Florence: Truffle Hunt, San Gimignano, and Chianti Day Trip

Discover Tuscany’s delights with a day trip from Florence featuring a truffle hunt, San Gimignano exploration, and a flavorful Tuscan lunch with Chianti wines.

This 7-hour private tour from Florence offers a true taste of Tuscany’s culinary and cultural riches. For around €150-€180 per person, the experience includes a guided truffle hunt with trained dogs, a dining experience featuring truffle specialties and Chianti wines, and a visit to the stunning medieval town of San Gimignano. The tour departs from Via Curtatone in Florence and takes you into the heart of the Chianti countryside, making it ideal for those eager to explore Tuscany’s authentic flavors and history in a comfortable private group setting.

One of the standout features of this tour is the professional truffle hunter and his trained dogs, who guide you through vineyards and woods to find these prized fungi. The local guide in San Gimignano adds depth to the visit, sharing insights about its famous medieval towers. A visit to Gelateria Dondoli, a world-championship-winning gelato shop, rounds off the day with a sweet treat. While the moderate amount of walking and outdoor activities might pose a challenge for some, the overall experience balances adventure, culinary delight, and cultural discovery.

  • Includes a guided truffle hunt with trained dogs and a professional truffle hunter.
  • Enjoy a Tuscan lunch featuring truffle-based dishes paired with the finest Chianti wines.
  • Visit the medieval hilltop town of San Gimignano with a knowledgeable local guide.
  • Tour departs from Florence in a comfortable 8-seater minivan and is suitable for private groups.
  • Tour duration is approximately 7 hours, with a flexible schedule and stops.
  • Tour is rated 5/5 based on 7 reviews, highlighting high satisfaction and positive feedback.

The tour begins with pick-up at Via Curtatone in Florence, where a comfortable A/C minivan takes you into the Tuscan countryside. The professional truffle hunter and his trained dogs lead you on a walk through vineyards and woods, where you’ll learn the secrets of truffle hunting and watch as the dogs expertly find these hidden treasures. Guides explain the different types of truffles, making the activity both fun and informative. The shared activity with a few other participants keeps the environment friendly and lively.

This truffle hunting experience is a highlight, especially thanks to the expertise of the guide, who makes the activity approachable whether you’re a novice or more experienced in truffle knowledge. The dogs’ nose and skill in locating truffles are impressive, making the hunt both exciting and educational. Timing and pace are well-managed, ensuring you have enough time to enjoy the outdoor activity without feeling rushed.

After the hunt, the tour pauses for a truffle-based Tuscan lunch that features several truffle specialties. The meal is paired with Chianti wines, which are carefully selected to complement the flavors of the dishes. The lunch boosts energy for the afternoon activities and provides a genuine gastronomic experience that showcases local culinary craftsmanship. The generous servings of truffles and the local wines offer a taste of Tuscany’s renowned food culture.

The lunch setting is relaxed and convivial, perfect for savoring authentic flavors while soaking in the scenic views of the Tuscan hills. The pairing of truffle dishes with Chianti wines elevates the meal, making it a memorable culinary highlight. The quality of the food and the knowledge of the staff make this part of the tour gratifying for food lovers.

Following lunch, the tour includes a guided visit to San Gimignano, famously known as the “Medieval Manhattan” because of its skyscraper-like towers that still dominate the skyline. A local guide takes you through the narrow streets, sharing stories of the town’s history and architecture. You’ll have about 1.5 hours to explore, during which you can admire the medieval towers, charming vistas, and local artisan shops.

The views of the surrounding countryside are particularly striking, offering perfect photo opportunities. The town’s medieval buildings and historical sites provide a tangible sense of history, while the charming atmosphere invites casual wandering. For a sweet finish, you might visit Gelateria Dondoli, where the world champion gelato maker serves up delicious flavors that satisfy every sweet tooth. This visit enhances the cultural and culinary experience, giving visitors a taste of local craftsmanship.

