If you’re planning a trip to Tuscany and want an authentic, unforgettable activity, truffle hunting in San Gimignano is an absolute must-add to your itinerary. Renowned for its iconic medieval towers and rolling Chianti landscapes, San Gimignano is also home to some of Italy’s most fertile truffle grounds.
Heading into the woods with a seasoned local hunter and his trained dogs, learning the secrets of this age-old tradition, and savoring fresh truffles paired with fine local wines is a bucket-list experience you’ll want to reserve well in advance. Top-rated tours fill up quickly, especially during peak truffle seasons.
To help you choose the ideal excursion at the best price, we’ve broken down the 3 best truffle hunting tours in San Gimignano on GetYourGuide, all featuring free cancellation up to 24 hours in advance and a flexible “book now, pay later” option.
Quick Comparison of the Best Truffle Hunting Tours in San Gimignano
| Tour / Experience | Duration | Starting Price | Highlights Included | Free Cancellation |
| 1. Traditional Woodland Truffle Hunt | 2 Hours | From €90 | Expert guide, trained dogs, truffle tasting & fresh truffles to keep | YES (up to 24h prior) |
| 2. Truffle Hunt with Tuscan Lunch & Wine Tasting | 3 Hours | From €190 | Forest hunt, full Tuscan lunch, wine & olive oil tasting at a winery | YES (up to 24h prior) |
| 3. Private Day Tour from Florence: Hunt, Lunch & San Gimignano | 7 Hours | From €420 | Minivan transfer from Florence, hunt, gourmet lunch, guided town tour | YES (up to 24h prior) |
1. Authentic Woodland Experience: Truffle Hunting in San Gimignano with Domenico
For a true, off-the-beaten-path adventure, this tour led by Domenico—a third-generation truffle hunter—is as genuine as it gets. Holding an impressive 4.9/5-star rating from past guests, it stands out as one of the most highly recommended outdoor activities in Tuscany.
Your journey begins with an introduction to the world of truffles before heading deep into the woods alongside Domenico’s expert Lagotto Romagnolo dogs, Titta and Cuba. Following a thrilling 2-hour search, you’ll receive complimentary fresh truffles to take home, along with expert culinary tips on how to prepare them.
Duration: 2 Hours
Price: €90 per person
Meeting Point: Coop Supermarket parking lot in San Gimignano (free parking available)
Highlights: Unbeatable value, complimentary fresh truffles, intimate small-group setting.
Cancellation Policy: Full refund available up to 24 hours before start time.
👉 [CHECK AVAILABILITY & BOOK THE €90 HUNT ON GETYOURGUIDE] (Sells out fast!)
2. Food & Wine Experience: Truffle Hunt with Lunch & Wine Tasting at Tenuta Torciano
If you prefer to combine the excitement of the hunt with a sit-down Tuscan feast, this experience hosted by Tenuta Torciano Winery (rated 4.8/5 stars) is the ultimate package.
After trailing scent hounds through the forest in search of black and white truffles, you’ll head to the estate’s private tasting rooms. Enjoy a delicious traditional Tuscan lunch paired with a guided tasting of premier local wines and extra virgin olive oils hosted by a professional sommelier.
Duration: 3 Hours
Price: €190 per person
Meeting Point: Tenuta Torciano Winery, San Gimignano
Highlights: Comprehensive hunt, gourmet meal, and structured wine tasting at a historic winery estate.
Cancellation Policy: Free cancellation up to 24 hours prior.
👉 [CHECK PRICES & BOOK THE WINE & TRUFFLE TOUR ON GETYOURGUIDE]
3. VIP Tour from Florence: Truffle Hunt, Chianti Lunch & San Gimignano Exploration
Staying in Florence without a rental car? This 7-hour private tour operated by FunInTuscany offers a seamless, hassle-free day out in the countryside (rated 5.0/5 stars).
You’ll be picked up in central Florence in a comfortable, air-conditioned 8-passenger minivan. The full-day itinerary covers a guided truffle hunt in the Chianti woods, a multi-course truffle-infused Tuscan lunch paired with Chianti wines, and a guided walking tour of San Gimignano—complete with a gelato stop at the world-famous Dondoli shop.
Duration: 7 Hours
Price: €420 per person
Meeting Point: Central Florence (Piazza Curtatone / Caffè Gamberini)
Highlights: Round-trip transport from Florence, full-day guided itinerary, gourmet lunch, and sightseeing.
Cancellation Policy: Free cancellation with a 100% refund up to 24 hours prior.
👉 [BOOK THE ALL-INCLUSIVE PRIVATE DAY TOUR ON GETYOURGUIDE]
How to Choose the Right Experience & Essential Tips
Every tour featured here offers stress-free booking with “Pay Later” flexibility and free cancellation up to 24 hours before departure.
For budget-conscious travelers or those with separate lunch plans, the [€90 Truffle Hunt] offers maximum authenticity.
For foodies and wine enthusiasts, the [€190 Hunt & Winery Lunch] provides the ideal balance of activity and indulgence.
For travelers based in Florence looking for a stress-free, all-inclusive day trip, the [€420 VIP Day Tour] is the top choice.
What to wear: Wear sturdy walking shoes or hiking boots, and dress in comfortable layers suitable for walking through uneven forest terrain.
Where to Stay in San Gimignano: Elevate Your Tuscan Escape with TuscanMansions
To make your Tuscan getaway truly unforgettable, your accommodations should be as memorable as your daily adventures.
After a rewarding day foraging in the forest and tasting fine wines, unwind in ultimate luxury and privacy by booking a historic estate or private villa through TuscanMansions. Located just minutes from San Gimignano’s town center, these restored farmhouses feature private panoramic pools overlooking the medieval towers—offering the quintessential backdrop for couples, families, or groups of friends.
👉 [Browse luxury villas and book your dream stay at TuscanMansions.com]
