Siena, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8 in Florence, Italy
Florence, Italy

Siena, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8

Outty Ranking 82 4.9 · 139 traveler reviews12 hoursFrom €190
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Outty Ranking

82/100

Exceptional. Our proprietary evaluation. How we score

Traveler rating

4.9/5

Based on 139 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Siena, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8 worth booking?

Siena, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8 is a 12-hour experience in Florence, Italy, from €190 per person. It scores 82 out of 100 on the Outty Ranking, which we label “Exceptional”, based on a 4.9/5 rating across 139 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
82 / 100
Rating
4.9/5 (139)
Duration
12 hours
From
€190 per person

Explore in the comfort of a 8 seat van the most beautiful Tuscan towns made famous through films together with a passionate local driving guide. Enjoy lunch overlooking the rolling hills of Montepulciano while tasting famous wine. Wander the winding streets of Cortona walked by Diane Lane in "Under the Tuscan sun", watch out for the vampires of the Twilight saga " New Moon" in Montapulciano and taste the famous Noble of Montepulciano wine. Explore the locations made famous by Michelle Pfieffer in "A Midsummer night's dream" and Ralph Fienes in " The English patient". Spot the iconic rolling hills of Tuscany from " Letters to Juliet" and enjoy a taste of the local lifestyle by sampling fine local wine, cheese and other products from the region.

What you get

    About this experience

    Explore in the comfort of a 8 seat van the most beautiful Tuscan towns made famous through films together with a passionate local driving guide. Enjoy lunch overlooking the rolling hills of Montepulciano while tasting famous wine. Wander the winding streets of Cortona walked by Diane Lane in "Under the Tuscan sun", watch out for the vampires of the Twilight saga " New Moon" in Montapulciano and taste the famous Noble of Montepulciano wine. Explore the locations made famous by Michelle Pfieffer in "A Midsummer night's dream" and Ralph Fienes in " The English patient". Spot the iconic rolling hills of Tuscany from " Letters to Juliet" and enjoy a taste of the local lifestyle by sampling fine local wine, cheese and other products from the region.

    What's included

    Included

    • Alcoholic beverages
    • Transport on a 8 seat minivan
    • Visit of Siena with free time to explore
    • Snacks
    • Visit of Montepulciano with free time to explore
    • Visit of Cortona with free time to explore
    • Your local Tour leader providing directions, stories and info about all places.

    Not included

    • Gratuities
    • Guided walking tours of the 3 villages

    What you'll see and do

    1. Porta Romana

      Meet your local tour leader by Porta Romana, central Florence at 07:45am ready to leave by 8:00am. Travel for an hour and a half on board of a private 8 seat mini-van through the beautiful Tuscan countryside enjoyed by generations on the movie screen while listening to stories and info about the area from your tour leader.

      90 minutes here

    2. Cortona

      Our first destination is the charming hilltop town of Cortona, famous for its olive groves and immortalized by Diane Lane in Under the Tuscan Sun. Explore independently the town with its narrow streets, artisan stores, and landmarks featured in Frances Mayes' beloved novel. Who knows, you might even start your own Italian love story!

      60 minutes here

    3. Next, we travel just 40 minutes from Cortona to a picturesque local farm nestled in the heart of Tuscany. Here, Cinta Senese pigs roam semi-wild, thriving on natural feed. Stroll among olive trees and vineyards before savoring the farm's exceptional products in a tasting board we have organised for you —cured meats and bruschetta made from garden-fresh ingredients, paired with their own wine. This unforgettable experience will leave lasting memories.

      90 minutes here

    4. Piazza Grande

      We then head to the famous MONTEPULCIANO , where vampires converge in Twilight Saga: New Moon. This beautiful walled town is also home to the renowned Montepulciano DOCG wine. Your tour leader will provide during the journey local insights, information about specific film scenes, and other attractions of Montepulciano, allowing you free time to explore the town at your leisure. Located near the entrance of the village is a 14th-century underground cellar where you will be able to enjoy a complimentary tasting of local wines and products they offer to the guests.

      120 minutes here

    5. Val D'Orcia

      After exploring Montepulciano, unwind in our comfortable van as we journey through the breathtaking Val d'Orcia. Marvel at the stunning landscapes, rolling hills, and iconic cypress trees. With ample time to relax, you can fully immerse yourself in the beauty of this enchanting region.

