Montepulciano, Pienza, and the Essence of Val d'Orcia
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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
5.0/5
Based on 7 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Montepulciano, Pienza, and the Essence of Val d'Orcia worth booking?
Montepulciano, Pienza, and the Essence of Val d'Orcia is a 10-hour experience in Florence, Italy, from $214 per person. It scores 63 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 5/5 rating across 7 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 63 / 100
- Rating
- 5/5 (7)
- Duration
- 10 hours
- From
- $214 per person
Embark on an exclusive Val d’Orcia tour, starting from Florence or any Tuscan location, for an unforgettable journey through rolling hills, medieval towns, and world-renowned flavors. Guided by expert local drivers, you'
What you get
About this experience
Embark on an exclusive Val d’Orcia tour, starting from Florence or any Tuscan location, for an unforgettable journey through rolling hills, medieval towns, and world-renowned flavors. Guided by expert local drivers, you'll explore Montepulciano, where history and wine intertwine, tasting the prestigious Vino Nobile in ancient cellars. Admire the breathtaking views of the Vitaleta Chapel, soak in the postcard-perfect landscapes of Val d’Orcia, and stroll through Pienza, a UNESCO-listed Renaissance gem known for its delicious Pecorino cheese. Delight in the thermal charm of Bagno Vignoni and uncover hidden corners of Tuscany that few travelers experience. Each stop is carefully selected to immerse you in the region’s rich heritage, flavors, and traditions. With a flexible 10-hour itinerary, tailored to your preferences, this tour ensures a perfect balance of discovery, relaxation, and authentic Tuscan charm.
What's included
Included
- Private transportation
- In-vehicle air conditioning
- Lunch
Not included
- Gratuities
What you'll see and do
Torrita di Siena
Before arriving in the Valdorcia region you will travel through Tuscany and the enchanting province of Siena passing through some small towns
Pass by without stopping
Piazza Grande a Montepulciano
We will arrive in the center of Montepulciano, rich in medieval and Renaissance history. Montepulciano is the center of a rich wine producing area. The most important product is the Vino Nobile di Montepulciano appreciated all over the world. We will arrive in the center of Montepulciano, rich in medieval and Renaissance history. Montepulciano is the center of a rich wine producing area. The most important product is the Vino Nobile di Montepulciano appreciated all over the world. In the Piazza Grande there are some beautiful 16th century Palaces, the Cathedral and the iconic medieval Palazzo Pubblico seat of the Municipal Government.
45 minutes here
The Cantina De' Ricci is one of the most impressive and unexpected attractions of Montepulciano. Through travertine stairs you will descend into the caves dug into the tuff that through the millennia have been used to preserve food and the precious Vino Nobile. At the end of the visit a Lunch will be served with typical dishes accompanied by tastings of local wines
90 minutes here · Admission included
After lunch you will have free time to explore the Medieval city on foot and going down to the city gate you will find yourself walking through the alleys. You cannot miss an Italian espresso at the ancient Poliziano café with its Art Deco furnishings
30 minutes here
On the road from Montepulciano to Pienza you can stop to visit one of the most awarded Pecorino cheese producers in the world. The Cugusi dairy is renowned throughout the world. On its property if you are lucky you will meet the sheep at pasture you will enjoy a breathtaking view of the city of Montepulciano or seen from the countryside and you can obviously taste the Certified Pecorino di Pienza.
15 minutes here
Nestled in the rolling hills of Tuscany, Pienza is a charming Renaissance gem and a UNESCO World Heritage Site. Designed by Pope Pius II as the "ideal city," its elegant streets, breathtaking panoramic views, and delightful artisan shops make it a must-visit destination. Stroll through Piazza Pio II, admire the stunning cathedral, and indulge in the town’s famous Pecorino cheese. A true postcard-perfect experience in the heart of the Val d’Orcia!
60 minutes here
Set amidst the golden fields and cypress-lined hills of the Val d’Orcia, the Cappella di Vitaleta is one of Tuscany’s most photographed landmarks. This charming, solitary chapel exudes a mystical beauty, standing gracefully against the breathtaking landscape. A symbol of serenity and harmony, it offers visitors a moment of peace and an unforgettable view of the rolling Tuscan countryside. A picture-perfect stop on your journey through this UNESCO-listed paradise!
10 minutes here
Monticchiello
Perched on a hilltop in the heart of the Val d’Orcia, Monticchiello is a charming medieval village where time seems to stand still. Enclosed by ancient stone walls and winding streets, it offers breathtaking views of the surrounding Tuscan countryside. Known for its rich history, picturesque beauty, and the famous Teatro Povero, Monticchiello is an enchanting stop for those seeking authenticity and timeless charm. This stop also comes at the perfect moment to enjoy a delicious Italian gelato, making your visit even sweeter as you soak in the magical atmosphere of this hidden gem!
30 minutes here
Bagno Vignoni
Located in the stunning Val d’Orcia, Bagno Vignoni is a unique village famous for its ancient thermal waters. Instead of a traditional piazza, the heart of the town is a large, steaming thermal pool, once used by the Romans and even frequented by Lorenzo de’ Medici. Walking through its charming streets, you’ll find breathtaking views, soothing hot springs, and a peaceful, timeless atmosphere.
