Cortona is a fantastic base for exploring Tuscany’s famous wine country. The region offers a mix of easy-going experiences and in-depth tastings, all set against a backdrop of rolling hills, historic towns, and lush vineyards. What makes Cortona special isn’t just its beauty but the variety of ways you can taste its wines—whether that’s gliding through the countryside on an e-bike or sampling limited-edition wines at family-run wineries. We especially like the Val di Chiana E-Bike Tour for its combination of scenic views and eco-friendly riding, and the intimate Buccelletti Wine Flight for a laid-back, authentic experience.
Below, you’ll find a list of the top four wine tours in Cortona—each offering something unique. Whether you prefer active exploration, a quick tasting, or a deeper dive into Tuscany’s wine heritage, this guide will help you pick the perfect experience.
1. Cortona: Val di Chiana E-Bike Tour with Optional Wine Lunch
This 5-hour tour combines the beauty of Tuscany with the fun of riding an e-bike through the Val di Chiana. It’s a perfect choice if you want to see the countryside without the fatigue of traditional biking. The tour includes eco-friendly e-bikes that make it easy to cruise along gravel roads, charming meadows, and vineyards.
The highlight is the chance to enjoy breathtaking landscapes and learn about the region’s history from an expert guide. The optional wine lunch adds a delicious touch, giving you a chance to taste local wines paired with Tuscan specialties. The guide shares insights into the area’s rich culture, making this a well-rounded experience for those wanting active fun mixed with good food and wine.
What sets this tour apart is the combination of scenic biking with the opportunity to indulge in a local wine lunch. It’s ideal for active travelers who enjoy the outdoors but prefer a relaxed pace. The rating of 4.9/5 from 17 reviews reflects its popularity.
Bottom Line: A great way to combine sightseeing, gentle exercise, and wine tasting in one seamless experience.
2. Castiglion Fiorentino: Buccelletti Wine Flight
For those seeking an independent, casual tasting, the Buccelletti Wine Flight is perfect. This 1-hour experience at a boutique family-run winery costs just $25 per person and features sampling of 3 limited-edition wines, accompanied by fresh bread and extra virgin olive oil.
Buccelletti winery has been making wine since 1625, and it’s run exclusively by women. The setting in the lush Valley of Chio provides a peaceful backdrop for tasting. The focus here is on small-batch wines that aren’t produced for mass markets, making this a genuine, authentic experience. Many visitors appreciate the friendly atmosphere and the knowledgeable explanation of each wine, with one reviewer calling it a “nice atmosphere” and “very friendly lady who explained everything well.”
This tasting is best suited for travelers who want a quick introduction to Tuscany’s wine scene without committing to a full tour. Plus, the winery’s Wine Club offers rewards for repeat visitors, adding value for wine enthusiasts.
Bottom Line: An intimate, affordable tasting that highlights local craftsmanship and family tradition.
3. Cortona: Organic wines tasting at Colle Acacia’s vineyards
If you’re interested in sustainable wine and want to enjoy a more leisurely, educational experience, this 4-hour tasting at Colle Acacia is an excellent option. It includes tasting 4 different organic wines, such as Cortona Syrah and a Super Tuscan blend. You also get to enjoy local delicacies like pecorino cheese and ham, making the tasting truly flavorful.
The tour begins with a walk through the vineyard, where you learn about the organic viticulture practices. The setting is serene, with sweeping views of the landscape. The wines are carefully selected to showcase the distinctive qualities of Tuscany, especially the rich reds and a fresh rosé.
What makes this tour stand out is the focus on organic farming and the chance to relax in a peaceful environment. Recent reviews praise the quality of wines and the beautiful scenery. If you’re passionate about eco-conscious travel and artisanal wines, this experience will satisfy both your palate and your conscience.
Bottom Line: A well-rounded tasting that combines good wines, local bites, and an appreciation for sustainability.
4. Castiglion Fiorentino: Buccelletti Wine Tour & Tasting
For a more comprehensive look at the winery, the Buccelletti Wine Tour & Tasting offers an 1.5-hour journey through the property. Starting from Via Santa Cristina, you’ll visit the family chapel from 1625, explore the olive mill, and see the vineyards up close.
The tour includes a guided 20-minute walk and a tasting of 3 wines, paired with fresh bread and olive oil. This experience provides a deeper understanding of small-scale winemaking and the history behind Buccelletti. Many find it rewarding because of the personalized attention and the chance to explore the estate’s historic buildings.
It’s ideal for those who want a more immersive experience without a full-day commitment. The winery’s reputation for limited, high-quality wines and a supportive wine club make it appealing for repeat visits.
Bottom Line: Perfect for travelers wanting a detailed, relaxed exploration of a historic winery.
How to Choose the Right Wine Tour in Cortona
Picking between these options depends on your interests, budget, and how much time you want to spend. For active travelers who enjoy outdoor pursuits, the Val di Chiana E-Bike Tour offers a scenic, healthy way to see Tuscany’s countryside. If a quick, intimate tasting appeals, the Buccelletti Wine Flight is a solid choice. For those curious about organic farming and seeking a more leisurely experience, the Colle Acacia tasting provides a relaxing, educational visit. Lastly, if you want a deeper dive into the history and craftsmanship of Buccelletti, their tour and tasting is ideal.
Consider your budget, time, and interest in active exploration versus more traditional tastings. Booking early is recommended, especially during Tuscany’s busy season from spring to fall.
In summary, Cortona offers a diverse array of wine experiences, from active biking adventures to intimate tastings at historic wineries. For a balanced mix of scenery, culture, and wine, the Val di Chiana E-Bike Tour is a top pick. For those seeking something more relaxed, the Buccelletti Wine Flight or the organic vineyard tasting are excellent choices. Whichever you pick, booking ahead will ensure you don’t miss out on these memorable flavors of Tuscany.
