Idyllic Cortona, nestled in the heart of Tuscany, beckons travelers to uncover its beguiling charms. The Exclusive Cortona Tour, Land of Tuscan Syrah, promises an immersive experience that delves into the region’s storied winemaking heritage. Through guided tastings and a traditional Tuscan lunch, guests will savor the essence of this picturesque medieval town and its renowned vintages. With stunning vistas and historic sites, this private group adventure offers an enriching journey that lingers long after the last sip.
Key Points
- The Exclusive Cortona Tour offers a private, guided exploration of the historic medieval town, including visits to two boutique wineries specializing in Tuscan Syrah.
- The tour includes a curated wine tasting experience led by a certified sommelier, showcasing the region’s unique DOC wines paired with a traditional Tuscan lunch.
- Participants will have the opportunity to discover Cortona’s charming cobblestone streets, historic architecture, and panoramic views from the Fortezza Medicea.
- The tour features a comfortable private van transfer from Florence, allowing for a seamless and personalized experience in the heart of Tuscany.
- The tour’s itinerary is designed to immerse visitors in the essence of Tuscany’s winemaking heritage and local culinary delights, providing an exclusive and memorable experience.
Tour Overview and Pricing
The Exclusive Cortona Tour, Land of Tuscan Syrah, provides an immersive experience into the picturesque medieval village of Cortona and the renowned wine region of Tuscany.
Priced from $619.11 per person, this private group tour offers free cancellation up to 24 hours in advance and a reserve now, pay later option.
Guests can expect a pickup from their Florence accommodation, visits to two boutique wineries, a traditional Tuscan lunch, and guided wine tastings led by a certified sommelier.
Enjoy a private tour with pickup, winery visits, Tuscan lunch, and sommelier-led tastings in the Cortona DOC wine region.
This exclusive tour promises to unveil the unique flavors and charm of the Cortona DOC wines.
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Itinerary Details
Pickup for this exclusive tour begins 15 minutes prior to departure from your’ accommodation in Florence.
After meeting, the group sets off in a private van for the 105-minute drive to the charming medieval town of Cortona. Upon arrival, they’ll spend an hour exploring its picturesque streets and historic sites.
Next, it’s a brief 25-minute journey to a renowned Tuscan winery. Here, a sommelier leads a guided tour and tasting, followed by a locally-sourced lunch.
The day concludes with another 25-minute transfer to a second winery for an additional tour, tasting, and then the return drive to Florence.
Explore Cortona
Nestled atop a picturesque hillside, the medieval town of Cortona captivates visitors with its charming cobblestone streets and well-preserved historic architecture. Explore the town’s quaint piazzas, browse artisanal shops, and marvel at the stunning views of the Tuscan countryside. Don’t miss the opportunity to visit the Basilica of St. Margaret, a Romanesque-Gothic church housing the saint’s relics.
| Cortona Highlights |
| — | — | — | — | — |
| Piazza della Repubblica | Museo Diocesano | Fortezza Medicea | Church of San Francesco | Eremo delle Celle |
| Stroll the charming streets | Admire religious art | Climb for panoramic views | Explore Franciscan monastery | Hike to ancient hermitage |
This exclusive tour offers an immersive experience, allowing you to uncover the hidden gems of this Tuscan jewel.
Discover Tuscan Wines

What better way to take in the rich tapestry of Tuscan culture than through the discovery of its renowned wines?
The tour offers a meticulously curated wine tasting experience, showcasing the unique flavors and aromas of the region’s DOC wines. Guided by a certified sommelier, guests will indulge in the finest Tuscan vintages, each carefully paired with a traditional lunch featuring locally sourced ingredients.
From the historic cellars to the picturesque vineyards, this tour promises to transport visitors on a sensory journey, unveiling the essence of Tuscany’s winemaking heritage.
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Guided by a certified sommelier, guests embark on a sensory journey, seeing the rich tapestry of Tuscany’s winemaking heritage. At the first boutique winery, they savor the unique flavors of Cortona’s renowned DOC wines, learning about the region’s terroir and production methods. An exquisite lunch, prepared with local ingredients and paired perfectly with the winery’s offerings, tantalizes the palate. The second winery, nestled amidst the rolling Tuscan hills, presents another opportunity to delve deeper into the art of viticulture, culminating in a guided tasting that elevates your’ appreciation for these exceptional wines.
| Winery 1 | Winery 2 |
| — | — |
| DOC Wine Tasting | Guided Wine Tasting |
| Traditional Lunch | Tuscan Countryside Views |
| Terroir & Production | Viticulture Insights |
| Cortona’s Unique Flavors | Exceptional Wines |
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Culinary Delights
The gastronomic offerings on this tour promise to be a delightful complement to the exceptional wine tastings.
The gastronomic offerings on this tour promise to be a delightful complement to the exceptional wine tastings.
Guests will indulge in a meticulously curated traditional lunch featuring:
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0 km (locally-sourced) products
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Seasonal, fresh ingredients
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Authentic Tuscan recipes
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Perfectly paired with the wineries’ premium vintages
This culinary experience elevates the tour, allowing visitors to fully enjoy the region’s rich food culture.
From the first bite to the last sip, each moment promises to delight the senses and leave a lasting impression of Tuscany’s renowned hospitality.
Included Services
This tour offers a comprehensive package of included services designed to provide guests with a seamless and immersive experience.
It’s a 100% private tour, with pickup from your accommodation and private transportation throughout the day.
You’ll enjoy visits to two boutique wineries, led by a certified sommelier and guide who’ll be present throughout the journey.
Savor a traditional lunch made with local products, paired perfectly with the winery’s wines.
The package also includes wine tastings, ensuring you fully learn about the flavors of Tuscan Syrah and the charm of Cortona.
Important Considerations
Although participants must be 18 or older to consume alcohol during the tour, the experience caters to travelers of all ages.
Guests should check availability for starting times, as some areas in central Florence may not be accessible for pickup. Alternative arrangements can be made to ensure a seamless transfer.
The tour highlights include:
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Exploring Cortona, one of Italy’s most picturesque medieval villages.
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Experiencing high-quality DOC wines of Cortona with unique flavors.
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Enjoying a meticulously curated wine tasting experience.
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Indulging in a traditional lunch prepared with local products, paired with winery wines.
The Sum Up

The Exclusive Cortona Tour, Land of Tuscan Syrah, offers a captivating window into the rich winemaking heritage of Tuscany. From the enchanting medieval town of Cortona to the renowned local vineyards, this immersive experience promises to delight the senses and leave lasting memories. With expertly-guided tastings, mouthwatering cuisine, and breathtaking scenery, it’s a true celebration of the essence of this remarkable region.
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