Cortona isn’t just famous for its striking hilltop views and charming streets—it’s also a fantastic place for wine lovers. The region offers a variety of wine tours that cater to different tastes, whether you’re after a relaxed tasting, a deep dive into local history, or a scenic walk through vineyards. We particularly like the Buccelletti Wine Flight for its informal vibe and rich family history, and the Organic wines tasting at Colle Acacia’s vineyards for a more immersive and scenic experience. These options showcase both small-scale craftsmanship and spectacular landscapes, making them standouts in this lush part of Tuscany.
If you’re wondering which tour suits your style, keep reading. We’ve rounded up four top-rated wine experiences in Cortona, each with its own unique charm: from intimate tastings at historic wineries to full vineyard walks and exclusive visits to ancient cellars. Whether you have a few hours or a full day, there’s a wine adventure for every traveler.
1. Castiglion Fiorentino: Buccelletti Wine Flight
At number 1 on our list is the Buccelletti Wine Flight. For just $25 per person, you get an independent tasting of three carefully selected wines, accompanied by fresh bread and their own Extra Virgin Olive Oil. This casual experience is perfect if you want to try local wines without the fuss of a guided tour.
What makes Buccelletti stand out? It’s a boutique, family-run winery operated by women—a rarity that adds a personal touch. Their wines are limited production, not made for mass audiences, which means you’re sampling authentic, small-batch bottles. Situated in the Valley of Chio, surrounded by rolling hills, the winery’s setting adds to the charm. The winery also has a Wine Club that rewards loyal visitors, making future tastings more appealing.
Reviews highlight the approachable atmosphere and knowledgeable staff. One reviewer noted, “Very friendly lady who explained everything well. Good wines. Nice atmosphere.” This tour is ideal for those looking for a laid-back experience and a taste of true Tuscan craft.
Bottom line: A budget-friendly, authentic tasting that’s perfect for travelers wanting a low-pressure introduction to local wines.
2. Castiglion Fiorentino: Buccelletti Wine Tour & Tasting
Next up is the Buccelletti Wine Tour & Tasting, which lasts about 1.5 hours and costs around $40 per person. This tour offers a more comprehensive look at the winery, starting with a guided tour of the property that includes the family chapel dating back to 1625, the olive mill, and the vineyards—making it a good choice if you want to combine history and wine.
The tour begins with a 20-minute guided walk, giving you insights into the estate’s history and the winemaking process, followed by a tasting of three wines paired with fresh bread and olive oil. The setting in the lush Valley of Chio remains stunning, and the guided tour adds context that elevates the tasting experience.
Reviews consistently praise the tour for its friendly staff and informative approach. One traveler mentioned, “The guide was very knowledgeable and made the history come alive,” making it clear this experience is perfect for those interested in history as well as wine.
Bottom line: Great for travelers who enjoy learning about the history of the estate while savoring small-batch wines in a beautiful setting.
$39.86 per person
3. Cortona: Organic wines tasting at Colle Acacia’s vineyards
For a broader wine experience in Cortona itself, the Organic wines tasting at Colle Acacia’s vineyards offers a four-hour exploration for around $59. This tour is ideal if you want to combine wine tasting with an immersive walk through a working vineyard.
The highlight is sampling four different wines, including a Super Tuscan blend, Syrah, and Rosé, paired with local delicacies like pecorino cheese and ham. The relaxed setting invites you to take a leisurely stroll through the vineyard, learn about vine cultivation, and soak in the landscape. The emphasis on organic practices adds a layer of authenticity and sustainability that appeals to eco-conscious travelers.
The review mentions, “The tasting was delicious, and walking through the vineyard gave real insight into the vines and the land.” The scenic backdrop and locally produced wines make this a top pick for those seeking a more comprehensive experience.
Bottom line: A longer, more involved tasting experience for those keen on understanding organic winemaking and enjoying the landscape.
$59 per person
4. Tenimenti d’Alessandro – Visit the winery and wine tasting
Rounding out our list is Tenimenti d’Alessandro, which offers a full-day visit tailored for lovers of beauty and nature. This historic winery provides an exclusive experience in an ancient Villa-Farm, giving you a taste of Tuscany’s historic winemaking tradition.
While specific prices aren’t listed, the tour focuses on own local production and the estate’s unique charm. Visitors praise the peaceful atmosphere and the opportunity to explore a storied property. It’s suitable for those who want to spend a relaxed day immersed in Tuscany’s landscape and heritage, combined with tastings of their wines.
The description of the property as an exclusive location suggests this is best for travelers who value privacy and a more refined experience, rather than quick tastings. It’s a good choice if you want a memorable, full-day outing.
Bottom line: An elegant, slow-paced experience perfect for enthusiasts looking for a refined, historic setting with the chance to explore a genuine Tuscan estate.
How to Choose the Right Wine Tour in Cortona
When selecting your ideal wine tour, consider your budget, time, and interest level. Casual visitors may prefer the Buccelletti Wine Flight, while history buffs might opt for the Buccelletti Wine Tour & Tasting. For those wanting a scenic walk and organic wines, the Colle Acacia vineyard offers an extended experience with a focus on sustainability. Finally, if you’re after a full-day, elegant escape, Tenimenti d’Alessandro provides a private, immersive visit.
Booking early is advisable, especially in high season, to secure your preferred time and avoid disappointment. Consider your level of interest: if you love history, the Buccelletti estate offers a compelling story; if landscape and organic wines appeal, Colle Acacia won’t disappoint.
Final Thoughts
Cortona’s wine scene is rich and varied, offering everything from casual tastings to full vineyard adventures. Two standout choices are the affordable Buccelletti Flight for a relaxed, authentic introduction, and the Scenic organic tasting at Colle Acacia for those wanting a deeper dive into Tuscan landscape and sustainability.
For travelers with more time or seeking a more refined experience, Tenimenti d’Alessandro provides an elegant, full-day escape into Tuscany’s wine heritage. Whatever your style, booking early ensures you won’t miss out on these memorable wine adventures.