Florence: Truffle Hunting with Lunch, Wine & San Gimignano

Exploring Tuscany’s Flavors and History: A Complete Review of the Truffle, Wine, and San Gimignano Tour

If you’re dreaming of a day that combines the earthy aroma of truffles, the elegance of fine wines, and the timeless charm of a medieval town, this tour promises just that. While we haven’t personally joined the experience, the detailed reviews and itinerary paint a picture of a well-curated journey through some of Tuscany’s most beloved sights and tastes.

What we love about this tour? First, the authenticity — from the truffle hunt with expert guides and trained dogs to the visit of a historic winery. Second, the personalized small-group atmosphere ensures you aren’t just another face in the crowd, enabling richer conversations and more attention to detail.

A possible consideration? The tour lasts around 8 hours, which is packed, so it might be a long day for those with limited stamina or early schedules. Plus, it’s not suitable for very young children or people with mobility issues due to the walking involved and the nature of some activities.

This experience will suit food lovers, wine enthusiasts, history buffs, and curious travelers eager for a genuine taste of Tuscany’s countryside, culture, and culinary prowess.

Key Points

• Authentic Truffle Hunting: Search for truffles with expert guides and trained dogs, gaining insight into this prized ingredient.
• Gourmet Lunch: Enjoy a truffle-inspired meal, with handmade pasta and local wines, highlighting the region’s culinary traditions.
• Historic Winery Visit: Tour a medieval estate and an 18th-century villa, with tastings that reveal Tuscany’s winemaking heritage.
• Medieval San Gimignano: Walk through UNESCO-listed streets famed for their towers and stunning views, soaking up centuries of history.
• Small Group Experience: With just 8 participants, the tour offers a relaxed, personalized atmosphere.
• All-Inclusive Pricing: Food, wine tastings, and taxes are included, providing good value for a day full of experiences.

You can check availability for your dates here:

A Day in Tuscany: From Forest to Fortress

Meeting in Florence and the Journey Begins

The adventure starts in central Florence at 8:30 AM, where you’ll meet your guide, Matteo, a knowledgeable local and certified sommelier. From there, a modern, air-conditioned van whisks you into the rolling hills of Tuscany. The comfort and climate control mean you can relax and enjoy the scenery without the usual bus fatigue.

The Truffle Hunt: A Foray into the Forests of Tuscany

The highlight for many is the truffle hunt. you’ll join Leonardo, a passionate truffle hunter, and his trained dog, Aiki. This part of the tour offers more than just a chance to find these coveted fungi — it’s a glimpse into a tradition that’s been part of Italy’s land and cuisine for generations.

Traveling through the private woods, you’ll learn how truffles are found, what makes them so special, and about the bond between hunter and dog. The reviews emphasize how engaging this part is, with visitors noting how adorable and talented the dogs are and how much fun it is to watch them search for treasure underground. One visitor described it as “more successful and fun than imagined,” which speaks to the genuine excitement that this activity can generate.

A Farm-to-Table Truffle Lunch

Following the hunt, it’s time to sit down for a truffle-inspired meal. The lunch features handmade pasta cooked with the truffles uncovered earlier, along with other local specialties. The emphasis on fresh, regional ingredients means the flavors are vibrant and authentic.

Wines are carefully selected to match the dishes, providing a tasting of Tuscany’s best. Guests often comment on the “amazing” wine pairings and the quality of the food. The reviews highlight the value of the meal, as it’s not just a simple lunch but a curated experience that complements the flavors of the truffles and the region’s wines.

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Discovering Tuscany Through Wine

After lunch, the journey continues to a medieval winery and an 18th-century villa. Here, you’ll tour an historic estate with a knowledgeable guide sharing stories about Terroir, heritage, and sustainable practices.

The wine tasting is curated to show off Tuscany’s diverse offerings, with a chance to sample some of the finest local varieties. One review describes the visit as steeped in history and success, making it more than just a tasting — it’s an educational experience that deepens your appreciation for Tuscany’s winemaking traditions.

Strolling Through San Gimignano

Next, the tour takes you to San Gimignano, one of Italy’s most iconic towns, famous for its medieval towers and stunning vistas. Wandering through its cobblestone streets, you’ll get a true sense of what life was like in this bustling medieval hub.

The town’s charm is undeniable. You’ll have about 45 minutes to explore, browse artisan shops, and enjoy the art and architecture. Many visitors rave about the town’s preservation and the beautiful views from the towers. One reviewer called it a “timeless charm,” perfect for photos and soaking in history.

Sweet Finale: Gelato in San Gimignano

Before heading back, you’ll indulge in award-winning gelato—the perfect treat after a full day of activity. Travelers mention that the gelato is some of the best in the world, and a fitting way to end the experience on a high note.

Returning to Florence

The journey concludes by 6 PM, with a comfortable ride back and plenty of memories to treasure.

The Value of This Experience

Considering the cost includes all food, wine tastings, taxes, and transportation, it offers solid value for an all-day, immersive experience. The small-group format enhances the experience by making it more intimate and allowing for personalized attention.

While it is a lengthy day, the variety of activities — from outdoor adventure to cultural exploration — helps keep energy levels up. Plus, the knowledgeable guides and well-chosen locations add layers of authenticity and education that many travelers find worthwhile.

Who Will Love This Tour?

If you are a foodie or wine lover, you’ll appreciate the curated tastings and the chance to learn directly from local experts. History and architecture buffs will enjoy wandering San Gimignano’s ancient streets, while nature lovers will find the truffle hunt both fun and informative.

It’s ideal for travelers seeking a more authentic, less touristy experience—away from crowded museums and packed cities—where you can connect with the land, traditions, and flavors of Tuscany.

Frequently Asked Questions

Is transportation included?
Yes, transportation from Florence to the countryside, winery, and San Gimignano is included in the tour price.

How long is the tour?
The whole experience lasts about 8 hours, with a return to Florence around 6 PM.

Are vegetarian options available?
Yes, the tour can accommodate vegetarian diets and allergies; just inform the provider in advance.

What should I wear?
Comfortable shoes are recommended for walking and standing, especially during the forest walk and town stroll.

Is it suitable for children?
It’s best suited for adults and children over 1 year old who can handle a full day of activity; those with mobility issues may find some parts challenging.

Are all activities included?
Yes, everything from the truffle hunt, lunch, wine tasting, and town visit is included in the price.

Can I cancel if needed?
Yes, you can cancel up to 24 hours in advance for a full refund.

To sum it up, this tour offers a well-rounded day blending authentic Tuscan flavors, historic sights, and outdoor adventure. It’s perfect for those who want to experience Tuscany beyond the typical tourist spots, with a focus on genuine local traditions. Whether you’re passionate about food, wine, history, or simply love beautiful scenery, this trip promises to be both educational and delicious. It’s especially recommended for travelers seeking intimacy and a personal touch, with plenty of opportunities to learn and taste.

If you’re after a day that combines nature, culture, and cuisine in a relaxed setting, this tour is a strong contender for your Tuscany itinerary.

You can check availability for your dates here: