Siena and San Gimignano, The Glory Of Medieval Age In Tuscany
Siena, Italy

Siena and San Gimignano, The Glory Of Medieval Age In Tuscany

Outty Ranking 68 5.0 · 13 traveler reviews8 hoursFrom $434
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Outty Ranking

68/100

Solid Choice. Our proprietary evaluation. How we score

Traveler rating

5.0/5

Based on 13 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Siena and San Gimignano, The Glory Of Medieval Age In Tuscany worth booking?

Siena and San Gimignano, The Glory Of Medieval Age In Tuscany is a 8-hour experience in Siena, Italy, from $434 per person. It scores 68 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 5/5 rating across 13 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
68 / 100
Rating
5/5 (13)
Duration
8 hours
From
$434 per person

If you choose to see the Medieval Tuscany with us, after meeting you in front of your residence, we will take you with a short journey to the city of Siena. We can reach the heart of the city with our vehicle and you will visit the most important monuments independently. Your driver will also present you the local history and the most important traditions, such as food, since good cuisine is one of the most significant attractions. You'll have time for some shopping and memorable photos. You can choose to have lunch in Siena or into the Chianti hills to have lunch at a wine estate and taste home made Tuscan food paired with local wines. After lunch we will drive you to San Gimignano where, in addition to visiting the city, perhaps climbing up the “Torre Grossa” or entering the Cathedral, you can enjoy a magnificent ice cream. Once the day is over we will take you home while admiring the Tuscan countryside and its charm that will be a memory for a lifetime.

What you get

    About this experience

    If you choose to see the Medieval Tuscany with us, after meeting you in front of your residence, we will take you with a short journey to the city of Siena. We can reach the heart of the city with our vehicle and you will visit the most important monuments independently. Your driver will also present you the local history and the most important traditions, such as food, since good cuisine is one of the most significant attractions. You'll have time for some shopping and memorable photos. You can choose to have lunch in Siena or into the Chianti hills to have lunch at a wine estate and taste home made Tuscan food paired with local wines. After lunch we will drive you to San Gimignano where, in addition to visiting the city, perhaps climbing up the “Torre Grossa” or entering the Cathedral, you can enjoy a magnificent ice cream. Once the day is over we will take you home while admiring the Tuscan countryside and its charm that will be a memory for a lifetime.

    What's included

    Included

    • Pick up and drop off in Florence or its immediate surroundings
    • Visit of the city of Siena and San Gimignano
    • Panoramic Drive through the hills of Chianti
    • Fluent English speaking Driver
    • Luxury Air Conditioned vehicle
    • All local Taxes, gasoline, driver's meal

    Not included

    • Lunch at the restaurant at the Winery with typical Tuscan food paired with Chianti and/or Vernaccia
    • Admission fees where required
    • Walking guided tour of Siena with local certified guide (HIGHLY RECOMMENDED ON REQUEST)

    What you'll see and do

    1. Duomo di Siena

      You will visit the famous ancient Cathedral of Siena, built starting from 13th century

      30 minutes here · Admission not included

    2. Piazza del Campo

      You will explore the Medieval city center and the enchanting Shell shaped square surronded by noble palaces, built starting from 13th century. Twice a year the sqaure is the teather of the famous Palio horse race.

      30 minutes here

    Where it starts and ends

    Hotel pickup

    Pickup is included for all travelers. Pickup begins about 15 minutes before departure.

    Before you book

    Cancellation
    For a full refund, cancel at least 24 hours before the scheduled departure time.
    Languages
    en, es
    Ticket
    Mobile Only
    Runs on
    Every day
    Group size
    Up to 8 travelers per booking
    Operated by
    Tours in Tuscany - Private Tours

    Know before you go

    • Wheelchair accessible
    • Infants and small children can ride in a pram or stroller
    • Service animals allowed
    • Specialized infant seats are available
    • Transportation options are wheelchair accessible
    • All areas and surfaces are wheelchair accessible
    • Suitable for all physical fitness levels

    Photos

    Siena and San Gimignano, The Glory Of Medieval Age In Tuscany, photo 2Siena and San Gimignano, The Glory Of Medieval Age In Tuscany, photo 3Siena and San Gimignano, The Glory Of Medieval Age In Tuscany, photo 4Siena and San Gimignano, The Glory Of Medieval Age In Tuscany, photo 5Siena and San Gimignano, The Glory Of Medieval Age In Tuscany, photo 6Siena and San Gimignano, The Glory Of Medieval Age In Tuscany, photo 7

    What travelers are saying

    Outty’s summary of the themes that recur across 13 traveler reviews. Written by us, not quoted from reviewers.

