Castiglion Fiorentino offers a surprising variety of tours that showcase the region’s culinary delights and wine culture. Unlike more touristy spots, here you can enjoy authentic experiences that highlight local ingredients and craftsmanship. We particularly love the cooking class at Villa Toscana for its hands-on approach and friendly environment, and the wine tasting in the town for its intimate setting and excellent value. Both tours give you a true taste of Tuscany, with a focus on genuine flavors and personalized attention.
Below, you’ll find a list of the top tours—each offers something special, whether it’s learning to make pasta, savoring local wines, or exploring the countryside. Read on to find the perfect experience for your trip.
1. Cooking class at Villa Toscana near Cortona

At number 1, this Cooking class at Villa Toscana offers a genuine hands-on experience that lasts about 5 hours. You’ll join a small group in a family-friendly environment to make fresh pasta, Tuscan ragù, and a traditional Italian dessert, all using high-quality, homemade ingredients. The warm, welcoming atmosphere makes it particularly suitable for families or anyone who wants to learn cooking skills they can replicate at home.
What sets this class apart is the focus on authentic flavors and techniques. The instructor isn’t just teaching; they’re sharing a piece of Tuscan life. Included is unlimited wine and water, which helps keep the mood lively and relaxed. Guests rave about the friends they make during the session and the delicious, approachable dishes they leave with. The class is perfect if you want a fun, immersive activity and aren’t in a rush.
Bottom line: This cooking class is a fantastic way to bring a taste of Tuscany home, especially if sharing good food and wine with new friends appeals to you. It’s a top choice for families or anyone eager to master pasta and classic Italian desserts.
2. Castiglion Fiorentino: wine tasting with guided tour

At number 2, the Wine tasting with guided tour in Castiglion Fiorentino is a full-day experience that costs around $49 per person. This tour is centered around sampling 7 different wines alongside a local meat, cheese, and bruschetta platter. It’s a great choice for those who want to deepen their appreciation of Tuscany’s renowned wine scene, especially since it includes an exclusive guided tour of the cellar and vineyard.
What makes this tour stand out is the focus on organic, local products. The guide’s knowledge shines during the private tour, offering insights into the wine-making process and the region’s unique terroir. Visitors often comment on the friendly, knowledgeable guide and the high-quality, biosustainable products. During the tasting, you’ll also get to enjoy authentic olive oil from the winery, adding a flavorful touch to the experience.
The reviews reflect the genuine enjoyment of participants, with one noting, “An enjoyable afternoon with a knowledgeable and friendly guide! Delicious lunch of cheese, meats, and bread.” The tour is quite suitable for wine lovers or anyone interested in tasting Tuscany’s culinary staples in a relaxed setting.
Bottom line: This wine tour provides excellent value and a taste of the Tuscan countryside that’s both educational and delicious. It’s perfect for those who want an intimate, well-rounded wine experience with an authentic local flavor.
How to Choose Between These Tours
When deciding between the cooking class and the wine tasting, consider what kind of experience you’re after. If you love hands-on activities and want to learn practical skills — plus enjoy a lively group atmosphere — the cooking class is a winner. It’s also ideal for families or those eager to bring a taste of Italy home.
On the other hand, if you prefer a more relaxed, sensory journey focused on wine and local products, the wine tasting tour offers a comprehensive look at Tuscany’s viticulture. It’s great for wine enthusiasts or travelers wanting a deeper understanding of regional flavors.
Budget-wise, the wine tour offers excellent value for the amount of tastings and depth of experience. The cooking class, while slightly longer, provides a memorable culinary skill that you can recreate at home.
Keep in mind that booking early is wise, especially during peak travel months. Both tours run year-round, but check availability and start times in advance.
Final Thoughts
Castiglion Fiorentino packs a punch with authentic culinary and wine experiences that highlight Tuscany’s best. The cooking class at Villa Toscana offers a lively, family-friendly way to learn and cook traditional dishes, while the wine tasting provides an immersive, relaxed journey into local wines and accompaniments.
For travelers who love hands-on cooking, the class is perfect. Wine enthusiasts or those seeking a quiet afternoon of tasting and learning will find the wine tour ideal. Both make excellent additions to your Tuscany itinerary, especially if you want to experience the region’s rich flavors firsthand. Remember to book early, and prepare for a memorable taste of Tuscany’s best.


