The 15 Best Tours in Chianti
Chianti isn’t just about legendary wines and beautiful rolling hills; it’s also a land where authentic food, traditional crafts, and centuries-old farms still thrive. This region offers a variety of tours that go beyond just tasting wine—they immerse you in local culture, fresh ingredients, and genuine Tuscan hospitality. We especially love the cooking class on a family farm because it combines hands-on food prep with a farm visit, making it a perfect choice for food lovers and families alike.
Whether you’re after a quick tasting, a full-day private tour, or a hands-on cooking experience, Chianti offers something for every traveler. From organic wineries and olive oil tastings to truffle hunting and pasta making, each tour showcases a unique slice of Tuscan life. Read on to find out which options best fit your interests—and why they made our top 15 list.
1. Cooking Class on a Family Farm in Chianti with Lunch
At number one, this Cooking Class on a Family Farm offers a hands-on experience in a genuine Tuscan farm setting. You’ll meet your host on their hillside farm and learn to make traditional dishes like homemade ravioli, pici pasta, beef ragu, and pizza dough. What makes this tour special is the farm tour, which shows you where many ingredients come from, creating a true farm-to-table experience. After cooking, you’ll enjoy an al fresco lunch paired with local wines, making it perfect for foodies and families.
Guests rave about the relaxed atmosphere and clear instructions from the hosts, with many describing it as the highlight of their trip. The class lasts around four hours and costs roughly $168 per person. It’s ideal for those wanting a taste of authentic Tuscan life while learning new skills.
Bottom Line: If you want to cook and eat in a picturesque farm setting with genuine Tuscan hosts, this is your top choice.
2. Tour and Tasting at an Organic Winery in the Heart of Chianti Classico Area
At number two, the Organic Winery Tour in Chianti offers a quick but immersive visit. You’ll explore vineyards and see how organic wine is made, then sample 3 to 6 wines with snacks like fresh bread and olive oil. The tour lasts about 2 hours and costs around $46.50, making it a great value.
What makes this tour stand out is its focus on organic practices and its location in the Chianti Classico zone, known for its exceptional quality. Guests mention the engaging guide Francesco, who combines humor with expert knowledge. It’s perfect for wine enthusiasts who want a deeper understanding of organic viticulture without a long commitment.
Bottom Line: For wine lovers seeking a short, informative, and tasty experience, this organic winery tour hits all the marks.
3. Olive Oil Tours and Tasting at Frantoio di Montalcino
Number three on our list is Olive Oil Tasting at Frantoio di Montalcino. This 1.5-hour tour introduces you to traditional olive pressing methods, including a tasting of premium extra virgin olive oils served with warm bread. The small group size—max 12—ensures a personal experience, and bottles of oil are available for purchase.
The highlight is learning how olive oil is produced and tasting oils with distinct flavors, from fruity to peppery. Reviewers praise the knowledgeable staff, calling it “an outstanding experience” with “delicious oils.” It’s perfect if you’re interested in Tuscan agriculture or want a unique edible souvenir.
Bottom Line: An authentic taste of olive oil craftsmanship, ideal for foodies and those seeking a sensory experience.
4. Livorno Shore Excursion: Chianti and Tuscany Countryside Private Wine Tour
Number four is the Private Wine Tour from Livorno. Over nine hours, this tour takes you into the heart of Chianti with your own driver-guide, exploring vineyards, tasting local wines, and enjoying the countryside’s beauty. Highlights include a visit to Greve in Chianti and a scenic drive through vineyards and olive groves.
Guests appreciate the flexibility of a private tour, and the guide’s expert narration about Tuscany’s wine culture. At $532.90, it’s a premium experience, perfect for cruise passengers who want a comprehensive day without the hassle of planning. It’s especially suited for those who want a personalized day with in-depth wine tasting.
Bottom Line: If you’re in port and want an all-day, private experience of Tuscany’s countryside, this tour offers excellent value for a customized day.
