
Private Tour: Orcia Valley to Montalcino and Montepulciano with Brunello Wine Tasting
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September 2026
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Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
4.9/5
Based on 16 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Private Tour: Orcia Valley to Montalcino and Montepulciano with Brunello Wine Tasting worth booking?
Private Tour: Orcia Valley to Montalcino and Montepulciano with Brunello Wine Tasting is a 9-hour experience in Florence, Italy, from $987 per person. It scores 56 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 4.9/5 rating across 16 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 56 / 100
- Rating
- 4.9/5 (16)
- Duration
- 9 hours
- From
- $987 per person
Spend a day exploring the wine region of the Val d'Orcia (Orcia Valley) with this full-day private tour from Florence. With your private group of no more than 7 passengers in the vehicle, you'll visit Montalcino, Montepu
What you get
About this experience
Spend a day exploring the wine region of the Val d'Orcia (Orcia Valley) with this full-day private tour from Florence. With your private group of no more than 7 passengers in the vehicle, you'll visit Montalcino, Montepulciano, and take in the scenery of the Orcia Valley. Enjoy a Brunello di Montalcino wine tasting with lunch in a small family run winery. (Price is per group.)
What's included
Included
- Hotel pickup and drop-off
- Private tour
- Transport by air-conditioned minivan
Not included
- Food and drinks
- Lunch
- Wine tasting
What you'll see and do
Piazza Grande a Montepulciano
A charming medieval town on top of a hill very famous for the production of Nobile di Montepulciano red wine.
60 minutes here
Historic Centre of the City of Pienza
A charming medieval town overlooking the Orcia valley famous for the production of Pecorino cheese.
30 minutes here
Val D'Orcia
One of the most beautiful and charming landscapes of Tuscany that is included in the U.N.E.S.C.O. list of sites of Italy.
Pass by without stopping
Montalcino
Montalcino is a medieval town on top of a hill overlooking the Orcia valley. This is also the production area for one of the best italian red wines named Brunello di Montalcino. Since this is a flexible tour, it' s possible to have a stop to Montalcino and visit a winery for lunch or wine tasting (at own expanse) or even just for a walk in the city center.
120 minutes here
Where it starts and ends
Hotel pickup
Pickup is included for all travelers. Pickup begins about 5 minutes before departure.
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 15 travelers per booking
- Operated by
- Tuscany Top Drivers
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
- Suitable for all physical fitness levels
- Please advise any specific dietary requirements at time of booking
Photos






What travelers are saying
Outty’s summary of the themes that recur across 16 traveler reviews. Written by us, not quoted from reviewers.
Knowledge and storytelling
6 mentionsReviewers describe the commentary as informative rather than scripted.
Food and drink
6 mentionsThe tastings and food stops are a highlight for most reviewers.
The guide
5 mentionsTravelers single out the guide as the reason the experience works.
Photo opportunities
4 mentionsThe views and photo stops come up again and again.
Small groups
3 mentionsThe group size is repeatedly described as intimate rather than packed.
Traveler reviews
16 verified traveler reviews for Private Tour: Orcia Valley to Montalcino and Montepulciano with Brunello Wine Tasting. Ratings and reviews provided by Viator and Tripadvisor.
Experience of a lifetime
Highly recommend taking a tour with Marco. I couldn’t believe how knowledgeable he was about the regions and he showed us so many unique views. He was very professional and easy going! We had a blast and will be booking again.
via Tripadvisor
Perfect day in Tuscany with fantastic Tuscan countryside and fabulous wine tours/tastings!
We had a wonderful trip into the Orcia Valley, visiting Pienza, Montalcino, and Montepulciano. Our driver Marco was fabulous!!! He arranged a personalized pick up near our AirBNB. He arranged fantastic wine cellar tours and tastings in Montepulciano and Montalcino, including lunch at the winery in Montalcino with a stellar view!! He personalized our itinerary to the sites and activities we were interested in seeing. This is the best way to see the Tuscan countryside and experience small, authentic Tuscan towns and wineries. I would absolutely recommend!!
via Viator
Great way to see the Beautiful Tuscan Countryside
It was a beautiful trip around the beautiful Tuscan countryside. Marco was flexible and made the best of our trip even in the stormy weather. Beautiful views, great food and wine and a very comfortable ride. Perfect way to see the beautiful Tuscan area with an expert guide. Would recommend!
Response from the operator: Hi Julie! Thanks for this very good review! I had a great day driving for you and your party. I hope to get a chance to meet you again and drive you to discover other gems of this amazing land. Thanks again! Marco
via Viator
Great tours of wineries
We enjoyed the wine tours and the lovely meal overlooking the valley. We didn’t get much free time and that was a disappointment.
via Tripadvisor
Private, exceptional, romantic, fun!
This tour was private, friendly, delicious and tons of fun! We went to 2 small villages to stroll and shop, then we went to a family owned small vineyard for wine tasting and food pairing. We had a private table, exceptional service and wine and food to die for!!! Marco made sure we knew where we going, took great care of us, and let us have time to explore on our own. This was so much fun, and gave us alone time to enjoy our delicious and romantic wine and food! A perfect day. Thank you , Marco. He made it all very special!
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
- Every day
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 6
- Verdict
- Worth a Look
Why this scores 56
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Private Tour: Orcia Valley to Montalcino and Montepulciano with Brunello Wine Tasting: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Private Tour: Orcia Valley to Montalcino and Montepulciano with Brunello Wine Tasting cost?
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Prices start at $987 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Florence usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Private Tour: Orcia Valley to Montalcino and Montepulciano with Brunello Wine Tasting 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 Florence is not rushed.
Is Private Tour: Orcia Valley to Montalcino and Montepulciano with Brunello Wine Tasting worth it?
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It holds an Outty Ranking of 56 out of 100, which we label "Worth a Look". That score blends traveler sentiment (4.9/5 across 16 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Florence, and how flexible the cancellation terms are.
Can I cancel or reschedule Private Tour: Orcia Valley to Montalcino and Montepulciano with Brunello Wine Tasting?
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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 Tour: Orcia Valley to Montalcino and Montepulciano with Brunello Wine Tasting 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 Tour: Orcia Valley to Montalcino and Montepulciano with Brunello Wine Tasting?
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Around 6 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 Florence 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 Florence and add a light layer if any part of the 9-hour experience runs outdoors or after sunset.
Where does Private Tour: Orcia Valley to Montalcino and Montepulciano with Brunello Wine Tasting 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 Florence 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 Florence?
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On Outty we rank every Florence experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include The Best tour in Florence: Renaissance & Medici Tales - guided by a STORYTELLER, Florence Pizza or Pasta Class & Gelato Making at a Tuscan Farm, Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner. 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 Florence?
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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 Florence?
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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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