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Discover Tuscany from Rome on a 7-hour guided day trip featuring Montepulciano, Pienza, wine tasting, and a delicious local lunch in a private group setting.
This 7-hour guided tour from Rome offers a taste of Tuscany’s charming towns, stunning landscapes, and world-famous wines. Starting at Piazza del Popolo, the experience takes travelers through Montepulciano, San Biagio Church, a renowned vineyard, and Pienza, a UNESCO World Heritage site. With private transportation, live English-speaking guides, and flexible cancellation policies, this tour balances comfort and culture.
The tour is ideal for those who want to explore Tuscany’s scenic beauty and culinary delights in a single day. It’s well-suited for individuals, couples, or small groups looking for a private experience that covers key highlights of the region. However, it’s important to note that children under 6 years and people with mobility impairments are not accommodated, and comfortable shoes are recommended for walking.
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The tour begins at Piazza del Popolo in Rome, where your driver will wait for you beside your ship with a sign bearing your name. The coordinates provided are 41.911014556884766, 12.47620964050293. Travelers should arrive promptly, and it’s advisable to carry comfortable shoes, sunglasses, hat, camera, and water for the day.

The first stop is Montepulciano, a hilltop town famous for its medieval streets and Renaissance architecture. Here, you’ll explore the charming streets and visit San Biagio Church, a magnificent Renaissance structure with impressive architecture. The guided tour provides insights into local history and cultural heritage.
Following the exploration, travelers have about 85 minutes of free time to walk the streets, take photos, or browse local shops. This free period gives flexibility to enjoy the peaceful ambiance or find a cozy spot for a quick coffee.
A 30-minute stop at Sanctuary of the Madonna di San Biagio offers an opportunity for stunning photos. This beautiful church is set against the Tuscan landscape, making it a favorite spot for capturing scenic views. Visitors can admire its classical architecture and take in the serene surroundings.
More Great Tours NearbyThe highlight for many is the lunch and wine tasting session lasting about 1.5 hours. A visit to a renowned vineyard allows guests to sample Brunello di Montalcino, one of Italy’s most famous wines. The lunch features fresh, local ingredients and is served right at the vineyard.
During this time, guests can learn about the wine-making process and regional traditions from the guide, making the tasting both educational and delicious. The experience is perfect for wine enthusiasts, providing a chance to sample and appreciate the distinct flavors of Brunello di Montalcino.
In the afternoon, the tour continues with a visit to Pienza, a hilltop town celebrated for its historic architecture and stunning views. With about 1 hour of free time, visitors are encouraged to stroll through the narrow streets, admire the panoramic scenery, and try local Pecorino cheese.
Pienza’s status as a UNESCO World Heritage site highlights its importance in architectural history and regional culture, making it a must-see for those keen on history and authentic Tuscan atmosphere.
Throughout the day, travelers enjoy a relaxing drive in a private, air-conditioned vehicle. The route showcases picturesque landscapes, rolling hills, and classic Tuscan scenery, providing a comfortable and scenic backdrop for the journey.
The guide shares stories and insights about regional history, culture, and local life, enriching the experience with informative commentary.
The tour is designed as a private group experience, emphasizing comfort and personalized service. It’s suitable for those who prefer small groups and flexibility. The meeting point at Piazza del Popolo is easy to find, and the driver will be ready to assist.
However, children under 6 years or travellers with mobility issues should consider alternative options, as this tour involves walking on uneven streets and standing at various stops. The tour provides comfortable shoes, and sunglasses, hat, camera, and water are recommended for the day.
The tour offers free cancellation up to 24 hours before the scheduled start, giving travelers peace of mind. You can reserve now and pay later, which provides flexibility in planning. Availability is subject to starting times, so booking in advance is advisable to secure a preferred slot.
This day trip from Rome is ideal for wine lovers, history enthusiasts, and scenic landscape admirers who want a well-organized, comfortable, and informative experience. The combination of walking, tasting, and scenic drives offers a balanced taste of Tuscany in a manageable timeframe.
While the 7-hour duration makes for a full day, it remains manageable even for those with tight schedules. The private group format ensures a more personalized experience, and the scenic routes and delicious food and wine make it a rewarding excursion.
Is this tour suitable for children?
No, children under 6 years are not recommended as the tour involves walking and stops that may not suit very young children.
What should I bring for the day?
It’s best to bring comfortable shoes, sunglasses, hat, camera, and water to stay comfortable and capture the scenery.
Where does the tour start?
The tour departs from Piazza del Popolo in Rome, and the driver will wait beside your ship with a sign bearing your name.
Can I cancel this tour?
Yes, free cancellation is available up to 24 hours before the scheduled start.
Is the tour accessible for people with mobility impairments?
No, this experience is not suitable for travelers with mobility issues, due to walking and uneven streets.
What is included during the wine tasting?
Guests taste Brunello di Montalcino at a renowned vineyard, paired with local lunch made with fresh ingredients.
How long is the free time in Montepulciano and Pienza?
In Montepulciano, travelers have 85 minutes of free time; in Pienza, about 1 hour for exploring and tasting local products.
What kind of vehicle is used?
A private, air-conditioned vehicle ensures a comfortable and scenic drive between stops.
Are meals included in the price?
Yes, a lunch featuring local ingredients is part of the wine tasting at the vineyard.
Is this tour available all year round?
Availability depends on the schedule; check the specific dates for the start times and seasonal operations.