5. Greve in Chianti Wine Tasting and Winery Tour
At number five, this Wine Tasting in Greve combines a visit to a family-run organic winery with a tasting of four Chianti Reds. For around $58, guests explore the vineyards and cellar, paired with regional cheeses and salami. The tour lasts about 1.5 hours and is ideal for wine lovers wanting a behind-the-scenes look at Chianti’s winemaking.
Reviewers love the relaxed atmosphere and the host’s welcoming nature. It’s a good choice for those looking for an authentic experience without a large crowd, especially since it’s a walk-through with tasting rather than a formal tasting session.
Bottom Line: Perfect for wine enthusiasts wanting to understand Chianti’s local producers in a friendly setting.
6. Truffle Hunting in Chianti, Pasta Class, and Lunch
Number six is the Truffle Hunting, Pasta Class, and Lunch. This four-hour adventure combines a truffle hunt with a homemade pasta lesson and a truffle-based lunch. You’ll hunt with a licensed expert and his dog, then prepare classic Tuscan dishes, finishing with a hearty, truffle-flavored meal.
Guests praise the experience for its authenticity and the chance to forage for wild truffles. The hosts are described as knowledgeable and passionate, creating a memorable, hands-on day. Cost is about $185 per person, a worthwhile price for the depth of activity and genuine Tuscan flavor.
Bottom Line: For foodies and nature lovers, this tour offers a rare chance to combine foraging with culinary skill in a beautiful setting.
7. Homemade Pasta Class and Lunch in the Heart of Chianti
Number seven features the Pasta Class in Chianti. Led by Francesco, this four-hour class teaches you to make fresh pasta and sauces, culminating in a shared lunch. The atmosphere is warm and intimate, with reviews highlighting the skill and kindness of the hosts.
Guests love how this class feels like a true personal experience, with some describing it as a “highlight of their trip.” The roughly $177 cost includes not just the cooking, but also a chance to learn about Tuscan ingredients and hospitality.
Bottom Line: If you’re after a genuine, small-group cooking experience with a delicious meal, this tour delivers.
8. Montefioralle Winery – Tour and Wine Tasting in Chianti
At number eight, this Montefioralle Winery offers a 75-minute visit to a family-run operation. It features a tasting of four wines, including Chianti and Vin Santo. The outdoor tasting space is especially nice in good weather, with views over the vines and the historic village.
Reviews highlight the intimate setting and the informative guide. It’s an excellent choice for those wanting a relaxed, authentic winery visit without a full tour schedule. Priced at about $40, it’s a good value.
Bottom Line: For a short, authentic wine tasting with great views, this is a charming choice.
9. Chianti – Fresh Pasta Making Class and Sauces with Lunch or Dinner
Number nine is the Pasta and Sauces Class. Over three hours, you’ll learn to make 2-3 types of fresh pasta with sauces, then enjoy your creations with local wine. It’s a private experience, perfect for couples or small groups.
Guests appreciate the personalized guidance and the chance to cook multiple pasta types like gnocchi, ravioli, and tagliatelle. The reviews mention the instructor’s clear explanations and delicious results. At $118, this class offers a good balance of hands-on activity and relaxation.
Bottom Line: Ideal for those who want to leave with new pasta skills and a satisfying meal.
10. Cooking Class in a Real Tuscan Farmhouse
Number ten features the Farmhouse Cooking Class. It’s a three-hour family-style experience where you’ll prepare several traditional recipes, enjoy a meal with local wine, and learn about Tuscan cooking from local hosts. The reviews note the warm atmosphere and authentic recipes.
Priced at about $130, it’s perfect for travelers seeking a genuine farm-to-table experience in a relaxed, friendly environment. It’s especially suited for families or those wanting to connect with local culture.
Bottom Line: For a hands-on, authentic Tuscan culinary experience, this tour offers a warm and tasty day.