    The guide

    9 mentions

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

    Knowledge and storytelling

    9 mentions

    Reviewers describe the commentary as informative rather than scripted.

    Food and drink

    6 mentions

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

    Small groups

    3 mentions

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

    Value for money

    2 mentions

    Travelers feel they got more than they paid for.

    Organization

    2 mentions

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

    Traveler reviews

    13 verified traveler reviews for Siena and San Gimignano, The Glory Of Medieval Age In Tuscany. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    13
    4 star
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    phillipa117 · July 2026

    A trip worth doing

    Our driver, Nick, picked us up on time in a clean and new Mercedes Van. The drive to Siena was informative, without overload. He provided keen insights and good recommendations. Our guide in Siena, Frederica, met us at the van; was engaged and friendly. She arranged for us to see a museum run by one of the Contrado and for us to have easy access to the Duomo - which was spectacular as the floors were completely exposed allowing us to see the 13th, 14th and 15th century carved stone floors.

    Response from the operator: We are delighted to hear that you enjoyed your day in Siena and that both Nick and Federica contributed to making your experience so special. It is wonderful to know that Nick made your journey comfortable and enjoyable, sharing interesting insights and recommendations along the way. We are equally pleased that Federica's passion and expertise helped you discover the authentic charm of Siena, including the unique visit to a Contrada museum and the extraordinary opportunity to admire the magnificent floor of the Duomo in its entirety. Experiences like these truly showcase the rich history and traditions of Siena, and we are delighted that they became such memorable highlights of your visit. Thank you once again for choosing us. We hope to have the pleasure of welcoming you back to Tuscany for another unforgettable experience in the future. Ciao

    via Tripadvisor

    djmnorcal · June 2026

    A must-do experience!

    Lorenzo was a phenomenal guide to the area as we drove through the Tuscan countryside on our way to Siena. The tour guide in Siena helped place the history and culture of the city in clear context. Lorenzo then a delicious lunch, explaining the local cuisine and helping us make menu choices. Continuing to San Gimignano, Lorenz helped us navigate our way through the town and set a place to meet up before returning to Florence. Lorenzo was very helpful in making adjustments to the day, accommodating our wishes and assisting with my mother-in-law’s wheelchair needs. Lorenzo provided us an incredible, memorable day. The tour company was also helpful in making a change to our plans when my MIL was able to join us on our vacation at the last minute. Communication with the office by email and Lorenzo by WhatsApp was both easy and helpful. I encourage you to spend a delightful day on this spectacular tour through Tuscany.

    Response from the operator: Thank you so much for your wonderful review and for sharing your experience. We are delighted to hear that you enjoyed your day in Tuscany and that Siena, San Gimignano, and the lunch experience made such a positive impression. We are especially pleased that our driver was able to accommodate your wishes throughout the day and assist with your mother-in-law’s wheelchair needs. We take great pride in our team of professional drivers, who do much more than simply provide transportation. Their local knowledge, attention to detail, flexibility, and commitment to guest satisfaction are an essential part of the experience we strive to offer. We are also happy that our office team could assist with the last-minute changes to your reservation and help make the arrangements as smooth as possible. Thank you again for your kind words and recommendation. It was a pleasure being part of your Tuscan vacation, and we hope to welcome you back for another memorable experience in the future.

    via Tripadvisor

    loriu773 · June 2026

    Don’t hesitate, book your tour with this group!

    We had a magical day in Tuscany arranged by Tours in Tuscany. Benjamin, our driver, picked us up as scheduled and drove us to Siena and San Gimignano. They arranged a wonderful lunch at a local winery. Claudia, our local guide in Siena was so sweet and knowledgeable. She was such a pleasure. Benjamin was such a good guy with a fantastic personality. He really went out of his way to make sure we had the best experience, and we certainly did! It was like we made a new friend! They made Tuscany feel just like the movies. Highly recommend this tour group.

    Response from the operator: Thank you so much for your wonderful review and for your kind words. We are delighted to hear that you had such a magical day in Tuscany and that both Benjamin and Claudia helped make your experience so memorable. We will be thrilled to share your compliments with them—they are truly passionate about what they do, and it is always rewarding to know that their dedication is appreciated. We are especially pleased that you enjoyed Siena, San Gimignano, and the winery lunch. We always strive to create authentic experiences that showcase the beauty, culture, and hospitality of Tuscany. Your comment that Tuscany felt "just like the movies" truly made us smile. Creating unforgettable memories for our guests is exactly what we aim for. Thank you again for your recommendation and for choosing Tours in Tuscany. We hope to welcome you back for another unforgettable Italian adventure in the future!

    via Tripadvisor

    Skipitsylvia · October 2025

    Great day of touring Sienna and San Gimignamo

    We had a wonderful day with Francesco as our private driver: very fun, knowledgeable of Italy and a safe driver. We thoroughly enjoyed the day and had a great lunch in Sienna, which Francesco booked for us!

