Private Taste of Tuscany Tour in Siena, Italy
Siena, Italy

Private Taste of Tuscany Tour

Outty Ranking 58 5.0 · 3 traveler reviews9 hoursFrom $377
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Outty Ranking

58/100

Worth a Look. Our proprietary evaluation. How we score

Traveler rating

5.0/5

Based on 3 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Private Taste of Tuscany Tour worth booking?

Private Taste of Tuscany Tour is a 9-hour experience in Siena, Italy, from $377 per person. It scores 58 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 5/5 rating across 3 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
58 / 100
Rating
5/5 (3)
Duration
9 hours
From
$377 per person

Tour with a certified sommelier guide expert on Brunello. Discover Tuscany with local expert out of beaten path. learn the history of Brunello wine making and visit historical wineries.

What you get

    About this experience

    Tour with a certified sommelier guide expert on Brunello. Discover Tuscany with local expert out of beaten path. learn the history of Brunello wine making and visit historical wineries.

    What's included

    Included

    • Alcoholic beverages
    • Brunch

    What you'll see and do

    1. Montalcino

      Free visit of medieval downtown with fortress, old cafè bar, shopping area and museum of brunello

      30 minutes here

    2. Montalcino

      FULL DAY SOUTHERN SIENA – 9 hrs MONTALCINO, BRUNELLO WINE, PIENZA, SAN QUIRICO Pick up at your hotel 9.30 am at your hotel by Sommelier tour guide driver. Departure for Val d’Orcia heading to Montalcino to enjoy a Brunello wine tasting in a boutique winery family run, off the beaten track. Continuation towards Pienza. Lunch stop in a family run cheese farm where you can do a Pecorino (sheep) cheese and olive oil tasting, and where all the ingredients come directly from local farmers. Menu tasting (vegetables, cheese, olive oil tasting, bruschette, wine included). After lunch visit of the ideal town of Pienza and enjoy the amazing scenery of the Val d’Orcia, a UNESCO heritage site. On the way back stop in the quite San Quirico d’Orcia village. Return to your hotel

      70 minutes here

    3. Historic Centre of the City of Pienza

      Historical downtown Pienza, narrow streets opening on terrace with breathraking view of Val d’Orcia. Craft made local product, cheese shops and leather, Palazzo Piccolomini and Duomo

      50 minutes here · Admission not included

    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
    Ticket
    Mobile Only
    Runs on
    Sat, Sun
    Group size
    Up to 2 travelers per booking
    Operated by
    Simone Carlotti AMORTOSCANO

    Know before you go

    • Public transportation options are available nearby
    • Not recommended for pregnant travelers
    • Not recommended for travelers with poor cardiovascular health
    • Suitable for all physical fitness levels

    Photos

    Sommeliers and producer, Private Taste of Tuscany Tour in SienaSimone and the Sangiovese grape !, Private Taste of Tuscany Tour in SienaPrivate Taste of Tuscany Tour in Siena, photo 4Private Taste of Tuscany Tour in Siena, photo 5Private Taste of Tuscany Tour in Siena, photo 6Private Taste of Tuscany Tour in Siena, photo 7

    What travelers are saying

    Outty’s summary of the themes that recur across 3 traveler reviews. Written by us, not quoted from reviewers.

    The guide

    2 mentions

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

    Food and drink

    1 mention

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

    Traveler reviews

    3 verified traveler reviews for Private Taste of Tuscany Tour. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    3
    4 star
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    3 star
    0
    2 star
    0
    1 star
    0
    Sort
    770franky · June 2026

    A wonderful Trip

    From the moment we arrived in beautiful Italy till we left, Simone saw to everything. Every guide, every driver, every spot we visited appealed to the teens, their parents and grandparents. We were all over the Amalfi Coast, but we enjoyed the unexpected moment when our granddaughters dove into the beautiful water near Capri as much as they did! Interesting, fun, unforgettable. Grazie, Simone

    via Tripadvisor

    carolrey · March 2026

    Great guide and even better guy!

    The planning of the tuscan days was excellent! We did Pienza, Montalcino and small towns and places in la Val d'Orcia. Simone took care of every detail. We will certainly do another trip with him. Thank you Simone! Grazie!

    via Tripadvisor

    chriskD7348JC · March 2026

    Wine and wisdom! What a guy!! Thank you Simone!!

    What a wonderful experience! We did a tasting with Simone for my birthday trip. Having met him the year prior, we had to see him again! Simone is gracious, warm, and inviting, and he really was passionate about explaining the wines and making sure we were having a great time! Simone's hospitality made us feel so valued. Simone is a true gentleman with the heart of a teacher, and we cannot wait to see him again!!

    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
    Sat, Sun
    Hotel pickup
    Available for selected locations
    Booked in 30 days
    1
    Verdict
    Worth a Look

    Why this scores 58

    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)24
    Booking momentum (14% weight)14
    Value for money (12% weight)71
    Listing quality (10% weight)58
    Local standing (8% weight)54
    Booking flexibility (8% weight)100

    Private Taste of Tuscany Tour: questions travelers ask

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

    How much does Private Taste of Tuscany Tour cost?

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    Prices start at $377 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 Taste of Tuscany Tour 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 Siena is not rushed.

    Is Private Taste of Tuscany Tour worth it?

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    It holds an Outty Ranking of 58 out of 100, which we label "Worth a Look". That score blends traveler sentiment (5/5 across 3 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 Taste of Tuscany Tour?

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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 Taste of Tuscany Tour suitable for kids and families?

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    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 Taste of Tuscany Tour?

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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 9-hour experience runs outdoors or after sunset.

    Where does Private Taste of Tuscany Tour 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 Private Taste of Tuscany Tour?

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    Included: Alcoholic beverages; and Brunch. Always check the voucher for the final list before you travel.

    Does Private Taste of Tuscany Tour include hotel pickup?

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    Yes, pickup is offered, or you can meet at the start point instead from 3 listed pickup locations in and around Siena. Be ready about 5 minutes before the start time.

    What languages is Private Taste of Tuscany Tour 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 Taste of Tuscany Tour?

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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 Taste of Tuscany Tour 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 Private Taste of Tuscany Tour 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.

    What do travelers say about Private Taste of Tuscany Tour?

    +

    Across 3 reviews averaging 5.0 out of 5, recurring themes include the guide, food and drink. Travelers single out the guide as the reason the experience works.

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