      90 minutes here

    6. Piazza del Campo

      Our last stop is the Medieval town of Siena, the backdrop for movies like Letters to Juliet and Stealing Beauty. Prepare to be amazed by Siena's charm, with its narrow streets, local artisans, and medieval squares glowing in the setting sun. Your tour leader will escort you from the parking spot to the main piazza passing by the center. From there you will have 1hour approx free time to wander around.

      110 minutes here

    7. Porta Romana

      We will have then 1 hour approx ride and we will finally head back to Florence for approximately 8:00pm

      Pass by without stopping

    Where it starts and ends

    Meeting point

    Florence

    Are you staying in Chianti or San Gimignano? Join the tour from our office Tuscany on Wheels located on Strada di Sant'Appiano 9/i. You can park your car for free!

    Meeting point

    Florence

    Meet us in Piazza della Calza right in front Porta Romana at the blue P ( parking ) sign at 08:00am.

    Hotel pickup

    No pickup: everyone meets at the start point.

    Ends at

    Are you staying in Chianti or San Gimignano? Join the tour from our office Tuscany on Wheels located on Strada di Sant'Appiano 9/i. You can park your car for free!

    Ends at

    Meet us in Piazza della Calza right in front Porta Romana at the blue P ( parking ) sign at 08:00am.

    Options you can book

    • Private Tour

      Private 8 seat minivan Starting point: Parcheggio Oltrarno, Piazza della Calza, 1, 50125 Firenze FI, Italy

    • From Florence: Classic Tour

      Departure Point: Central Florence, Piazza della Calza 1, by the "P" parking sign at 8:00am. Small group tour (max 8 people) Starting point: Parcheggio Oltrarno, Piazza della Calza, 1, 50125 Firenze FI, Italy

    • From Chianti: Classic Tour

      Departure Point: Tuscany on Wheels office, located on Strada di Sant'Appiano 9/I- Barberino Tavarnelle ( FI ). Small group tour (max 8 people) Starting point: Tuscany on Wheels - Tours in & from San Gimignano, Strada di Sant' Appiano, 9/i, 50028 Barberino Tavarnelle FI, Italy

    Before you book

    Cancellation
    For a full refund, cancel at least 24 hours before the scheduled departure time.
    Languages
    en
    Ticket
    Mobile Only
    Runs on
    Mon, Wed, Thu, Fri, Sat, Sun
    Group size
    Up to 8 travelers per booking
    Operated by
    Italy on a Budget tours

    Know before you go

    • Not recommended for pregnant travelers
    • Not recommended for travelers with poor cardiovascular health
    • Travelers should have at least a moderate level of physical fitness
    • Please note that this tour involves a fair amount of driving due to the distance of these villages.
    • The order of the stops may change to ensure the best experience possible
    • Please note, the tour requires a minimum of 4 participants. If not reached, a private option with a supplement will be offered.
    • Not recommended for travelers with walking disabilities

    Photos

    Siena, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8 in Florence, photo 2Siena, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8 in Florence, photo 3Siena, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8 in Florence, photo 4Siena, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8 in Florence, photo 5Siena, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8 in Florence, photo 6Siena, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8 in Florence, photo 7

    What travelers are saying

    Outty’s summary of the themes that recur across 139 traveler reviews. Written by us, not quoted from reviewers.

    The guide

    8 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

    5 mentions

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

    Photo opportunities

    4 mentions

    The views and photo stops come up again and again.

    Small groups

    2 mentions

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

    Traveler reviews

    139 verified traveler reviews for Siena, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    129
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    Sort
    Z1703UNemmai · October 2026

    Great Tuscany Tour!

    We enjoyed our tour with Tony! He share great information about the region and had selected authentic spots for us to see the true Tuscany experience!

    Response from the operator: It’s great to hear you enjoyed the places we picked for this tour, Emma! We put a lot of thought into the itinerary, and each town has something special to offer. Thanks also for your kind words about Tony and for joining us to discover this side of Tuscany!

    via Tripadvisor

    Darlene_L · October 2026

    Ned is the best guide ever!!!!!

    Request Ned if available, he was the best guide ever. He went out of his way to ensure we had an exceptionally memorable experience. The side trip to the authentic farm was spectacularly amazing which was exactly what we envisioned. The host, the Nona, the food, the wine, the animals made the overall experience just perfection. Definitely bring water! There can be up to 8 participants but we only had six which was more comfortable in the van.

    via Viator

    pjcalcagnojr · October 2026

    Sienna, Montepulciano, Cortana experience with a lunch and wine in Montepulciano

    Ned was the most awesome, knowledgeable, personable guide we’ve had in decades of travel. Sincere and warm. A true gem.

