Truffle Hunting in Chianti: Best Experiences with Lunch & Wine Tasting

If you are planning a trip to Tuscany and want to live an unforgettable culinary adventure, truffle hunting in Chianti belongs right at the top of your bucket list. Famous worldwide for its breathtaking rolling hills and fine wines, this region conceals an invaluable culinary treasure beneath its soil: fresh Tuscan truffles.

Joining a guided tour with a professional tartufaio (truffle hunter) and their trained dogs isn’t just a demonstration—it’s an authentic dive into local Tuscan traditions. From hands-on pasta-making classes to horseback riding through the countryside, and Chianti Classico wine tastings paired with truffle-infused lunches, these top-rated experiences offer memories (and flavors) you’ll cherish forever.

To help you choose the ideal activity for your budget, schedule, and preferences, we’ve handpicked and reviewed the 3 best truffle hunting experiences in Chianti available on GetYourGuide. All options feature free cancellation up to 24 hours in advance and a reserve now, pay later option, giving you total flexibility for your travel plans.

Chianti Truffle Hunting & Wine Tours: Quick Comparison

Before diving into the detailed reviews, here is a quick comparison table to check prices, duration, and key inclusions so you can easily select the perfect experience for your trip.

💡 Traveler Tip: These small-group and private tours have limited spots, especially during high season and peak truffle harvesting months. We strongly recommend checking date availability early.

1. Chianti Truffle Hunting with Pasta Cooking Class & Lunch (Activity Provider: Cofferi 1242)

If you are looking for an authentic, hands-on Tuscan experience with unbeatable value, this is the top traveler choice. The day begins in the heart of Chianti Classico (just minutes from Greve in Chianti and 20 minutes from Florence) at a private family estate.

Guided by a professional tartufaio and his trustworthy Lagotto Romagnolo dog, you’ll head into the estate’s private woods for a 1-hour hunt. You’ll actively participate in unearthing the “black gold” while learning about this centuries-old Tuscan tradition. Midway through the morning, you’ll return to the farmhouse for a hands-on cooking class, learning how to craft fresh handmade pasta (tagliatelle) from scratch.

The experience wraps up with a feast served on a stunning terrace overlooking olive groves and vineyards, where you’ll enjoy your homemade pasta topped with fresh truffles found that morning, alongside extra virgin olive oil and local wine tastings.

• Price: €160 per person (taxes and fees included)

• Duration: 4 Hours

• Inclusions: Guided truffle hunt, fresh pasta cooking class, fresh truffle lunch, wine and olive oil tasting, hotel pickup/drop-off options.

• Cancellation Policy: Free cancellation up to 24 hours before the activity for a full refund.

• Why Choose It: Best for travelers who want to combine the thrill of the hunt with learning authentic Italian cooking in a warm, picturesque setting.

👉 CHECK AVAILABILITY & BOOK THE €160 EXPERIENCE ON GETYOURGUIDE

2. Castellina in Chianti: Truffle Hunting, Wine Tasting & Lunch (Activity Provider: Mazza)

For those seeking an intimate, refined outing centered around world-class wine, this private experience in Castellina in Chianti is a standout choice. Hosted by a family-run winery, it offers picture-perfect views across the Chianti Classico countryside.

Your adventure begins with a guided walk through private woods alongside expert hunters and their canine companions. After uncovering local truffles, you’ll take a private tour of the estate’s vineyards and historic wine cellar to learn about the winemaking process.

Next, sit down for a light 3-course lunch showcasing seasonal truffles, with every dish thoughtfully paired with a glass of estate wine. The experience concludes with a structured tasting of 3 signature wines.

• Price: €200 per person (taxes and fees included)

• Duration: 3 Hours

• Inclusions: Guided truffle hunt with dogs, vineyard & cellar tour, light 3-course truffle lunch, 3 wine pairings.

• Cancellation Policy: Free cancellation up to 24 hours prior.

• Why Choose It: Ideal for wine lovers wanting a private, behind-the-scenes look at an authentic Tuscan winery.

👉 CHECK DATES & BOOK THE CASTELLINA IN CHIANTI TOUR AT €200

3. From Florence: Private Horseback Riding, Truffle Hunt & VIP Lunch (Activity Provider: Florence Country Life)

If you’re looking for ultimate luxury, romance, and stress-free logistics starting right from downtown Florence, this VIP half-day tour is the ultimate Tuscan escape.

Includes private luxury transportation from Piazza dei Cavalleggeri in Florence out to the Chianti countryside. Upon arrival, you’ll start with a scenic 75-minute horseback ride through the rolling vineyard hills. Next, step into the forest for a 90-minute guided truffle hunt led by a certified master hunter and a champion dog.

Celebrate your findings with a Prosecco toast, then head to a luxury estate nestled in the vineyards for an exquisite traditional lunch featuring handmade pasta, local meat dishes, fresh truffle recipes, fine Chianti red wines, and classic Cantucci cookies with Vin Santo dessert wine.

• Price: €789 per person (taxes and fees included)

• Duration: 6.5 Hours

• Inclusions: Roundtrip private transport from central Florence, horseback ride (75 min), guided truffle hunt (90 min), Prosecco toast, gourmet Tuscan lunch with wine pairings, Cantucci & Vin Santo.

• Cancellation Policy: Free cancellation up to 24 hours in advance for a 100% refund.

• Why Choose It: The premier all-inclusive VIP option for couples, special occasions, or anyone staying in Florence who prefers not to rent a car.

👉 BOOK THE VIP FLORENCE DAY TOUR ON GETYOURGUIDE WITH FREE CANCELLATION

Which Chianti Truffle Hunt Is Right for You?

While all three options deliver world-class hospitality, choosing the best one depends on your travel style:

1. If you love cooking and hands-on fun: Choose Option 1 (€160). Making your own fresh tagliatelle adds an interactive element everyone loves.

2. If you are passionate about wine and boutique wineries: Option 2 in Castellina in Chianti (€200) offers a private, wine-focused itinerary.

3. If you want a door-to-door luxury package from Florence: Option 3 (€789) provides private transport, horseback riding, and a red-carpet culinary experience.

Booking Note: Thanks to GetYourGuide’s flexible terms, you can lock in your preferred travel dates now and pay later, keeping the freedom to cancel free of charge up to 24 hours before your activity.

Where to Stay: Experience Tuscan Luxury with Tuscan Mansions

After an unforgettable day hunting truffles, sampling Chianti wines, and dining in the countryside, there is no better way to unwind than retreating to an exclusive private luxury villa.

To complete your dream vacation, explore the handpicked estate collection at Tuscan Mansions. Featuring private panoramic pools, serene olive groves, and refined historic architecture, our villas provide the perfect base for exploring Chianti, Florence, and Siena.

🏡 Plan your ultimate getaway and browse our villa collection at TuscanMansions.com to book your luxury stay in Tuscany today!