have you as clients.

    via Viator

    Leslie_H · December 2024

    Excellent tour!!

    Florian was very knowledgeable. An excellent day. I can’t say enough good things about him. He recommended shops and restaurants. I can’t say enough good things about Florian.

    Response from the operator: Than you very much Leslie! I’m so happy that you enjoyed the day!

    via Viator

    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
    Hotel pickup
    Available for selected locations
    Booked in 30 days
    3
    Verdict
    Worth a Look

    Who runs this experience

    Operated by Driver Florence, who run 3 experiences we rank across 3 cities, with an average Outty Ranking of 43.2.

    See everything Driver Florence runs

    Why this scores 56

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

    Traveler sentiment (30% weight)82
    Review evidence (18% weight)31
    Booking momentum (14% weight)21
    Value for money (12% weight)17
    Listing quality (10% weight)81
    Local standing (8% weight)59
    Booking flexibility (8% weight)100

    Private tour Siena, San Gimignano and Monteriggioni, lunch in the cellar: questions travelers ask

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

    How much does Private tour Siena, San Gimignano and Monteriggioni, lunch in the cellar cost?

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    Prices start at $882 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 Siena, San Gimignano and Monteriggioni, lunch in the cellar 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 tour Siena, San Gimignano and Monteriggioni, lunch in the cellar worth it?

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    It holds an Outty Ranking of 56 out of 100, which we label "Worth a Look". That score blends traveler sentiment (4.9/5 across 9 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 Siena, San Gimignano and Monteriggioni, lunch in the cellar?

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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 Siena, San Gimignano and Monteriggioni, lunch in the cellar 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 tour Siena, San Gimignano and Monteriggioni, lunch in the cellar?

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    Around 3 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 tour Siena, San Gimignano and Monteriggioni, lunch in the cellar 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 Siena, San Gimignano and Monteriggioni, lunch in the cellar?

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    Included: Private transportation; Bottled water; On-board WiFi; English speaking driver; and In-vehicle air conditioning. Not included: Admission fees. Always check the voucher for the final list before you travel.

    Does Private tour Siena, San Gimignano and Monteriggioni, lunch in the cellar include hotel pickup?

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    Yes, pickup is offered, or you can meet at the start point instead from 2 listed pickup locations in and around Florence. You can also enter a custom pickup address when booking.

    What languages is Private tour Siena, San Gimignano and Monteriggioni, lunch in the cellar 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 tour Siena, San Gimignano and Monteriggioni, lunch in the cellar?

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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 Siena, San Gimignano and Monteriggioni, lunch in the cellar 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 Siena, San Gimignano and Monteriggioni, lunch in the cellar 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 Siena, San Gimignano and Monteriggioni, lunch in the cellar?

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    Across 9 reviews averaging 4.9 out of 5, recurring themes include the guide, knowledge and storytelling, food and drink. Travelers single out the guide as the reason the experience works.

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