    Response from the operator: We’re glad you enjoyed exploring these beautiful Tuscan towns and sampling the local food and wine! It’s especially nice to hear how much you appreciated Nedas and his company throughout the day. Maybe next time you can join us to discover Pisa and Vinci!

    via Tripadvisor

    Sergiy_S · September 2026

    Very very good

    We had a wonderful small-group tour of Tuscany on Sunday, September 27, 2026, with Alberto, who was both our guide and driver. It was an absolutely fantastic experience. The views were spectacular, the scenery was breathtaking, and Alberto’s explanations made the whole trip even more interesting. He has an incredible depth and breadth of knowledge — far beyond what the standard tour program probably requires — and he shared so much fascinating information with us throughout the day. It was also clear how passionate Alberto is about his work. His enthusiasm, knowledge, and love for Tuscany made a real difference and made the tour much more than simply sightseeing. Everything was excellent: the beautiful places we visited, the comfortable car, the organization, and especially Alberto as our guide and driver. Thank you very much for such a wonderful day and for giving us some of the best memories of our trip to Tuscany. We truly enjoyed every moment!

    via Viator

    Arcie917 · September 2026

    Best experience ever!

    We are so happy with our experience on this tour today! Tony was an amazing guide—friendly, knowledgeable, and very helpful throughout the day. We visited so many stunning places in Tuscany, and Cortona was definitely our favourite! It was such a beautiful and memorable experience. Highly recommended! ⭐️⭐️⭐️⭐️⭐️

    Response from the operator: What a lovely review to receive, Arcie! We’re so glad you had a great time discovering all these beautiful places in Tuscany with Antonello. Thanks so much for the recommendation, and hopefully we’ll see you again soon!

    via Tripadvisor

    Good to know

    Duration
    12 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Mon, Wed, Thu, Fri, Sat, Sun
    Price range
    €190 to €310
    Hotel pickup
    No pickup, meet at start point
    Booked in 30 days
    49
    Verdict
    Exceptional

    Who runs this experience

    Operated by Italy on a Budget tours, who run 18 experiences we rank across 4 cities, with an average Outty Ranking of 71.0 and 1 in the 90+ Club.

    See everything Italy on a Budget tours runs

    Why this scores 82

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

    Traveler sentiment (30% weight)91
    Review evidence (18% weight)65
    Booking momentum (14% weight)60
    Value for money (12% weight)100
    Listing quality (10% weight)85
    Local standing (8% weight)75
    Booking flexibility (8% weight)100

    Siena, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8: questions travelers ask

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

    How much does Siena, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8 cost?

    +

    Prices start at €190 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 Siena, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8 take?

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    Plan for about 12 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 Siena, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8 worth it?

    +

    It holds an Outty Ranking of 82 out of 100, which we label "Exceptional". That score blends traveler sentiment (4.9/5 across 139 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 Siena, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8?

    +

    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, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8 suitable for kids and families?

    +

    Yes, all ages are welcome. Families should still weigh the 12-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book Siena, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8?

    +

    Around 49 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?

    +

    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 12-hour experience runs outdoors or after sunset.

    Where does Siena, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8 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?

    +

    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 Siena, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8?

    +

    Included: Alcoholic beverages; Transport on a 8 seat minivan; Visit of Siena with free time to explore; Snacks; and Visit of Montepulciano with free time to explore. Not included: Gratuities; and Guided walking tours of the 3 villages. Always check the voucher for the final list before you travel.

    Where is the meeting point for Siena, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8?

    +

    Are you staying in Chianti or San Gimignano? Join the tour from our office Tuscany on Wheels located on Strada di Sant'Appiano 9/i. You can park your car for free! Hotel pickup is not included, so plan your own transport and arrive 15 minutes early.

    What languages is Siena, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8 offered in?

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    It runs in English. 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, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8?

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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, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8 wheelchair or stroller accessible?

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    The operator notes: Not recommended for pregnant travelers. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.

    What happens to Siena, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8 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 Siena, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8?

    +

    Across 139 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.

    What booking options are available for Siena, Cortona, Montepulciano & Val D'Orcia – Minivan Tour, Max 8?

    +

    There are 3 options to choose from, including Private Tour, From Florence: Classic Tour, From Chianti: Classic Tour. Prices and start times differ by option, so compare them on the booking screen.

    Ready to lock in your spot?

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