Private Tuscany Wine Experience from Rome: Montepulciano & Pienza
Overview
Leave Rome for a day and discover the beautiful rolling hills of Tuscany on this private full-day tour. Travel through the scenic countryside and reach the famous hilltop town of Montepulciano, known for its medieval streets, Renaissance buildings and world-famous wine.
You will have free time to explore the historic center, visit local wine shops, and enjoy a wine tasting experience in a traditional Tuscan winery where you will taste local wines including the famous Vino Nobile di Montepulciano.
After Montepulciano, the tour continues through the stunning Val d’Orcia countryside, a UNESCO World Heritage Site known for its cypress trees, vineyards and postcard landscapes.
You will then visit the charming town of Pienza, famous for pecorino cheese and beautiful panoramic views over the Tuscan hills. Here you will have time to walk through the historic streets, visit local food shops and enjoy lunch in a traditional restaurant.
What's Included
- Val d’Orcia scenic drive
- Hotel pickup and drop-off
- Private driver
- Transportation in luxury A/C vehicle
- Wine tasting in Montepulciano
- Free time in Montepulciano
- Free time in Pienza
- Lunch
- Gratuities
- Tour guide
Meeting and Pickup
What To Expect
Book Online
Safe & secure Easy breezy Hassle‑free
Historic Centre of the City of Pienza
3 hours Admission Ticket Free
Piazza Grande a Montepulciano
3 hours Admission Ticket Free
Torre del Pulcinella
3 hours Admission Ticket Free
Icario Winery
1 hour Admission Ticket Included
Additional Info
- Confirmation is instant and will be received at time of booking
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Infants and small children can ride in a pram or stroller
- Specialized infant seats are available
- Please note this tour provides only a chauffeur who is not a professional and licensed guide.
Frequently Asked Questions (7)
Q: What is the cancellation policy for the Private Tuscany Wine Experience from Rome: Montepulciano & Pienza?
Cancellation Policy
Still have questions?
We're here to help.
Activity code: C-35870P2
Traveler Photos
Reviews
Average 5.00 out of 5 stars based on 2 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor
Additional Info
Similar Tours & Activities
Colosseum and Roman Forum - Private tour
Enjoy the Forum and Ancient Rome through a relaxing and entertaining private tour with priority access tickets. You'll explore the first and second levels of...
$131
Enjoy a walking tour of the subterranean depths of the Colosseum. With your professional guide, have access to the areas of the Colosseum--even those areas...
$92
Enjoy a unique and exclusive gastronomic experience, visiting a locally loved gourmet food shop. This one-hour gourmet tasting experience invites you to explore a refined...
$9
With this complete tour of the Roman forum, palatine and colosseum in just two hours you will know the origins of the city of Rome...
$91
Enjoy the Forum and Ancient Rome through a relaxing and entertaining private tour with priority access tickets. You'll explore the first and second levels of...
$131
Enjoy a walking tour of the subterranean depths of the Colosseum. With your professional guide, have access to the areas of the Colosseum--even those areas...
$92
Enjoy a unique and exclusive gastronomic experience, visiting a locally loved gourmet food shop. This one-hour gourmet tasting experience invites you to explore a refined...
$9
With this complete tour of the Roman forum, palatine and colosseum in just two hours you will know the origins of the city of Rome...
$91
Travelers Who Bought This Tour Also Bought
A holiday in Rome without visiting the Vatican is like a day at the beach without swimming in the sea. See the best of the...
$21
Enjoy Fettuccine and Tiramisu cooking class in the heart of Rome! During this class you will learn how to make Fettuccine pasta from scratch and...
$56
Begin with learning how make tiramisù, following traditional recipes using all ingredients- mascarpone, eggs, coffee sugar and cocoa powder and tools needed. Following this, learn...
$33
Pizza Cooking Class in Rome - Near Piazza Navona
Who can say no to Pizza? Especially for Italian pizza? We definitely can't! If you're like us, joining a pizza class in Rome should be...
$44
Skip-the-Line Group Tour of the Vatican, Sistine Chapel & St. Peter's Basilica
A holiday in Rome without visiting the Vatican is like a day at the beach without swimming in the sea. See the best of the...
$21
Enjoy Fettuccine and Tiramisu cooking class in the heart of Rome! During this class you will learn how to make Fettuccine pasta from scratch and...
$56
Begin with learning how make tiramisù, following traditional recipes using all ingredients- mascarpone, eggs, coffee sugar and cocoa powder and tools needed. Following this, learn...
$33
Who can say no to Pizza? Especially for Italian pizza? We definitely can't! If you're like us, joining a pizza class in Rome should be...
$44
Frequently Asked Questions (7)
The answers provided below were previously given in response to questions from Cool Shore Excursions customers.
Filter by:
- For a full refund, you must cancel at least 24 hours before the tour start time.
- If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
- Any changes made less than 24 hours before the tour start time will not be accepted.
- Cut-off times are based on the tour local time (CET).
- Val d’Orcia scenic drive.
- Hotel pickup and drop-off.
- Private driver.
- Transportation in luxury A/C vehicle.
- Wine tasting in Montepulciano.
- Free time in Montepulciano.
- Free time in Pienza.
- Lunch.
- Gratuities.
- Tour guide.
There is no minimum age for this tour, so bring your wee one along for an adventure..
Apr 2025If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.
If you find a date and time that works for you, book it NOW because things always sell out at this time of year.
Apr 2025Accessibility information for the Private Tuscany Wine Experience from Rome: Montepulciano & Pienza is as follows:
- Public transportation options are available nearby
- Suitable for all physical fitness levels
Detailed check-in instructions – including meeting point address, Google map, and parking information – for Private Tuscany Wine Experience from Rome: Montepulciano & Pienza will be included in your confirmation email from Cool Shore Excursions. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!
Mar 2024Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.
Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.
If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.
Oct 2026What's Included
- Val d’Orcia scenic drive
- Hotel pickup and drop-off
- Private driver
- Transportation in luxury A/C vehicle
- Wine tasting in Montepulciano
- Free time in Montepulciano
- Free time in Pienza
- Lunch
- Gratuities
- Tour guide
Additional Info
- Confirmation is instant and will be received at time of booking
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Infants and small children can ride in a pram or stroller
- Specialized infant seats are available
- Please note this tour provides only a chauffeur who is not a professional and licensed guide.
