Private Montalcino and Montepulciano Tour from Siena
Siena, Italy

Private Montalcino and Montepulciano Tour from Siena

Outty Ranking 55 5.0 · 2 traveler reviews7 hoursFrom $594
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Outty Ranking

55/100

Worth a Look. Our proprietary evaluation. How we score

Traveler rating

5.0/5

Based on 2 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Private Montalcino and Montepulciano Tour from Siena worth booking?

Private Montalcino and Montepulciano Tour from Siena is a 7-hour experience in Siena, Italy, from $594 per person. It scores 55 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 5/5 rating across 2 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
55 / 100
Rating
5/5 (2)
Duration
7 hours
From
$594 per person

Where breathtaking scenery and picturesque views meet art and culinary tradition, we are in Val d’Orcia, a UNESCO World Heritage site. We will pick you up and return you to your hotel in Siena. Driving along rolling hills and cypress-lined roads, we focus on discovering high-quality Pecorino cheese and Tuscan red wines. Our first stop is Montepulciano, a city of Renaissance palaces, ancient churches, and charming squares. Guests will have 1 hour of free time to explore its hidden corners and enjoy panoramic views. Next, we visit Montalcino, a medieval village famed for Brunello wine. After 1 hour of free time to wander, a local winery hosts a guided tour of the cellar, followed by a relaxing lunch pairing typical Tuscan dishes with their Brunello wines, completing an unforgettable experience in Val d’Orcia.

What you get

    About this experience

    Where breathtaking scenery and picturesque views meet art and culinary tradition, we are in Val d’Orcia, a UNESCO World Heritage site. We will pick you up and return you to your hotel in Siena. Driving along rolling hills and cypress-lined roads, we focus on discovering high-quality Pecorino cheese and Tuscan red wines. Our first stop is Montepulciano, a city of Renaissance palaces, ancient churches, and charming squares. Guests will have 1 hour of free time to explore its hidden corners and enjoy panoramic views. Next, we visit Montalcino, a medieval village famed for Brunello wine. After 1 hour of free time to wander, a local winery hosts a guided tour of the cellar, followed by a relaxing lunch pairing typical Tuscan dishes with their Brunello wines, completing an unforgettable experience in Val d’Orcia.

    What's included

    Included

    • About 8 hours tour
    • Visit of Montalcino
    • Visit of Montepulciano
    • Typical tuscan lunch + wine tasting + visit of a winery

    What you'll see and do

    1. Piazza Grande

      Montepulciano is a mandatory stop, medieval city sorrounded by hills full of vines. Best known for its Vino Nobile of Montepulciano, which you will taste and enjoy.

      60 minutes here · Admission included

    2. Montalcino

      Montalcino is a gem of history and art, buried deep in the hills of the Val D'Orcia. This medieval city immediately welcomes the visitor into its old medieval layout, scored as it is with straight, steep streets which have breathtaking panoramas waiting at the top. Montalcino is also known as the town that produces Brunello di Montalcino, one of the most famous wines in the world

      60 minutes here

    Where it starts and ends

    Meeting point

    Siena

    Hotel pickup

    Pickup is available for selected locations. Pickup begins about 5 minutes before departure.

    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, es
    Ticket
    Mobile Only
    Runs on
    Every day
    Group size
    Up to 8 travelers per booking
    Operated by
    Tuscany Private Tour

    Know before you go

    • 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
    • Suitable for all physical fitness levels
    • Please advise any specific dietary requirements at time of booking

    Photos

    Montalcino wine tasting, Private Montalcino and Montepulciano Tour from SienaMontalcino and Montepulciano Tour, Private Montalcino and Montepulciano Tour from SienaPrivate Montalcino and Montepulciano Tour from Siena, photo 4Private Montalcino and Montepulciano Tour from Siena, photo 5Private Montalcino and Montepulciano Tour from Siena, photo 6Private Montalcino and Montepulciano Tour from Siena, photo 7

    Traveler reviews

    2 verified traveler reviews for Private Montalcino and Montepulciano Tour from Siena. Ratings and reviews provided by Viator and Tripadvisor.

