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Experience the beauty of Tuscany and Umbria on a private day trip from Rome, including visits to Pienza, Montepulciano, and Orvieto with wine tastings and scenic views.

This Tuscany Wine Tour from Rome with Private Driver offers a full-day exploration of three stunning Italian hill towns, all in one convenient trip. Priced at $733.46 per person, the tour lasts approximately 10 hours and includes hotel pickup in Rome, ensuring a seamless experience. With a private vehicle and driver, you gain the flexibility to enjoy each location at your own pace, making it a favorite choice for those seeking a personalized, relaxed day away from the busy crowds.
What sets this tour apart is the combination of beautiful towns, gourmet tastings, and scenic views. It has garnered a perfect 5.0 rating from 14 reviews, with 100% recommending it for its memorable visits and attentive service. While the tour focuses primarily on sightseeing and tastings, it does not include lunch, so planning for a meal is advisable. This experience suits those who value comfort and convenience, and who want to enjoy Tuscany’s highlights without the hassle of self-driving.
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The tour begins at 8:30 am with hotel pickup in Rome, offering a hassle-free start. The private driver transports you directly to each destination, saving hours compared to public transport options. The vehicle is exclusive to your group, providing comfort and quiet throughout the day. Travelers are advised to advise any dietary requirements when booking, especially if planning to enjoy local food or wine pairings.

Your first stop, Pienza, is a small town renowned for its harmonious architecture and picturesque views. Known as a prime example of perfection in town planning, Pienza offers two hours to explore its charming streets and admire the stunning vistas. While there is no admission fee, you can shop for local pecorino cheese, which the town is famous for, and enjoy the tranquil atmosphere.
Pienza’s well-preserved historic center makes it ideal for leisurely strolls, photo opportunities, and tasting local specialties. The town’s compact size ensures you’ll have enough time to soak in the sights, browse boutique shops, and enjoy the peaceful ambiance.
Next, the tour heads to Montepulciano, one of Tuscany’s most beloved hill towns. Known for its narrow streets, medieval towers, and captivating churches, Montepulciano is a highlight for architecture lovers and wine enthusiasts alike. The two-hour stop allows you to walk its historic streets, visit local shops, and indulge in wine tasting at a renowned winery.
The Tuscan wines, especially the world-famous Vino Nobile di Montepulciano, are the main attraction here. Visitors can sample both local and aged wines, appreciating their depth and character. The town’s panoramic views over the surrounding countryside add to the experience, making it a perfect spot for photos and relaxing moments.
Your final stop is Orvieto, a clifftop town perched above a vast valley, offering breathtaking views of the surrounding landscape. The visit lasts around two hours, giving enough time to explore the medieval streets, visit the Cathedral of Orvieto, and enjoy the scenic outlooks from the town’s vantage points.
While the guide does not offer a guided tour of the interior, the stops at viewpoints are ideal for photos and soaking in the atmosphere. Orvieto’s location atop the cliffs makes it a dramatic and memorable ending to the day. It’s a peaceful spot to relax, shop for local crafts, or sample regional delicacies.
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Throughout the day, wine tasting is a key feature, with a visit to a notable winery at Montepulciano. Guests sample Tuscan wines and cheeses, including local specialties like pecorino. Snacks are provided as part of the experience, enhancing the tasting sessions and making the day more flavorful.
While lunch is not included, the tour’s stops at gourmet shops and wineries make it easy to purchase your own meal or snacks to enjoy during free time. The emphasis on gourmet food and wine offers a delicious complement to the sightseeing.

The private vehicle ensures an efficient, comfortable journey between towns, with round-trip service from your Rome hotel or preferred location. The small group size (up to 8 people) fosters a relaxed atmosphere and personalized attention. The driver is often praised for being knowledgeable about the area and providing helpful insights, making the tour more engaging.
This tour allows you to set your own pace during the free time in each town, which is highly valued by travelers seeking flexibility rather than rigid schedules. The full-day experience balances sightseeing with enough leisure to enjoy each location fully.
The tour operates most days, with confirmation received at booking. Travelers are advised to inform the provider of any dietary requirements when booking. The tour is suitable for most travelers, with service animals allowed, and no strenuous physical activity required.
The cost is $733.46 per person, a price that reflects the private transport, tastings, and personalized experience. Booking 67 days in advance on average is recommended to secure a spot, especially during peak seasons. Cancellations are free up to 24 hours before the scheduled start, providing peace of mind.
The combination of personalized private transport, carefully selected stops, and included tastings makes this tour particularly appealing. Visitors appreciate the expertise of the driver and the opportunity to explore three renowned towns without the hassle of driving or navigating public transit.
While it doesn’t include a guided tour in each town, the ability to explore at your own pace and enjoy gourmet tastings adds significant value. The scenic views, historic architecture, and delicious food combine to create a memorable day in Tuscany and Umbria.
This tour is perfect for travelers who value comfort and flexibility. It suits food and wine lovers, history enthusiasts, and those wanting a personalized, small-group experience. It’s ideal for visitors who prefer to avoid guided group tours with large crowds and instead enjoy a relaxed, intimate exploration of Tuscany’s highlights.
However, those expecting a guided tour with detailed historical commentary at each stop might find it more suited to casual sightseeing and tasting rather than deep educational experiences.
“We had a fantastic day! Pietro was so helpful and was able to really provide us with some beautiful towns and wineries to visit. Wonderful memor…”
Is this tour suitable for children or those with mobility issues?
Most travelers can participate, but specific mobility needs should be advised when booking.
Does the tour include lunch?
No, lunch is not included, but there are plenty of opportunities to buy local food and snacks during the stops.
How long are the stops in each town?
Approximately two hours in Pienza, Montepulciano, and Orvieto.
Are wine tastings included?
Yes, guests enjoy wine tastings at a selected winery in Montepulciano.
What is the maximum group size?
Up to 8 people, ensuring a more personal experience.
Can I customize the stops or itinerary?
The tour is private, so there’s flexibility to explore at your own pace within the scheduled stops.
What should I bring for the day?
Comfortable shoes, a camera, and perhaps some cash for additional purchases or snacks.
Is hotel pickup available in Rome?
Yes, pickup is offered from your hotel or other preferred location in Rome.
What is the cancellation policy?
Free cancellation is available up to 24 hours before the tour start time.
How do I book this tour?
You can reserve through the provider, Rome in Limo Tours Excursions, with confirmation provided immediately upon booking.
This Tuscany Wine Tour from Rome with Private Driver offers a relaxed, luxurious way to enjoy Tuscany’s most charming towns, remarkable wines, and stunning views, all tailored to your pace and interests.