Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
Siena, Italy

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Outty Ranking 93 4.9 · 1,050 traveler reviews9 hoursFrom $21790+ Club
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Outty Ranking

93/100

90+ Club. Our proprietary evaluation. How we score

Traveler rating

4.9/5

Based on 1,050 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena worth booking?

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena is a 9-hour experience in Siena, Italy, from $217 per person. It scores 93 out of 100 on the Outty Ranking, which we label “90+ Club”, based on a 4.9/5 rating across 1,050 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing. It sits in the Outty 90+ Club, the top tier of everything we rank.

Outty Ranking
93 / 100
Rating
4.9/5 (1,050)
Duration
9 hours
From
$217 per person

Brunello di Montalcino, a collector’s favorite, is internationally recognized as one of the best Italian red wines. On this full-day guided tour from Siena, discover the cellars where these incredible wines age, meet the local producers, and learn about the passion that goes into making this wine. Enjoy a traditional Tuscan lunch at a winery and spend time relaxing at your leisure in the village of Montalcino before exploring the mystical abbey of Sant'Antimo. Visit a total of three wineries in the region, tasting unique creations at each one. Numbers are limited to eight people on this small-group tour, ensuring you'll receive personalized attention from your guide.

What you get

    About this experience

    Brunello di Montalcino, a collector’s favorite, is internationally recognized as one of the best Italian red wines. On this full-day guided tour from Siena, discover the cellars where these incredible wines age, meet the local producers, and learn about the passion that goes into making this wine. Enjoy a traditional Tuscan lunch at a winery and spend time relaxing at your leisure in the village of Montalcino before exploring the mystical abbey of Sant'Antimo. Visit a total of three wineries in the region, tasting unique creations at each one. Numbers are limited to eight people on this small-group tour, ensuring you'll receive personalized attention from your guide.

    What's included

    Included

    • Lunch
    • In-vehicle air conditioning
    • Visit to wine cellars and wine tasting
    • Local Guide

    Not included

    • Gratuities
    • Hotel pickup and drop-off

    Where it starts and ends

    Meeting point

    Siena

    Meet in front of the church steps of the San Domenico red brick church (also called Basilica Cateriniana)

    Hotel pickup

    No pickup: everyone meets at the start point.

    Ends at

    Meet in front of the church steps of the San Domenico red brick church (also called Basilica Cateriniana)

    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
    Every day
    Group size
    Up to 8 travelers per booking
    Operated by
    Tuscan Escapes by Papilio SRL

    Know before you go

    • Public transportation options are available nearby
    • Not recommended for travelers with poor cardiovascular health
    • Suitable for all physical fitness levels
    • Customers who have not reached Italy's legal drinking age of 18 will not be served alcohol

    Photos

    Brunello di Montalcino small-group Wine Tour, Small-Group Brunello di Montalcino Wine-Tasting Trip from SienaAbbey of Sant'Antimo, Small-Group Brunello di Montalcino Wine-Tasting Trip from Sienafarm lunch, Small-Group Brunello di Montalcino Wine-Tasting Trip from SienaBrunello Wine barrels, Small-Group Brunello di Montalcino Wine-Tasting Trip from Sienavisiting a wine cellar, Small-Group Brunello di Montalcino Wine-Tasting Trip from SienaHilltop town of Montalcino, Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

    What travelers are saying

    Outty’s summary of the themes that recur across 1,050 traveler reviews. Written by us, not quoted from reviewers.

    Knowledge and storytelling

    9 mentions

    Reviewers describe the commentary as informative rather than scripted.

    The guide

    8 mentions

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

    Food and drink

    8 mentions

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

    Value for money

    2 mentions

    Travelers feel they got more than they paid for.

    Good for families

    2 mentions

    Reviewers traveling with kids report it landed well with their group.

    Small groups

    2 mentions

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

    Traveler reviews

    1,050 verified traveler reviews for Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    995
    4 star
    42
    3 star
    3
    2 star
    6
    1 star
    4
    Sort
    sherrywalker0209 · October 2026

    Wonderful food and wine tasting

    Our guide Keko was so helpful, informative, and entertaining. Every stop on this tour was perfetto.

    via Tripadvisor

    JimK444 · October 2026

    Georgia was a fantastic host - HIGHLY RECOMMEND!