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    Sarah_R · April 2026

    Great exploration!

    Sam was a wonderful driver/host as he took us through Montelpuciano and Montalcino. Our stop included a wine tasting and lunch in Montalcino, which we loved every minute of. Sam stopped for picture opportunities and gave us great information on the area and other surrounding areas. Wonderful experience and the best of our Italy trip so far!

    Response from the operator: Thank you so much for your kind words! We’re thrilled to hear that your experience with Sam made such a positive impact on your visit to Montepulciano and Montalcino. It’s wonderful that you enjoyed the wine tasting and lunch, as well as the scenic stops along the way. We hope to welcome you again for another unforgettable journey in the future!

    via Viator

    Juan_O · November 2025

    Excellent way to get to know these places and have a very high quality Brunelos tasting

    Eleonora did an extraordinary job as a guide in Spanish, she knows very well the area, the culture and the wine process. And you were very kind to be flexible for a change in the program we requested

    Response from the operator: Muchas gracias por la maravillosa reseña, nos alegra mucho saber que disfrutasteis del tour y de nuestra guía Eleonora, ¡que es una gran profesional! Esperamos poder volver a recibiros en el futuro.

    via Viator (translated)

    Good to know

    Duration
    7 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
    1
    Verdict
    Worth a Look

    Who runs this experience

    Operated by Tuscany Private Tour, who run 22 experiences we rank across 3 cities, with an average Outty Ranking of 51.2.

    See everything Tuscany Private Tour runs

    Why this scores 55

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

    Traveler sentiment (30% weight)84
    Review evidence (18% weight)19
    Booking momentum (14% weight)14
    Value for money (12% weight)31
    Listing quality (10% weight)85
    Local standing (8% weight)53
    Booking flexibility (8% weight)100

    Private Montalcino and Montepulciano Tour from Siena: questions travelers ask

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

    How much does Private Montalcino and Montepulciano Tour from Siena cost?

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    Prices start at $594 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 Private Montalcino and Montepulciano Tour from Siena take?

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    Plan for about 7 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 Private Montalcino and Montepulciano Tour from Siena worth it?

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    It holds an Outty Ranking of 55 out of 100, which we label "Worth a Look". That score blends traveler sentiment (5/5 across 2 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 Private Montalcino and Montepulciano Tour from 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 Montalcino and Montepulciano Tour from Siena suitable for kids and families?

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    Yes, all ages are welcome. Families should still weigh the 7-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book Private Montalcino and Montepulciano Tour from Siena?

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    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 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 7-hour experience runs outdoors or after sunset.

    Where does Private Montalcino and Montepulciano Tour from 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 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?

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    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?

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    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 Montalcino and Montepulciano Tour from Siena?

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    Included: About 8 hours tour; Visit of Montalcino; Visit of Montepulciano; and Typical tuscan lunch + wine tasting + visit of a winery. Always check the voucher for the final list before you travel.

    Does Private Montalcino and Montepulciano Tour from Siena include hotel pickup?

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    Yes, pickup is offered, or you can meet at the start point instead from 20 listed pickup locations in and around Siena. Be ready about 5 minutes before the start time. You can also enter a custom pickup address when booking.

    What languages is Private Montalcino and Montepulciano Tour from Siena offered in?

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    It is offered in English, Italian 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 Montalcino and Montepulciano Tour from 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 Montalcino and Montepulciano Tour from Siena wheelchair or stroller accessible?

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

    What happens to Private Montalcino and Montepulciano Tour from Siena if the weather is bad?

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    It generally runs rain or shine, so dress for the forecast in Siena. Standard cancellation terms apply: free cancellation up to 24 hours before the start.

    Ready to lock in your spot?

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