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Small Group Tuscany Trip from Rome: Pienza and Montepulciano

3 Reviews 5.00 out of 5 stars Based on 3 reviews collected by Key West Private Charters and TripAdvisor |
Recommended by 100% of reviewers
100% of reviewers gave this experience a rating of 4 or higher.
| Rome, Italy
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from $266.77 per person

Lowest Price Guarantee
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Don't miss out!
On average, this is booked 19 (0) days in advance.
12 hours (approx.)
Hotel pickup offered
Mobile ticket
Offered in: English
and 3 more
French, Spanish, Portuguese
Instant confirmation

Overview

Enjoy a wonderful day in the vineyards of Tuscany, a region famous for its fine wines. You will be picked up at your hotel or apartment in Rome and head to the beautiful Val D'Orcia area. Your first stop on the tour will be Montepulciano, a picturesque medieval town renowned for its vineyards and the famous Nobile di Montepulciano wine. Stroll through the cobbled streets and sample fine local wines during a tasting in a historic winery located in the city center. After exploring Montepulciano, continue to Pienza, a jewel of the Tuscan Renaissance. Here, you can admire the splendid architecture, visit the Cathedral of Pienza and stroll through the charming streets of the historic center. Do not miss the opportunity to taste the pecorino di Pienza, one of the most delicious cheeses in the region. After this unforgettable experience, return to Rome with precious memories of a day of history, culture and authentic flavors.

What's Included

  • Pick up and drop off
  • Assistant for the entire duration of the tour
  • Driver
  • Lunch
  • Gratuities
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Meeting and Pickup

Pickup point
Pickup details

Wait in the lobby or outside your apartment/B&B 10 minutes before the agreed time.

What To Expect

Book Online

Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
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Montepulciano

Montepulciano, a charming hill town located in the heart of Tuscany, is famous for its fine wines, such as Vino Nobile di Montepulciano. This medieval town, surrounded by vineyards and olive groves, offers breathtaking panoramic views of the Tuscan countryside. Walking through the narrow streets of Montepulciano, you will discover fascinating historic buildings, such as the Town Hall and the Cathedral of Santa Maria Assunta. The city is also renowned for its wineries, many of which are located in ancient basements, where you can taste some of the best wines in the region. Montepulciano is an ideal place to immerse yourself in Tuscan culture, history and wine tradition.
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2 hours Admission Ticket Free

Pienza

Pienza, located in the heart of the Val d'Orcia in Tuscany, is a pearl of the Italian Renaissance. Designed by architect Bernardo Rossellino at the behest of Pope Pius II, the city is a perfect example of Renaissance urban planning. Walking through its narrow streets, you can admire beautiful buildings such as the Cathedral of Pienza. The town also offers breathtaking views of the surrounding countryside, characterized by rolling hills and vineyards. Do not miss the opportunity to taste the famous pecorino cheese of Pienza, a sheep cheese appreciated all over the world.
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1 hour Admission Ticket Free

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Additional Info

  • Confirmation is instant and will be received at time of booking
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • Specialized infant seats are available
  • This tour/activity will have a maximum of 42 travelers

Frequently Asked Questions (7)

Q: What is the cancellation policy for the Small Group Tuscany Trip from Rome: Pienza and Montepulciano?

A: You can cancel up to 24 hours in advance of the tour for a full refund. 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). Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

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Activity code: C-5532546P8

Traveler Photos

Reviews

5.00
3 reviews

Average 5.00 out of 5 stars based on 3 traveler reviews collected by Key West Private Charters and partner sites such as Cool Destinations and TripAdvisor

5 stars
3
4 stars
0
3 stars
0
2 stars
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1 star
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Don't miss out!
On average, this is booked 19 (0) days in advance.
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Frequently Asked Questions (7)

Activity name

The answers provided below were previously given in response to questions from Key West Private Charters customers.

Filter by:

Q: What is the cancellation policy for the Small Group Tuscany Trip from Rome: Pienza and Montepulciano?
A:
You can cancel up to 24 hours in advance of the tour for a full refund.
  • 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).
Apr 2025
Q: What's included in the price?
A:
The following is included:
  • Pick up and drop off.
  • Assistant for the entire duration of the tour.
  • Driver.
  • Wine tasting and local products in a historic winery.
The following is NOT included:
  • Lunch.
  • Gratuities.
Apr 2025
Q: What is the minimum age for this tour?
A:

There is no minimum age for this tour, so bring your wee one along for an adventure. This tour requires at least one adult to accompany children..

Apr 2025
Q: My date is not available in the calendar, I am just checking to see if it is available?
A:

If 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 2025
Q: Is this an accessible tour?
A:

Accessibility information for the Small Group Tuscany Trip from Rome: Pienza and Montepulciano is as follows:

  • Suitable for all physical fitness levels
Apr 2025
Q: Where is the meeting point for this activity?
A:

Detailed check-in instructions – including meeting point address, Google map, and parking information – for Small Group Tuscany Trip from Rome: Pienza and Montepulciano will be included in your confirmation email from Key West Private Charters. 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 2024
Q: How long does a refund take to reach my card, and can I get it faster?
A:

Once 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 2026

What's Included

Activity name

  • Pick up and drop off
  • Assistant for the entire duration of the tour
  • Driver
  • Wine tasting and local products in a historic winery
  • Lunch
  • Gratuities

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • Specialized infant seats are available
  • This tour/activity will have a maximum of 42 travelers

Report Product Issue

Activity name