Private Montalcino and Montepulciano Tour from Siena in Siena
Siena, Italy

Private Montalcino and Montepulciano Tour from Siena

Outty Ranking 58 5.0 · 2 traveler reviews7 hoursFrom $260

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September 2026

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Adults

Age 13 and over

2

Children

Age 12 and under

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From, per person$260
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Outty Ranking

58/100

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 $260 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 2 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 (2)
Duration
7 hours
From
$260 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 hil

What you get

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

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 tastingMontalcino and Montepulciano TourPrivate Montalcino and Montepulciano Tour from Siena in Siena, photo 4Private Montalcino and Montepulciano Tour from Siena in Siena, photo 5Private Montalcino and Montepulciano Tour from Siena in Siena, photo 6Private Montalcino and Montepulciano Tour from Siena in Siena, photo 7

Good to know

Duration
7 hours
Free cancellation
Up to 24h before
Minimum age to book
3+
Availability
Bookable today
Runs on
Every day
Price range
$260 to $520
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)85
Review evidence (18% weight)19
Booking momentum (14% weight)14
Value for money (12% weight)42
Listing quality (10% weight)100
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 $260 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 58 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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The operator sets a minimum age of 3. Older children generally do well here, and families should factor in the 7-hour running time when deciding.

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, 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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