Florence: Truffle Hunting with Lunch, Wine & San Gimignano

A Tasty Day in Tuscany: Truffle Hunting with Lunch, Wine & San Gimignano

Travelers looking for an experience that combines the best of Tuscany’s natural beauty, culinary delights, and historic towns will find this full-day tour from Florence particularly appealing. It promises a blend of hands-on activities—like truffle hunting—and cultural exploration, all in a small-group setting that feels intimate and relaxed.

What truly stands out are the expertly guided truffle hunt with a trained dog, the delicious farm-to-table meal paired with local wines, and the chance to wander through San Gimignano’s fairy-tale-like medieval streets. The experience also includes a visit to a historic winery and an 18th-century villa, making it a comprehensive taste of Tuscany’s heritage.

One thing to consider is the entire day runs about 8 hours, so it’s best suited for those comfortable with a full schedule of walking and sightseeing. This tour is ideal for food lovers, history enthusiasts, and anyone eager to explore Tuscany beyond Florence’s busy streets—especially those who enjoy authentic, hands-on experiences.

Key Points

• Authentic Truffle Hunting: Led by a passionate guide and his dog, with insights into Italy’s prized delicacy.
• Gourmet Lunch & Wine: Handmade pasta infused with truffles, paired with regional wines in a picturesque setting.
• Historic Venues: Tour of a medieval winery and an 18th-century villa rich with stories and character.
• Medieval Charm of San Gimignano: Wander through narrow streets lined with towers, soak in UNESCO World Heritage beauty.
• Small-Group Experience: Limited to 8 participants for a personal, relaxed atmosphere.
• All-Inclusive: Food, wine, transportation, and taxes covered—no hidden costs.

You can check availability for your dates here:

A Full Day of Tuscan Flavors and Culture

This tour offers more than just a checklist of attractions; it creates an immersive experience where you feel part of Tuscany’s traditions. Starting from Florence, you’ll travel comfortably in a modern, air-conditioned van through rolling hills and scenic countryside. The small group size ensures personalized attention and a more relaxed vibe, which many reviewers appreciate.

Truffle Hunting in the Tuscan Countryside

The day kicks off with an introduction to truffle hunting with Leonardo, a passionate local expert. Leonardo’s companion, his trained dog Aiki, is a highlight—adorable and talented at sniffing out these elusive treasures. As he explains the significance of truffles in Italian cuisine and their relationship with the land, you’ll realize just how much skill and patience go into this pursuit.

Several reviewers, like Alicen, describe the hunt as “more fun and successful than expected,” with Leonardo and Aiki finding many truffles along a private woods walk. One guest even noted, “My daughter and I consider this the best tour we’ve done,” highlighting how engaging and memorable the hunt can be, especially when kids or fellow foodies are involved.

The Truffle-Inspired Lunch

Following the hunt, a delicious farm-to-table lunch awaits. The menu features handmade pasta with freshly shaved truffles, a simple yet luxurious dish that showcases Tuscany’s culinary mastery. Local wines are expertly paired to enhance each bite, making this meal a highlight for many.

The quality of the food and wine is a common praise point, with visitors commenting on how the flavors of the earth and vineyards come together perfectly. The inclusion of vegetarian options and accommodations for allergies shows the tour’s attention to guest needs.

Discovering Tuscany’s Wine Heritage

Next, you’ll visit a medieval winery and a stately 18th-century villa. The cellar tour offers a glimpse into traditional winemaking techniques, while the tasting of curated wines is led by an experienced guide. Guests often mention the stories shared about terroir and heritage, adding depth to the tasting experience.

Tommaso, the host during the winery visit, is praised for his engaging storytelling and hospitality, making the visit both educational and enjoyable. The setting, surrounded by vineyards, adds a picturesque backdrop to the wine tasting, reinforcing Tuscany’s reputation as a world-class wine region.

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Exploring San Gimignano

The highlight for many is a walk through San Gimignano’s medieval streets and towers. This UNESCO World Heritage site looks like it belongs in a fairy tale, with its iconic skyline visible from many vantage points. You’ll have about 45 minutes to stroll, shop, and soak in the atmosphere.

