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Discover Tuscany in a day from Rome with this private tour. Visit Montepulciano and Pienza, enjoy wine and cheese tastings, and explore charming medieval streets.
Exploring Tuscany from Rome becomes effortless with this private day-tour that takes you into the heart of the region’s scenic beauty and culinary delights. Priced at $538.90 per person, the tour lasts approximately 10 hours, and includes luxury transportation from your Rome hotel, making it a seamless escape into Italy’s renowned countryside. With private transfer, WiFi onboard, and an English-speaking driver, this tour offers both comfort and flexibility, allowing you to explore at your own pace.
What truly makes this experience stand out is the carefully curated itinerary: a visit to the hilltop town of Montepulciano known for its prestigious Vino Nobile di Montepulciano, followed by the UNESCO-listed Pienza, celebrated for its Renaissance architecture and famous pecorino cheese. This tour is ideal for those who want a stress-free, immersive peek into Tuscany’s best without the hassle of organizing transport or tours themselves.

This tour begins with luxury transportation that takes you from your hotel in Rome to the rolling hills of Tuscany’s Val d’Orcia. The vehicle is air-conditioned, ensuring comfort throughout the roughly 2-hour drive. Travelers can relax, enjoy WiFi onboard, and take in the breathtaking scenery of cypress-lined roads and picturesque villages en route.
This setup guarantees a stress-free start, avoiding the complexities of public transport or self-driving in unfamiliar terrain. The service is tailored for those who value convenience and comfort in their day trip experience.
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Montepulciano is a highlight of the tour, famed for its medieval architecture and scenic vineyards. The town is perched on a hilltop, offering UNESCO-listed views of the surrounding landscape. In Montepulciano, visitors can stroll through ancient streets, explore historic cellars, and indulge in tastings of the Vino Nobile di Montepulciano, one of Italy’s most esteemed DOCG wines.
During the two-hour stop, the focus is on authentic Tuscan flavors and culture. While no formal admission is required, touring the underground cellars and wandering the charming piazzas gives a genuine sense of the town’s wine heritage.

Following Montepulciano, the tour moves to Pienza, a UNESCO World Heritage Site recognized for its Renaissance town planning and architectural harmony. The town’s winding streets and beautiful squares reflect the period’s elegance, providing plenty of opportunities to wander freely.
In Pienza, the focus is on gastronomy. You get to taste pecorino di Pienza, a sheep’s milk cheese known for its nutty flavor and smooth texture. The two-hour visit allows ample time to explore local shops or enjoy panoramic views over the valley, making it a perfect blend of cultural and culinary discovery.

The entire Val d’Orcia region is a designated UNESCO World Cultural Landscape, celebrated for its harmonious blend of natural beauty and human influence. The tour’s scenic drive offers photo-worthy vistas of rolling hills, cypress-lined roads, and traditional Tuscan farms.
This landscape remains largely unchanged for centuries, making it an authentic experience for those interested in Italy’s rural charm. The UNESCO designation highlights the region’s cultural significance and timeless beauty.

The English-speaking driver provides commentary during the drive, sharing insights about the regions visited. The tour is designed for flexibility, with ample time to explore each town and take photos. No rush is involved, making it suitable for leisurely wanderers and those who appreciate time to soak in the scenery.
Reviews praise the professionalism of the service, mentioning that guides and drivers are polite and helpful. The tour’s pacing allows for a relaxed experience, emphasizing quality over quantity.

While the tour includes private transportation, WiFi, and tastings, meals and personal expenses are not included. Travelers should budget for lunch if they wish to dine in one of the towns. The tour is priced for those who prefer customized, private excursions over group tours, providing a more personalized experience.

The tour can be booked up to 96 days in advance, with free cancellation available if canceled at least 24 hours before the scheduled start. The meeting point is flexible, with pickup offered from your Rome hotel. This arrangement suits travelers seeking peace of mind and flexible planning.

This private tour appeals most to wine enthusiasts, history lovers, and those seeking a relaxed, luxury experience outside Rome. It’s perfect for travelers who appreciate scenic drives, culinary tastings, and medieval towns at a comfortable pace. The private nature makes it especially suited for families, couples, or small groups looking for a personalized day trip.
“Me and my family stayed in Rome for a week and after some days decided to have a trip in Florence that was only a couple of hours from Rome.”
Is this tour suitable for all ages?
Yes, the tour is designed for most travelers, with no specific physical demands mentioned. It’s ideal for those who enjoy leisurely walks and scenic exploration.
Can I customize or add meals?
Meat, drinks, and meals are not included in the price. While the tour does not specify options for meal customization, you can plan lunch on your own during the free time in each town.
What’s included in the price?
Private transportation, WiFi onboard, air-conditioning, and an English-speaking driver are included. Tastings of wine and pecorino cheese are part of the experience.
Are there any hidden costs?
Extras and personal expenses, such as meals or souvenirs, are not included and should be budgeted separately.
How far in advance should I book?
The tour is most often booked around 96 days in advance, indicating strong interest and the benefit of securing your spot early.
What is the cancellation policy?
You can cancel free of charge up to 24 hours before the tour start time, receiving a full refund.
Is parking or meeting point provided?
Pickup is offered from your hotel in Rome, ensuring easy access and comfortable start to the day.
What’s the duration of each stop?
Two hours are allocated for each town, allowing time for exploration, tastings, and photos without feeling rushed.
Do I need to bring anything special?
Comfortable shoes for walking through town streets and a camera for photos are recommended. No specific dress code or equipment is mentioned.
Is this tour accessible for travelers with mobility issues?
The information does not specify accessibility features, so travelers with special needs should inquire directly.
This From Rome: Private Day-Tour of Tuscany offers a convenient, personalized way to experience Montepulciano and Pienza with wine and cheese tastings, all within a luxurious, flexible framework. It’s well-suited for those who value comfort, cultural richness, and culinary delights in a stress-free setting.