The tour takes place in a private group with a round-trip transfer in a comfortable 8-seater minivan. The meeting point is easily accessible, and the drive to the Chianti region offers scenic views of rolling vineyards and historic towns. The itinerary includes about one hour of driving to and from Florence and guided visits in Siena province and San Gimignano.

The timing of stops—including the two-hour Siena tour, lunch, and sightseeing in San Gimignano—is well scheduled to balance outdoor activities and culture. The **group size remains small and private, which fosters a more personalized experience. This setup is ideal for those who prefer a flexible, intimate tour rather than a large bus group.

Participants should wear comfortable shoes suitable for walking and hiking, especially during the truffle hunt. Weather-appropriate clothing is advised, and waterproof shoes are recommended depending on the season. A camera is useful to capture the views, while sun protection might be necessary on sunny days.

The tour excludes smoking and alcohol in the vehicle, ensuring a safe and comfortable environment. Check weather conditions before departure, as outdoor activities depend on good weather. The moderate walking means it may not be suitable for those with mobility challenges, and animal allergies should be considered, as dogs are involved in the truffle hunt.

This private tour offers a well-rounded experience combining culinary delights with cultural exploration. The expert guides provide insights into local traditions, while the truffle hunt adds an interactive element that many find engaging. The lunch with truffle dishes paired with Chianti wines is a highlight for those who appreciate regional gastronomy.

The visit to San Gimignano reveals a well-preserved medieval town with a unique skyline of towers. The gelato stop at Dondoli delivers an authentic, delicious finish. The tour’s balanced itinerary ensures a mix of outdoor adventure, cultural learning, and culinary enjoyment, making it suitable for a variety of travelers.

This 7-hour private excursion from Florence provides a rich taste of Tuscany in one day. The truffle hunt with dogs, local wine pairing, and historic San Gimignano visit combine to offer a memorable experience. The expert guides and comfortable transport contribute to a smooth and engaging day.

While the moderate walking level and outdoor nature of the activity should be considered, the overall quality and authenticity of the experience are highly praised. Perfect for food lovers, history buffs, and anyone wanting an immersive day in Tuscany’s landscape and culture.

What is included in the price of this tour?
The tour includes transportation in a private minivan, the guided truffle hunt, lunch with truffle specialties and Chianti wines, and guided sightseeing in San Gimignano.

How long is the tour?
The entire experience lasts approximately 7 hours, with scheduled stops including Siena, San Gimignano, and the culinary activities.

Is this tour suitable for children or people with mobility issues?
The tour involves moderate walking and outdoor activities, making it less suitable for those with mobility challenges. Comfortable shoes and weather-appropriate clothing are recommended.

Can I cancel the tour?
Yes, the tour allows free cancellation up to 24 hours in advance for a full refund.

Do I need to prepare anything before the trip?
Participants should bring comfortable shoes, weather-appropriate clothing, and a camera. It’s also wise to check the weather forecast before departure.

Is the tour private or shared?
The group is private, but the truffle hunting activity may be shared with a few other participants.

What is the highlight of this tour?
Many find the truffle hunt with trained dogs and the lunch with local wines especially memorable, along with exploring San Gimignano’s medieval towers.

Are there any restrictions or exclusions?
Yes, smoking and alcoholic drinks are not allowed in the vehicle. The activity is not suitable for people with animal allergies.

What makes this tour stand out?
The combination of authentic truffle hunting, culinary experiences, and historic sightseeing in a small group creates a personalized, memorable day in Tuscany.

Where does the tour meet?
The meeting point is in front of Cafè Gamberini, with the guide wearing “Fun in Tuscany” branding. The exact location is coordinates 43.7744, 11.2427.

This well-rounded and engaging tour offers an authentic slice of Tuscany that suits food and history enthusiasts alike.

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Florence: Truffle Hunt, San Gimignano, and Chianti Day Trip



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