Exclusive Cortona Tour, Land of Tuscan Syrah

If you’re looking for a day trip that combines stunning scenery, history, and some of Italy’s finest wines, the Exclusive Cortona Tour from Florence could be just what you need. This private excursion promises a personalized experience exploring the enchanting medieval town of Cortona, famous for its connection to the film Under The Tuscan Sun and its exceptional DOC wines.

What makes this tour stand out are three main aspects: the chance to taste locally produced organic wines, the opportunity to stroll through one of Italy’s most picturesque villages, and the curated, expert-guided wine tastings at boutique wineries. The only caveat? It’s a full day of travel and activity, so it’s best suited for those comfortable with a packed schedule and some road time.

This experience is perfect for wine lovers wanting to deepen their understanding of Tuscan varietals, history enthusiasts eager to explore a beautifully preserved medieval town, or anyone seeking a luxurious, private escape into Italy’s lesser-known wine regions. Keep in mind, the cost reflects a premium, all-inclusive experience—something to consider if you’re prioritizing quality over budget.

Good To Know

• Exclusive private experience with a dedicated guide throughout the day
• Visit two boutique wineries renowned for high-quality DOC wines
• Tastings of organic, locally produced wines paired with delicious regional cuisine
• Sightseeing in Cortona, a town packed with history, charm, and stunning views
• Lunch served inside the winery with zero-km ingredients
• Flexible pickup from central Florence with private transportation
• Suitable for those who appreciate authentic, high-end wine experiences
• Not ideal for travelers under 18 or those seeking a more relaxed pace

You can check if your dates are available here:

What You Can Expect from This Day Trip

This tour offers a thorough exploration of Tuscany’s lesser-known wine scene combined with cultural sightseeing. Right from the start, you’ll be picked up from your accommodation in Florence, allowing for a seamless start to your adventure. The private transportation ensures a comfortable journey as you head toward Cortona, a town already enchanting even before you arrive.

The Journey to Cortona

The van ride from Florence to Cortona takes approximately 1 hour and 45 minutes. During this scenic drive, you’ll notice the landscape shift from urban to lush Tuscan vistas, setting the perfect tone for the day ahead. This is a good opportunity to get excited about what’s to come, especially if your guide offers insights into the region’s history and wine culture.

Exploring Cortona

Once in Cortona, you’ll have about an hour of free time to wander this picturesque medieval village. We loved the walk through its cobblestone streets, lined with charming shops, cafes, and panoramic viewpoints. Some reviews mention that Cortona feels like a step back in time, with its well-preserved walls and architecture dating back to Etruscan and Roman periods.

One reviewer noted, “The town’s atmosphere is simply magical, and the views over the Tuscan hills are breathtaking.” This is a highlight for anyone craving authentic, unspoiled Italian charm. Plus, being able to stroll at your own pace means you can soak in the atmosphere, snap photos, or enjoy a quick coffee.

First Winery Visit and Tasting

After Cortona, about 25 minutes by van takes you to the first boutique winery. Here, you’ll indulge in a curated tasting of the winery’s finest wines, led by a certified sommelier. Guests have appreciated the attention to detail in the tasting, noting that “the wines are of exceptional quality, especially the organic DOC varieties that showcase the region’s best talents.”

You can expect to learn about the unique profiles of Cortona’s DOC wines, which are valued for their high quality and distinct flavors. The wines are described as impressive and varied, offering something for all—from reds to whites, all crafted with care and local organic methods.

More Great Thing To Do Nearby

Lunch and Wine Pairing

A highlight of this tour is the lunch inside the winery, prepared with 0 km products—meaning farm-to-table freshness. Guests often mention that the meal is hearty yet refined, paired perfectly with the wines tasted earlier. This is a rare chance to enjoy authentic Tuscan cuisine in a private setting, away from tourist crowds.

Second Winery Visit and Tour

Post-lunch, the journey continues with a second visit to another boutique winery. Here, you’ll enjoy a guided tour of the facilities, learning about the winemaking process from grape to bottle. The final tasting session allows you to compare different styles and notes, deepening your appreciation for the region’s winemaking artistry.

One reviewer shared, “The guide’s knowledge made all the difference—every sip felt like a story,” emphasizing how the expert guidance enhances the experience.

Return to Florence

After a full day of tasting, sightseeing, and enjoying regional delicacies, the return journey takes about 1 hour and 45 minutes, giving you time to reflect on the day’s highlights. Many guests agree that the balance of structured activities and free time was just right, making this a memorable, well-paced day.

Why This Tour Offers Great Value

While the price of $642.53 per person might seem steep, it covers nearly everything—private transportation, two exclusive winery visits, tastings of high-quality organic wines, a gourmet lunch, and a dedicated guide. When you consider how much one might spend on similar experiences independently, the convenience and curated nature of this tour make it a worthwhile investment.

On top of that, the focus on authentic, small-batch wines and high-quality local ingredients means you’re getting genuine regional flavors, not mass-produced products. This makes it ideal for wine aficionados or those seeking a taste of Tuscany’s hidden gems.

Who Will Love This Experience?

This tour caters well to travelers who value personalized, intimate experiences and want to avoid touristy crowds. It’s especially suited for those interested in quality wines, regional cuisine, and authentic cultural encounters. If you’re traveling with family, note that those under 18 won’t be able to partake in the wine tastings, but the sightseeing and cuisine still offer plenty of enjoyment.

Final Thoughts

The Exclusive Cortona Tour delivers a thoughtfully curated taste of Tuscany’s wine and cultural treasures. It offers a balance of sightseeing, education, and indulgence, all wrapped in a private, luxury package. Whether you’re a seasoned wine lover or simply seeking an enjoyable day away from Florence, this experience provides access to some of Italy’s most exquisite wines and scenic beauty.

While it’s priced at a premium, the inclusion of private transport, expert guidance, and exclusive visits means you’re paying for quality, comfort, and authenticity. It’s a perfect choice for travelers seeking a memorable, high-end day exploring Tuscany’s land of Syrah and history.

FAQ

How long is the transfer from Florence to Cortona?
The van ride takes approximately 105 minutes, offering scenic views as you leave the city behind.

Are the wine tastings suitable for beginners?
Yes, the tastings are curated and guided by a certified sommelier, making them accessible and educational regardless of your level of wine knowledge.

Is lunch included in the tour?
Yes, a traditional Tuscan lunch made with local, zero-kilometer ingredients is part of the experience, paired with the winery’s best wines.

Can I customize the tour or choose a different pickup location?
Pickup is arranged from most hotels or apartments in Florence, with some areas in central Florence requiring alternative arrangements. The tour is private, allowing some flexibility.

Are children allowed on this tour?
Children under 18 are not permitted to consume alcohol, so the wine tasting aspect isn’t suitable for them. However, there’s still sightseeing and the chance to enjoy the scenic town.

What is the cancellation policy?
Full refunds are available if you cancel up to 24 hours in advance, providing flexibility for your travel plans.

What makes Cortona special compared to other Tuscan towns?
Cortona’s well-preserved medieval charm, stunning panoramic views, and connection to Tuscany’s wine region make it uniquely captivating.

Is this tour suitable for solo travelers?
Absolutely. The private nature of the tour means you’ll have a personalized experience, even if traveling alone.

In summary, this private tour from Florence offers a well-rounded day of exploring one of Italy’s most picturesque towns, combined with tastings of some of the best organic wines Cortona has to offer. It’s a fantastic way to enjoy Tuscany’s land of Syrah in a way that combines comfort, culture, and authentic flavors.

You can check if your dates are available here: