
8 Hour Private Tour from Florence: Montepulciano and Pienza
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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.
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Quick answer
Is 8 Hour Private Tour from Florence: Montepulciano and Pienza worth booking?
8 Hour Private Tour from Florence: Montepulciano and Pienza is a 8-hour experience in Florence, Italy, from $207 per person. It scores 53 out of 100 on the Outty Ranking, which we label “Worth a Look”. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 53 / 100
- Rating
- Not yet rated
- Duration
- 8 hours
- From
- $207 per person
Embark on an exclusive journey from Florence and discover the authentic essence of Tuscany with our private tour to Montepulciano and Pienza. Enjoy the comfort of a chauffeur-guide, available in English or Spanish accord
What you get
- Private tour
- Private official vehicle with driver-guide for 8 hours
- Local taxes
- Hotel/apartment pickup and drop-off (if centrally located)
About this experience
Embark on an exclusive journey from Florence and discover the authentic essence of Tuscany with our private tour to Montepulciano and Pienza. Enjoy the comfort of a chauffeur-guide, available in English or Spanish according to your preferences, as you explore two of the most charming medieval gems in the region. Our friendly chauffeur-guide will pick you up at your accommodation's doorstep in a comfortable, air-conditioned vehicle. Enjoy the picturesque Tuscan landscape as we head to the charming town of Montepulciano, renowned for its Nobile wine. The driver/guide does not leave the vehicle, he/she will provide all the necessary information in the vehicle, and then the driver/guide will give free time to the group to visit the places. This private tour offers you the opportunity to immerse yourself in the rich history, culture, and natural beauty of Tuscany, all while enjoying the comfort of personalized service.
What's included
Included
- Private tour
- Private official vehicle with driver-guide for 8 hours
- Local taxes
- Hotel/apartment pickup and drop-off (if centrally located)
Not included
- Food and drinks
- Separate tour guide
What you'll see and do
Montepulciano
It is a symbol of the city and one of the most famous bridges in the world. You will visMontepulciano is an Italian town of 13,984 inhabitants in the province of Siena in Tuscany. The municipality is located 605 metres above sea level, between Val di Chiana and Val d'Orcia. Of ancient and long history, Montepulciano has Etruscan origins dating back to about the 4th century BC.it it with your official tour guide. Ponte Vecchio is a marble and stone pedestrian bridge in Florence. It crosses the Arno River, connecting the Oltrarno section of the city to that of Santa Croce. The stone bridge was built in the 14th century, and served as a public walkway until the 18th century. It served as a military bridge during World War II. It was rebuilt in 1972-75 using material from the 16th-century balustrade, retaining much of its medieval appearance. The modern design of the new structure is by Pierluigi Spazzapan.
60 minutes here
Piazza Grande a Montepulciano
Visit the main square, Piazza Grande, and soak in the atmosphere of this Renaissance masterpiece. Admire the Cathedral of Santa Maria Assunta and the Palazzo Comunale.
30 minutes here
Palazzo Ricci
Explore Palazzo Ricci, a grand Renaissance palace that often hosts cultural events and exhibitions. Marvel at the architecture and immerse yourself in the local art scene.
30 minutes here
Wander through the narrow, medieval streets of Montepulciano's historic center. Discover charming shops, artisan boutiques, and hidden gems around every corner.
60 minutes here
Pienza
Begin your exploration at Piazza Pio II, the heart of Pienza. Admire the harmonious Renaissance architecture, including the cathedral, Palazzo Piccolomini, and the town hall. The Duomo is the largest and most important church in Florence, and one of the largest in Europe. It remains unfinished. The dome is the third largest in diameter of all domes in the world, after Saint Peter's Basilica and Hagia Sophia.
30 minutes here
Palazzo Piccolomini
Explore Palazzo Piccolomini, a palace built for Pope Pius II. Wander through its elegant rooms, including the papal apartments, and enjoy the panoramic views from the garden.
30 minutes here
Florence
The rest of the time you will be travelling towards and backwards from Florence and also you will have free time for lunch
240 minutes here
Where it starts and ends
Hotel pickup
Pickup is included for all travelers.
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 15 travelers per booking
- Operated by
- Tour Travel & More
Know before you go
- Specialized infant seats are available
- Public transportation options are available nearby
- Suitable for all physical fitness levels
Photos





Good to know
- Duration
- 8 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Price range
- $207 to $1650
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 0
- Verdict
- Worth a Look
Why this scores 53
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
8 Hour Private Tour from Florence: Montepulciano and Pienza: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does 8 Hour Private Tour from Florence: Montepulciano and Pienza cost?
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Prices start at $207 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 8 Hour Private Tour from Florence: Montepulciano and Pienza take?
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Plan for about 8 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 8 Hour Private Tour from Florence: Montepulciano and Pienza worth it?
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It holds an Outty Ranking of 53 out of 100, which we label "Worth a Look". That score blends traveler sentiment (0/5 across 0 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable most popular in Florence, and how flexible the cancellation terms are.
Can I cancel or reschedule 8 Hour Private Tour from Florence: Montepulciano and Pienza?
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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 8 Hour Private Tour from Florence: Montepulciano and Pienza suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 8-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book 8 Hour Private Tour from Florence: Montepulciano and Pienza?
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Around 0 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 8-hour experience runs outdoors or after sunset.
Where does 8 Hour Private Tour from Florence: Montepulciano and Pienza 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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