Many reviewers have called San Gimignano “stunning,” and some have raved about its world-renowned gelato. A stop at one of the town’s best gelaterias offers a sweet ending—an indulgence that perfectly caps a day full of sensory pleasures.

The Return Journey

After a full day of exploring, learning, and tasting, you’ll return to Florence by 6 PM. The comfortable van ride offers time to relax and reflect on the day’s highlights, with plenty of photo opportunities along the way.

Breaking Down the Experience

The Itinerary

The day begins at Piazza Lorenzo Ghiberti in Florence at 8:30 AM, with a scenic drive through the Tuscan hills. The first stop is in San Miniato, about 50 minutes away, known for its charming ambiance and views. Here, you get a brief introduction before heading into the countryside for the main event.

The truffle hunt lasts approximately 3.5 hours, during which you’ll learn about truffle ecology while searching with Leonardo and Aiki. Afterward, the group enjoys a leisurely lunch featuring truffle-infused dishes and regional wines.

Post-lunch, it’s time for a wine cellar tour and tasting at a historic estate, followed by a visit to San Gimignano. The entire experience concludes with a sweet gelato treat before heading back to Florence.

Transportation and Group Size

Travel is in a modern, air-conditioned van, making the journey comfortable. The small group size—limited to 8 participants—means you won’t be lost in a crowd, and guides like Matteo or Leonardo can give personalized insights and attention. Guests consistently mention how this aspect enhances the overall enjoyment of the day.

Price and Value

At its core, this experience offers excellent value considering the inclusions: a guided truffle hunt, a gourmet lunch with wine, a winery tour, and a walk through San Gimignano—all in one day. Guests often note that the quality of the food, wine, and guides surpasses expectations for the price, making it a worthwhile splurge for those wanting a rich, authentic Tuscan experience.

Practical Tips

• Wear comfortable shoes for walking and exploring uneven surfaces during the hunt and town stroll.
• Bring a camera to capture the scenic vistas, historic architecture, and adorable dogs.
• Check the weather forecast, as outdoor activities may be affected by rain or heat.
• Since vegetarian options are available and allergies are accommodated, inform your guide if needed.

Who Would Love This Tour?

This tour is perfect for travelers who want a culinary adventure coupled with cultural sights. Foodies will especially appreciate the truffle-hunting and gourmet lunch, while history buffs and wine lovers will enjoy the estate visits and San Gimignano strolls.

It’s suited for those comfortable with a full day of walking and outdoor activity, but it’s not ideal for pregnant travelers or those with mobility challenges. Families with kids, especially those interested in animals, will find the dog-led truffle hunt a hit.

FAQs

Is transportation included?
Yes, you’ll travel comfortably in a modern van from Florence to the countryside, with round-trip transportation included.

Can I participate if I have dietary restrictions?
Vegetarian options are welcomed, and accommodations are made for allergies. Just inform your guide in advance.

How long is the truffle hunt?
The hunt lasts about 3.5 hours, led by Leonardo and his dog Aiki, through private woods.

What is the size of the group?
The experience is limited to a maximum of 8 participants, ensuring a personal and relaxed atmosphere.

Are all meals included?
Yes, the lunch with handmade pasta and wines, plus the wine tasting and cellar tour, are part of the package.

Is this tour suitable for children?
Yes, especially for children who enjoy animals and outdoor activities, but note the full day may be tiring for very young kids.

What should I wear?
Comfortable shoes are a must; weather-appropriate clothing is recommended depending on the season.

What is the best time to take this tour?
Availability varies, so check ahead. Generally, spring and fall offer the best weather for outdoor activities.

Final Thoughts

This tour offers an authentic, well-rounded taste of Tuscany that’s both fun and educational. The chance to hunt for truffles with a trained dog, enjoy a delicious local lunch, taste fine wines, and wander the enchanting streets of San Gimignano makes it a memorable day for many travelers.

It strikes a great balance between guided tours and free exploration, all in a small-group setting that fosters a personal experience. Whether you’re a foodie, a history lover, or just curious about Tuscany’s hidden gems, this day trip delivers plenty of value and unforgettable moments.

If you’re looking for an activity that combines nature, culture, and cuisine in a relaxed environment, this tour will surely delight. Just be prepared for a day full of delicious discoveries and scenic beauty.

You can check availability for your dates here: