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Discover Tuscany’s scenic Val d'Orcia, taste authentic Brunello wine and Pecorino cheese, and explore charming villages on this private day trip from Florence.

This private day trip from Florence offers an immersive experience into the heart of southern Tuscany. For $555.22 per person, travelers enjoy approximately 8 hours of sightseeing, tasting, and exploring with a luxury vehicle and a private guide. The tour is ideal for those seeking a personalized experience, with all logistics handled via hotel pickup and drop-off and round-trip private transfer.
The journey focuses on visiting the Val d’Orcia, a UNESCO World Heritage site famous for its stunning landscapes and timeless villages. The tour features wine tastings at a boutique winery, a self-guided walk in the picturesque village of Pienza, and a panoramic drive through this scenic region. While the tour does not include lunch, it provides recommendations for authentic Tuscan dining and includes refreshments onboard. With only 8 participants maximum, this experience maintains an intimate atmosphere, making it perfect for lovers of wine, food, and Tuscan scenery.

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This tour features high-end transport, ensuring comfort as you travel through the Tuscan countryside. The private guide and driver are dedicated solely to your group, offering personalized attention. The luxury vehicle makes the journey as enjoyable as the destinations, with free Wi-Fi and refreshments available onboard.
Having a private guide means insights into the region’s history, wine, and food are tailored to your interests. The tour departs at 9:00 am, giving ample time for the full experience while allowing for a relaxed pace. The small group size guarantees a cozy, engaging atmosphere, perfect for those who prefer an intimate exploration over crowded tours.

The first stop is Azienda Agricola Capanna di Cencioni, a family-run boutique winery. The visit includes a wine tasting where you can savor famed Brunello di Montalcino, renowned for its rich flavor and complexity. The one-hour experience allows enough time to appreciate the nuances of this prestigious wine, guided by knowledgeable staff.
This winery visit offers a chance to see the production process up close and learn what makes Brunello di Montalcino special. The boutique setting provides an authentic experience, far removed from large-scale productions, emphasizing quality and tradition. The admission is included in the tour price, making this a highlight for wine lovers.

The tour includes a self-guided exploration of Pienza, a picturesque village famous for its Renaissance architecture and panoramic views. You have about 30 minutes to stroll through the streets, admire the terraced landscapes, and perhaps enjoy a quick coffee or sample local Pecorino cheese.
Pienza’s compact size allows you to soak in its charm easily. The town’s cultural and architectural features make it a favorite stop, and the free time gives flexibility to explore at your own pace or take photos of the stunning scenery.

A highlight of this tour is the panoramic drive through Val d’Orcia, a UNESCO World Heritage site celebrated for its rolling hills, cypress trees, and idyllic farms. The guide makes stops at key photo points, giving you the chance to capture the region’s quintessential Tuscan landscape.
This drive showcases why Val d’Orcia has inspired painters and photographers alike. The stunning vistas are a perfect backdrop for memorable photos and a peaceful break from the day’s activities.
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At the winery, the guided tasting of Brunello di Montalcino offers insights into what sets this wine apart. The guide explains the production process, aging requirements, and flavor profiles, enhancing your appreciation for this famed wine.
Taste different vintages or styles, gaining a deeper understanding of the region’s wine culture. The tasting experience lasts long enough to enjoy the complex aromas and flavors, making this a core element of the tour for wine enthusiasts.

While lunch is not included in the tour, the private guide offers hand-picked suggestions for authentic Tuscan eateries. These recommendations focus on local trattorias and osterias that serve genuine regional dishes, allowing flexibility to suit your preferences.
This approach ensures you can enjoy a relaxed meal after the tour’s activities, whether you prefer a casual bite or a more traditional sit-down experience. The region’s rich culinary scene complements the day’s wine and sightseeing perfectly.

The tour starts at 9:00 am from Florence, with hotel pickup arranged for convenience. Designed for a moderate physical fitness level, the itinerary involves some walking at Pienza and stops for photos. The maximum group size of 8 ensures a personalized experience, with group discounts available.
Booking well in advance—typically 134 days ahead on average—is recommended due to high demand. The tour operates in all weather conditions, so dressing appropriately is advised. The non-refundable policy emphasizes the importance of confirming plans beforehand.
This private tour is ideal for wine lovers, foodies, and those seeking a personalized experience of Tuscany’s scenic landscapes. The focus on Brunello wine, Pienza’s charm, and Val d’Orcia’s vistas makes it suitable for travelers who enjoy a mix of cultural, culinary, and scenic activities.
Since the tour is private and capped at 8 participants, it appeals to those wanting an exclusive, relaxed day without the rush of large groups. It’s especially well-suited for visitors who appreciate detailed wine tastings and authentic regional stories.
This private day trip from Florence offers a well-balanced mix of wine tasting, sightseeing, and regional delicacies. The high-quality transportation and personalized guidance ensure a comfortable and informative experience. The stops at Azienda Agricola Capanna di Cencioni and Pienza highlight the best of Tuscany’s culinary and scenic treasures.
While it does not include lunch, the recommendations for authentic Tuscan eateries add flexibility to the day. The limited group size and expert guides make this an excellent choice for those seeking a tailored, high-end experience of Tuscany’s iconic landscapes, wines, and cheeses.
“We had the most amazing experience exploring the beautiful wineries of Siena! Roberto truly knocked it out of the park with his charisma and incred…”
Is this tour suitable for vegetarians?
Yes, vegetarian options are available. Please advise at the time of booking if needed.
What is included in the tour price?
The tour includes round-trip private transfer, hotel pickup and drop-off, wine tasting at the winery, self-guided exploration of Pienza, photo stops, free Wi-Fi, and refreshments onboard.
How long is the wine tasting at Azienda Agricola Capanna di Cencioni?
The wine tasting lasts approximately one hour and features Brunello di Montalcino.
Is lunch included?
No, lunch is not included. However, the tour guides can recommend local restaurants to enjoy authentic Tuscan cuisine.
What is the minimum and maximum group size?
A minimum of 2 people and a maximum of 8 participate in this private experience.
Do I need to be physically fit to enjoy this tour?
A moderate physical fitness level is recommended due to some walking and sightseeing at Pienza.