    Response from the operator: Thank you so much for your kind words! We’re delighted to hear that you spent such a memorable day with us — one that you’ll look back on with fondness in the future. It was truly a pleasure to have you as our guests. We look forward to welcoming you back to Italy soon! Just a little reminder: we offer our services not only in Tuscany, but throughout Italy, so we’ll be happy to accompany you on your next adventure as well. See you soon. Ciao

    via Tripadvisor

    515sharlenes · October 2025

    The drivers were outstanding and timely. Gave us tons of information along the way. Highly recommended

    The drivers were outstanding and knowledgeable. We had a great time. They showed us the beautiful countryside, gave us beneficial information. They were on time everyday. We did 4 tours and they were all great.

    Response from the operator: Dear Sharlene, Thank you so much for your kind words! We’re truly happy to know that our tours left you with such wonderful memories. We always do our very best to provide safe vehicles and professional drivers, because your comfort and satisfaction are our top priorities. We hope to see you again soon here in Italy — there’s still so much beauty waiting to be discovered! Arrivederci!!!

    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
    $434 to $750
    Hotel pickup
    Included for all travelers
    Booked in 30 days
    5
    Verdict
    Solid Choice

    Who runs this experience

    Operated by Tours in Tuscany - Private Tours, who run 3 experiences we rank across 2 cities, with an average Outty Ranking of 59.2.

    See everything Tours in Tuscany - Private Tours runs

    Why this scores 68

    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)45
    Booking momentum (14% weight)37
    Value for money (12% weight)57
    Listing quality (10% weight)85
    Local standing (8% weight)62
    Booking flexibility (8% weight)100

    Siena and San Gimignano, The Glory Of Medieval Age In Tuscany: questions travelers ask

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

    How much does Siena and San Gimignano, The Glory Of Medieval Age In Tuscany cost?

    +

    Prices start at $434 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Siena usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.

    How long does Siena and San Gimignano, The Glory Of Medieval Age In Tuscany 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 Siena is not rushed.

    Is Siena and San Gimignano, The Glory Of Medieval Age In Tuscany worth it?

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    It holds an Outty Ranking of 68 out of 100, which we label "Solid Choice". That score blends traveler sentiment (5/5 across 13 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Siena, and how flexible the cancellation terms are.

    Can I cancel or reschedule Siena and San Gimignano, The Glory Of Medieval Age In Tuscany?

    +

    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 Siena and San Gimignano, The Glory Of Medieval Age In Tuscany 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 Siena and San Gimignano, The Glory Of Medieval Age In Tuscany?

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    Around 5 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 Siena 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 Siena and add a light layer if any part of the 8-hour experience runs outdoors or after sunset.

    Where does Siena and San Gimignano, The Glory Of Medieval Age In Tuscany 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 Siena 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 Siena?

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    On Outty we rank every Siena experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena, Siena: A Wine Tour and Tasting Experience, Small-Group Montepulciano and Pienza Day Trip from Siena. 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 Siena?

    +

    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 Siena?

    +

    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 Siena and San Gimignano, The Glory Of Medieval Age In Tuscany?

    +

    Included: Pick up and drop off in Florence or its immediate surroundings; Visit of the city of Siena and San Gimignano; Panoramic Drive through the hills of Chianti; Fluent English speaking Driver; and Luxury Air Conditioned vehicle. Not included: Lunch at the restaurant at the Winery with typical Tuscan food paired with Chianti and/or; Admission fees where required; and Walking guided tour of Siena with local certified guide (HIGHLY RECOMMENDED ON REQUEST). Always check the voucher for the final list before you travel.

    Does Siena and San Gimignano, The Glory Of Medieval Age In Tuscany include hotel pickup?

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    Yes, pickup is offered for every traveler from 2 listed pickup locations in and around Siena. Be ready about 15 minutes before the start time.

    What languages is Siena and San Gimignano, The Glory Of Medieval Age In Tuscany offered in?

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    It is offered in English 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 Siena and San Gimignano, The Glory Of Medieval Age In Tuscany?

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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 Siena and San Gimignano, The Glory Of Medieval Age In Tuscany 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 Siena and San Gimignano, The Glory Of Medieval Age In Tuscany if the weather is bad?

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    This experience depends on good weather. If it is canceled because of poor weather, you are offered a different date or a full refund.

    What do travelers say about Siena and San Gimignano, The Glory Of Medieval Age In Tuscany?

    +

    Across 13 reviews averaging 5.0 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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