Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano in Siena
Siena, Italy

Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano

Outty Ranking 64 4.7 · 7 traveler reviews10 hoursFrom $199

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September 2026

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Adults

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Age 12 and under

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From, per person$199
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Outty Ranking

64/100

Solid Choice. Our proprietary evaluation. How we score

Traveler rating

4.7/5

Based on 7 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano worth booking?

Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano is a 10-hour experience in Siena, Italy, from $199 per person. It scores 64 out of 100 on the Outty Ranking, which we label “Solid Choice, based on a 4.7/5 rating across 7 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
64 / 100
Rating
4.7/5 (7)
Duration
10 hours
From
$199 per person

Enjoy a day trip to three of Tuscany’s most iconic destinations: Montalcino, home of the famous Brunello wine; Pienza, renowned for its Pecorino cheese; and Montepulciano, known for its prestigious Nobile wine. Travel t

What you get

  • Local product food tasting during the wine tasting in Montepulciano
  • Guided tour on vineyard and barrel cellar
  • Superior Lunch
  • English speaking driver (driver is not the guide)
  • In-vehicle air conditioning
  • Guided tour on the underground city of Montepulciano

About this experience

Enjoy a day trip to three of Tuscany’s most iconic destinations: Montalcino, home of the famous Brunello wine; Pienza, renowned for its Pecorino cheese; and Montepulciano, known for its prestigious Nobile wine. Travel through the UNESCO-listed Val d’Orcia aboard a premium air-conditioned minivan with an English-speaking driver and complimentary water. Small group experience, maximum 8 participants. Why choose us? • Guaranteed departures • Secure booking • 24-hour cancellation policy • Best rates guaranteed For operational reasons, the itinerary order may vary between Montepulciano and Montalcino.

What's included

Included

  • Local product food tasting during the wine tasting in Montepulciano
  • Guided tour on vineyard and barrel cellar
  • Superior Lunch
  • English speaking driver (driver is not the guide)
  • In-vehicle air conditioning
  • Guided tour on the underground city of Montepulciano
  • 2 Wine Tasting

Not included

  • Gratuities

What you'll see and do

  1. Porta Camollia

    08:30AM: Meet our English-speaking driver and lets the tour begin!

    Pass by without stopping

  2. Montalcino

    09:45AM: The first stop will be in a great winery in Montalcino... The winery is owned by a local family and, talking with them, you will not have the feeling to visit their workplace but their home instead!...You will know everything about Brunello di Montalcino: the vineyard techniques, the wine making process, its ageing and, of course, how to appreciate it by drinking different vintages!

    90 minutes here

  3. Fortezza di Montalcino

    11:30AM: Enjoy a quick stop of 15 minutes to enjoy the castle di Montalcino and its tiny city centre.

    15 minutes here

  4. Historic Centre of the City of Pienza

    12:15PM: Arrived to Pienza, a Papal village famous for its Pecorino cheese, you will have the chance to enjoy a 3-course meal in a traditional restaurant.

    90 minutes here · Admission included

  5. Montepulciano

    2:45PM: Here there we will be guided through an historical cellar called "The underground city" which is located downstairs of a local wine shop. At the exit from the underground city you will be greeted by a tasting of wine and other food specialities. Before leaving we will make sure you have enough time to visit the main square, placed on the top of the town, from where you can take the last pictures!

    120 minutes here

  6. Porta Camollia

    6:30PM (depending on traffic): Back in Siena

    Pass by without stopping

Where it starts and ends

Meeting point

Siena

Hotel pickup

No pickup: everyone meets at the start point.

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
Ticket
Mobile Only
Runs on
Every day
Group size
Up to 8 travelers per booking
Operated by
Keys Of Italy / Florence

Know before you go

  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Not recommended for travelers with poor cardiovascular health
  • Suitable for all physical fitness levels
  • We only serve alcoholic drinks for travelers 18 years old and above. Minor travelers below 18 years old will be served non-alcoholic drinks.

Photos

Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano in Siena, photo 2Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano in Siena, photo 3Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano in Siena, photo 4Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano in Siena, photo 5Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano in Siena, photo 6Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano in Siena, photo 7

Good to know

Duration
10 hours
Free cancellation
Up to 24h before
Minimum age to book
All ages
Availability
Bookable today
Runs on
Every day
Price range
$199 to $229
Hotel pickup
No pickup, meet at start point
Booked in 30 days
2
Verdict
Solid Choice

Why this scores 64

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

Traveler sentiment (30% weight)82
Review evidence (18% weight)35
Booking momentum (14% weight)22
Value for money (12% weight)76
Listing quality (10% weight)90
Local standing (8% weight)48
Booking flexibility (8% weight)100

Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano: questions travelers ask

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

How much does Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano cost?

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Prices start at $199 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 Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano take?

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Plan for about 10 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 Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano worth it?

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It holds an Outty Ranking of 64 out of 100, which we label "Solid Choice". That score blends traveler sentiment (4.7/5 across 7 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 Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano?

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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 Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano suitable for kids and families?

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Yes, all ages are welcome. Families should still weigh the 10-hour running time, and strollers are easier on the earlier, quieter departures.

How far in advance should I book Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano?

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Around 2 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 10-hour experience runs outdoors or after sunset.

Where does Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano 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, Skip the Line: Siena Duomo and City Walking Tour, Siena: A Wine Tour and Tasting Experience. 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.

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