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Experience the beauty of Tuscany with this private Val d'Orcia tour from Florence, including wine tastings, medieval towns, and farm-to-table lunch.
If you’re dreaming of rolling hills, charming medieval towns, and exquisite wine in Tuscany, this private Val d’Orcia tour might just be your perfect day out. Promising a luxurious yet authentic experience, it offers the chance to explore UNESCO-listed landscapes, taste some of Italy’s finest wines, and enjoy a traditional Tuscan meal—all with the convenience of a private driver and expert guide.
What we love about this tour is its thoughtful balance: it combines cultural exploration with culinary delights, set against the stunning scenery of the Val d’Orcia. Plus, the fact that it’s a completely private experience means you can tailor the pace and focus on what excites you most.
One thing to keep in mind is the length—at around 12 hours, it’s a full-day commitment. Though the itinerary is well-paced, travelers with limited mobility or those wanting a more relaxed schedule should plan accordingly.
This tour is ideal for those who want to experience Tuscany’s authentic charm without the hassle of public transport or large group tours. It suits romantics, wine lovers, and anyone eager to see the countryside in comfort and style.
Looking for more options in Florence? Here are some other experiences worth considering.
Starting at 7:30 am, the tour kicks off with a prompt pickup from your accommodation in Florence, typically around 7:15 am. This early start is ideal to make the most of the day, especially given the 1 hour 45-minute drive to the valley. Traveling privately means you won’t be constrained by group schedules, giving you a comfortable, air-conditioned ride with spectacular views along the way. It’s a chance to relax and get into the Tuscany mindset before the day’s adventures.
The first stop, Montepulciano, is a hilltop town renowned for its Renaissance architecture and stunning vistas. Expect to spend about an hour wandering through narrow streets lined with elegant buildings, tasting the ambience of a true Tuscan hill town. The reviewer Brandon_R highlighted their guide Angel, who made the experience special with his knowledge and easygoing manner, allowing guests to enjoy the town at their own pace.
Next, the tour ventures underground to Azienda Agricola Ercolani. Here, you’ll explore a fascinating underground cellar that’s part historic site, part secret world. The cellar features oak barrels, ancient Etruscan tombs, and remnants of old water wells—each telling a story of the land’s deep history. Guided by a family passionate about art and history, you’ll tour the facilities, learn about wine production, and sample some of Tuscany’s best wines. Guests mention this as a highlight, with one noting the “impressive history and authentic feel” of the cellar.
After wine tasting in Montepulciano, you’ll head to Tenuta Fanti, a family-owned estate that has transitioned from sharecropping to organic viticulture. Covering 260 hectares, the estate’s volcanic soil contributes to the unique flavor profile of their wines. The guided tour here emphasizes their organic philosophy, with explanations about soil health, sustainable practices, and the importance of respecting the land. Sampling wines here offers a taste of Tuscany’s premium organic wines, and many reviewers have praised the guide’s extensive knowledge.
Following the winery visits, the itinerary takes you to Pienza, often called “the ideal Renaissance town.” This small hilltop village is famed for its harmonious architecture and breathtaking views of the Val d’Orcia. You’ll have about an hour to wander, soak in the atmosphere, and perhaps snap some iconic photos of the landscape. Its compact size makes it feel like stepping into a living postcard.
No Tuscan tour is complete without a delicious meal, and this experience does not disappoint. Set at a family-owned farm near Pienza, the lunch features locally sourced, zero-kilometer products, showcasing the region’s best ingredients. Think fresh pasta, cheeses, and seasonal vegetables—simple yet bursting with flavor. The setting is authentic, with rustic charm that makes you feel like a guest in someone’s home rather than a tourist. Reviewers consistently mention the deliciousness of the meal and the friendly, welcoming atmosphere.
After a full day of exploring and tasting, the guide will drop you back in Florence, typically around 7:45 pm. The journey back offers a chance to reflect on the day, perhaps sharing your favorite moments with fellow travelers or simply enjoying the scenic drive.
The knowledgeable guides truly elevate this experience. One reviewer praised Angel’s ability to blend historical insights with personalized attention, making the day both informative and relaxed. The wine tastings are carefully curated, showcasing a selection of boutique wines that highlight the region’s diversity and quality. The underground cellar tour at Azienda Agricola Ercolani is a unique highlight, combining history, architecture, and viniculture in an engaging way.
The value of the private transportation cannot be overstated. It removes the stress of navigating unfamiliar roads and allows you to enjoy the scenery without distraction. Plus, the flexibility of a private guide means you can spend more time in the places that interest you most, unlike a crowded group tour with fixed schedules.
On the downside, the full-day length might be tiring for some. If you’re not used to long excursions or prefer a more leisurely pace, this could feel a bit rushed. Also, the cost at around $609 per person, while justified by the private service and curated experiences, may be a consideration for budget-conscious travelers. However, many agree that the quality and intimacy of this experience make it worthwhile.
This experience is perfect for romantic couples seeking an intimate exploration of Tuscany’s countryside, wine enthusiasts eager to taste a variety of boutique wines, or culture lovers interested in medieval architecture and historical sites. If you’re after a luxury, hassle-free way to see the region’s highlights in one day, this tour delivers. It’s also suitable for travelers who prefer customized, private experiences over crowded group outings.
For anyone keen to combine scenic beauty, historical insight, exceptional wine, and fantastic food into one seamless day, this private Val d’Orcia tour hits all the marks. The blend of expert-guided visits, intimate tastings, and the freedom to explore at your own pace makes it a standout choice for a comprehensive Tuscan experience.
While it demands a full day’s commitment and a bit of a splurge, the personalized service and depth of experiences offer true value for those who want to make the most of their time in Tuscany. It’s a memorable way to see one of Italy’s most iconic regions without the crowds or the hassle—just pure, relaxed indulgence.
Is transportation included?
Yes, private transportation is included, with pickup from your Florence accommodation and drop-off at the end of the day.
What time does the tour start?
The pickup is scheduled for 7:30 am, giving you an early start to maximize your day.
Are there any age restrictions?
The minimum drinking age is 18, and children must be accompanied by an adult.
How long is the tour?
The total duration is approximately 12 hours, covering sightseeing, tastings, and meals.
Can I customize the itinerary?
As a private tour, it offers some flexibility, but the main itinerary is fixed to ensure a full experience.
Is lunch included?
Yes, a farm-to-table lunch with local products is part of the experience.
Are the wine tastings included in the price?
Yes, visits to two boutique wineries include guided tours and tastings.
What if I have dietary restrictions?
Please inform the tour provider in advance; they can accommodate special dietary needs where possible.
How many people are in the group?
This is a private tour, so only your group will participate, making it personalized and intimate.
Can I join this tour if I don’t have a car in Florence?
Yes, the pickup service makes it easy for guests staying in Florence to join without worry.
To sum it up, this private Val d’Orcia tour offers an authentic, luxurious, and deeply engaging way to experience Tuscany’s most enchanting landscapes. Perfect for those who value detailed, personalized attention and high-quality experiences, it promises a memorable day filled with beauty, history, and flavor.