11. Winery Tour & Gourmet Tasting in Montalcino
At number eleven, this Montalcino Winery & Tasting combines a scenic vineyard tour with a gourmet tasting of six wines alongside specially crafted bites. It lasts about 2.5 hours and costs $94.95.
The guide Andrea is enthusiastic and knowledgeable, making the experience engaging. The setting offers stunning views, and the tasting showcases a range of wines from Brunello to Rosso, making it perfect for wine connoisseurs wanting a refined experience.
Bottom Line: An excellent choice for those wanting a guided, gourmet wine tasting with picturesque scenery.
12. Private Tuscan Cooking Class And Wine Tasting in Radda in Chianti
Number twelve is the Private Cooking and Wine Experience. It’s a three-hour, intimate class in a scenic countryside home, focusing on three Italian dishes, paired with wine and olive oil tastings. The reviews praise its personalized approach and the opportunity to learn classic recipes in a cozy setting.
At $166 per person, it’s a great pick for couples or small groups wanting a tailored experience, with the bonus of a home-cooked meal.
Bottom Line: For a private, in-depth culinary experience with expert guidance, this tour delivers.
13. Brunello Vineyards Bus Tour
The Brunello Vineyards Bus Tour is a 3-hour small-group trip to two wineries in Montalcino. You’ll learn about biodynamic viticulture and taste 6 wines, including Brunello and Rosso. The setting offers beautiful views, and the guide provides detailed explanations.
This tour is best for those who want to see multiple wineries efficiently and learn about sustainable practices. The reviews cite the knowledgeable guide and high-quality wines, making it a well-rounded experience.
Bottom Line: An efficient, educational option for wine lovers wanting variety and insight.
14. Gourmet Wine & Food Tasting
Number fourteen, the Gourmet Tasting in Montalcino, offers six organic wines paired with gourmet bites in a guided session lasting about 1.5 hours. It’s an excellent way to sample a curated selection of wines with delicious food in a relaxed setting. The reviews highlight the quality of the wines and the delicious pairing.
Ideal for those who want a culinary highlight and enjoy pairing wine with gourmet bites, this experience is both indulgent and educational.
Bottom Line: Perfect for wine and food connoisseurs seeking a refined tasting experience.
15. Winery Tour & Wine Tasting in Montalcino
Rounding out the list, this Winery Tour & Tasting is a 1 hour 45-minute seated tasting of 6 wines, with a short guide introduction. The setting offers stunning views and the opportunity to learn about biodynamic principles.
It’s a straightforward, well-reviewed option for those wanting a concise, high-quality tasting experience in a scenic location.
Bottom Line: A reliable choice for a quick, informative, and enjoyable wine tasting.
How to Choose the Right Chianti Tour for You
When deciding which tour to book, consider your interests and time. If you want to learn traditional Tuscan recipes, the Cooking Class on a Family Farm or Homemade Pasta Class will give you hands-on skills and a delicious meal. For wine enthusiasts, options like the Organic Winery Tour or Montalcino Wine & Gourmet Tasting provide in-depth tastings and vineyard insights.
If you’re after a family-friendly or quick experience, consider Olive Oil Tasting or Montefioralle Winery. For cruise passengers, the Livorno Shore Excursion offers a flexible, private day in Tuscany.
Remember, booking early ensures you get your preferred date, especially in high season. When choosing, think about whether you prefer a group or private experience, a focus on food or wine, and how much time you want to dedicate.
Final Thoughts
Chianti offers a wonderful variety of tours that can suit any interest—from hands-on cooking and truffle hunts to scenic vineyard visits and gourmet tastings. If you love food and wine, you might opt for a full-day private tour or choose a shorter organic winery visit for a quick taste of the region’s best practices. Families and casual travelers will appreciate the more relaxed olive oil tasting or the pasta-making classes.
No matter which tour you pick, booking ahead is wise, particularly in busy months. Whether you’re after a deep dive into Chianti’s wines, a culinary adventure, or a mix of both, these tours guarantee a memorable slice of Tuscany.