    Georgia was our guide and she did a fantastic job of hosting us and was so knowledgeable in the grapes, wines, wineries and also many sculptors and painters.

    via Tripadvisor

    DLP1957 · October 2026

    A great day in the Montalcino region

    A very interesting day exploring the Montalcino wine region with a small group tour. Our guide Paulo was informative and entertaining. The 8-seater van was comfortable (there’s a lot of driving involved) although the air conditioning was ineffective and noisy making it difficult to hear our guide’s commentary at times. We visited 3 wineries- the first 2 were great (including a fabulous lunch at our second stop)The 3rd winery was more rustic- almost looked rundown and the wine maker was quite hard-sell!

    via Tripadvisor

    angelfishwhite · October 2026

    Lovely tour for wine enthusiasts

    Our guide, Keko, added to the joy of this experience. He was very knowledgeable about the wine and the region we were visiting so we were better prepared when we arrived at the vineyards. We greatly appreciated him working with his fellow guide to make sure I was kept with my group of friends, as they had moved me to a separate tour van. Made a big difference in my day! The wineries we went to were small and off the beaten path, and lunch was at the home of one of the wine makers - so special!

    via Tripadvisor

    Alyssa_W · October 2026

    Mattia was great! He was...

    Mattia was great! He was very funny and clearly knowledgeable about the wine making process as he used to do it himself. The delicious lunch and tasting we had (1 of 3 great tasting experiences on the tour) made this trip worth it in and of itself. I highly recommend this experience! Please note that all the sites we went to offered the chance to purchase the wines that you taste and other goods they make including olive oil, honey, etc.

    via Viator

    Good to know

    Duration
    9 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Every day
    Hotel pickup
    No pickup, meet at start point
    Booked in 30 days
    368
    Verdict
    90+ Club

    Who runs this experience

    Operated by Tuscan Escapes by Papilio SRL, who run 14 experiences we rank across 1 city, with an average Outty Ranking of 72.9 and 2 in the 90+ Club.

    See everything Tuscan Escapes by Papilio SRL runs

    Why this scores 93

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

    Traveler sentiment (30% weight)93
    Review evidence (18% weight)100
    Booking momentum (14% weight)100
    Value for money (12% weight)100
    Listing quality (10% weight)81
    Local standing (8% weight)69
    Booking flexibility (8% weight)100

    Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena: questions travelers ask

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

    How much does Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena cost?

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    Prices start at $217 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 Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena 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 Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena worth it?

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    It holds an Outty Ranking of 93 out of 100, which we label "90+ Club". That score blends traveler sentiment (4.9/5 across 1,050 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable most popular in Siena, and how flexible the cancellation terms are. Scoring 90 or above puts it in the Outty 90+ Club, the top tier of everything we rank.

    Can I cancel or reschedule Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena?

    +

    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 Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena suitable for kids and families?

    +

    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 Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena?

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    Around 368 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?

    +

    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 Small-Group Brunello di Montalcino Wine-Tasting Trip 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?

    +

    On Outty we rank every Siena experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Siena: A Wine Tour and Tasting Experience, Small-Group Montepulciano and Pienza Day Trip from Siena, Siena’s Ultimate Food Tour: Full Tuscan Meal by Do Eat Better. 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 Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena?

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    Included: Lunch; In-vehicle air conditioning; Visit to wine cellars and wine tasting; and Local Guide. Not included: Gratuities; and Hotel pickup and drop-off. Always check the voucher for the final list before you travel.

    Where is the meeting point for Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena?

    +

    Meet in front of the church steps of the San Domenico red brick church (also called Basilica Cateriniana) Hotel pickup is not included, so plan your own transport and arrive 15 minutes early.

    What languages is Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena 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 Small-Group Brunello di Montalcino Wine-Tasting Trip 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.

    What happens to Small-Group Brunello di Montalcino Wine-Tasting Trip 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.

    What do travelers say about Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena?

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    Across 1,050 reviews averaging 4.9 out of 5, recurring themes include knowledge and storytelling, the guide, food and drink. Reviewers describe the commentary as informative rather than scripted.

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