30 minutes here
Where it starts and ends
Hotel pickup
Pickup is included for all travelers. Pickup begins about 10 minutes before departure.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 8 travelers per booking
- Operated by
- Tours in Tuscany - Private Tours
Know before you go
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Specialized infant seats are available
- Suitable for all physical fitness levels
Photos
What travelers are saying
Outty’s summary of the themes that recur across 7 traveler reviews. Written by us, not quoted from reviewers.
Food and drink
6 mentionsThe tastings and food stops are a highlight for most reviewers.
The guide
4 mentionsTravelers single out the guide as the reason the experience works.
Knowledge and storytelling
3 mentionsReviewers describe the commentary as informative rather than scripted.
Small groups
2 mentionsThe group size is repeatedly described as intimate rather than packed.
Traveler reviews
7 verified traveler reviews for Montepulciano, Pienza, and the Essence of Val d'Orcia. Ratings and reviews provided by Viator and Tripadvisor.
Incredible Wine Tour
We went to the Fanti & Canneto wineries. Each location was incredible. The drive through the countryside was beautiful. Each winery was unique. Our guide Nick was the BEST. Probably the highlight of our family’s Italian vacation.
Response from the operator: Thank you so much for your wonderful review! We're thrilled to hear that your visit to Fanti and Canneto wineries was such a memorable experience and that Nick made your day so special. We'll be sure to pass along your kind words to him. It means the world to us that this was one of the highlights of your family's Italian vacation. We hope to welcome you back to Tuscany again soon!
via Tripadvisor
Tuscany wine tasting tour
This was a private tour with only my wife and I. Our guide met us ontime and shared the agenda for the day. We spent the entire day (8 hours) traveling to, 3 wineries in beautiful Tuscany. Our guide was very professional and knowledgeable, but also easy to travel with. He was a pleasure to spent the day with and very mindful to keep us on schedule.
Response from the operator: Thank you very much for taking the time to share your wonderful feedback. We are delighted to hear that you and your wife enjoyed your private wine tour through the beautiful Tuscan countryside. It is especially rewarding to know that your driver made you feel comfortable throughout the day, shared interesting insights, and ensured that everything ran smoothly while keeping the itinerary on schedule. Our goal is to provide authentic, relaxing, and memorable experiences, and we are thrilled that your visit to the three wineries met your expectations. Thank you once again for choosing us. It was a pleasure to be part of your Tuscany experience, and we hope to welcome you back for another unforgettable journey in the future. Arrivederci!!
via Tripadvisor
Amazing Tour!!!
Benjamin, our driver and guide was amazing!! He went out of his way to ensure that this experience was everything that we were expecting. We were able to visit Multipulciano, Pienza and Montalcino. In addition we did wine tours at two wineries. It was an amazing day!!
Response from the operator: hank you very much for your lovely review. We are delighted to hear that you had such an amazing day exploring Montepulciano, Pienza, and Montalcino, and that the winery visits made the experience even more special. Benjamin will be truly happy to know that his care, professionalism, and dedication helped make your day memorable. We always strive to create authentic and personalized experiences for our guests, allowing them to discover the beauty, wines, and atmosphere of Tuscany in a relaxed and genuine way. It was a pleasure hosting you, and we hope to welcome you back to Tuscany again in the future.
via Tripadvisor
A Memorable Drive Through Tuscany
We spent the day driving through the Tuscan countryside with our driver, Benjamin. Benjamin is not only an expert driver but he kept us informed and amused throughout the trip. He did an excellent job catering to my interest in photography. We also are grateful to the tour company for recommending and making a lunch reservation for us at a lovely restaurant innPienza with great views and even better food!
via Tripadvisor
Fantastic time
Fantastic time, really enjoyed the Organic cheese farm in the Val d'Oricia. This was an amazing location and really enjoyed the the setting on the mountain overlooking the Valley. Pienza was absolutely beautiful. and Montpulciano was a real delight tasting some wonderful wine.
Response from the operator: Dear friend, thank you for your wonderful review — it truly rewards our efforts to provide unforgettable experiences. We aimed to offer you a food and wine tour that was as authentic and local as possible, with breathtaking scenery and away from the typical mass-tourism destinations. Beautiful places, yet less known to most visitors to our country. I hope to see you again soon to show you even more of the wonders our country has to offer. Arrivederci!!!
via Tripadvisor
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
- $214 to $986
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 2
- Verdict
- Solid Choice
Why this scores 63
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Montepulciano, Pienza, and the Essence of Val d'Orcia: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Montepulciano, Pienza, and the Essence of Val d'Orcia cost?
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Prices start at $214 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 Montepulciano, Pienza, and the Essence of Val d'Orcia 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 Florence is not rushed.
Is Montepulciano, Pienza, and the Essence of Val d'Orcia worth it?
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It holds an Outty Ranking of 63 out of 100, which we label "Solid Choice". That score blends traveler sentiment (5/5 across 7 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 Montepulciano, Pienza, and the Essence of Val d'Orcia?
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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 Montepulciano, Pienza, and the Essence of Val d'Orcia 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 Montepulciano, Pienza, and the Essence of Val d'Orcia?
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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 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 10-hour experience runs outdoors or after sunset.
Where does Montepulciano, Pienza, and the Essence of Val d'Orcia 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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