Small group Chianti Classico & Brunello wine region from Siena

Prices start at $206 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.

Plan for about 5.5 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.

It holds an Outty Ranking of 76 out of 100, which we label "Strongly Recommended". That score blends traveler sentiment (4.9/5 across 33 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.

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.

Yes, all ages are welcome. Families should still weigh the 5.5-hour running time, and strollers are easier on the earlier, quieter departures.

Around 12 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.

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 5.5-hour experience runs outdoors or after sunset.

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.

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.

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.

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.

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.

Included: Brunello di Montalcino wine (only adding 2nd winery); Small group max 6 people; Alcoholic beverages; Tour of the historical cellars; and Wine tasting paired with Pecorino Cheese, ham, salame, bruschetta & Extra-virgin olive oil. Always check the voucher for the final list before you travel.

OUTSIDE PROSPERINO BISTROT. THE GUIDE WILL BE WAITING OUTSIDE ON THE TERRACE, NEXT TO THE OLIVE TREE STATUE. Hotel pickup is not included, so plan your own transport and arrive 15 minutes early.

It is offered in English and Italian. Pick your language when choosing a date and time, as not every departure runs in every language.

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.

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.

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.

Across 33 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.

There are 2 options to choose from, including Small group 1 boutique winery, add 2nd winery in Montalcino. Prices and start times differ by option, so compare them on the booking screen.