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Discover the San Gimignano Wine Tasting With Truffle Tour from Florence, offering expert truffle hunting, wine tasting, and visits to historic towers in Tuscany.

The San Gimignano Wine Tasting With Truffle Tour provides a full-day immersion into Tuscany’s culinary and historic treasures for up to 7 people at a price of $1,037.16 per group. This 8-hour private tour begins in Florence and guides guests through a remarkable journey that combines truffle hunting, wine tasting, and exploration of San Gimignano’s medieval towers.
What sets this tour apart is its balance of active outdoor activity—the two-hour truffle hunt—and cultural visits, including a wine experience at La Rocca and tours of famous towers. The tour is ideal for those eager to combine gastronomy, history, and scenic countryside into one memorable day.

The adventure begins at Piazza della Repubblica in Florence at 9:00 am. The tour uses private, air-conditioned transportation with WiFi onboard, ensuring a comfortable and connected experience from the very start. The group size is limited to ensure personalized attention, making it suitable for those who prefer a more intimate journey through Tuscany.
Guests enjoy the convenience of a meeting point in Florence, from where the journey into the countryside unfolds smoothly. The tour’s punctual transfer service is regularly praised for its reliability, setting a relaxed tone for the day ahead.
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The highlight of the morning involves a two-hour truffle hunt in the Tuscan woods. Led by an experienced truffle hunter, this activity offers a rare chance to observe how truffles are sought in their natural habitat. The hunt takes place in the countryside woods, giving guests a taste of authentic rural Tuscany.
Following the hunt, there is an opportunity to sample a light lunch that features truffles and local wines. The truffle-based dishes are simple but flavorful, emphasizing the freshness of the ingredients and the skill of local culinary traditions. The truffle hunting experience costs an additional $50, but no reservations are necessary in advance, making it an accessible add-on.
Next, the tour visits La Rocca, a historic fortress that offers a Vernaccia di San Gimignano wine experience. Guests stroll through the vineyards, learning about Vernaccia grape cultivation, and tour the cellars, where the winemaking process is explained. The tasting session features the crisp, citrusy notes of Vernaccia, accompanied by local delicacies, highlighting Tuscany’s wine heritage.
This 30-minute wine experience is included as part of the overall tour but does not include an admission fee to La Rocca itself. The tasting provides an excellent opportunity to appreciate local terroir and understand what makes Vernaccia di San Gimignano so unique.

The tour continues with visits to two iconic towers within San Gimignano: the Torre dei Cugnanesi and the Torre Grossa. These medieval landmarks are noted for their impressive architecture and panoramic views.
Torre dei Cugnanesi dates back to the 13th century, built by the Cugnanesi family. Visitors climb its sturdy stone stairs to enjoy views over San Gimignano’s skyline and see the city’s ancient walls and rooftops. While an admission fee is not included, the views from the top offer a captivating glimpse into the town’s history and countryside.
Torre Grossa, part of the Palazzo del Podesta, is the tallest medieval tower in San Gimignano. Its accessible heights allow visitors to see the town’s towers and the rolling Tuscan hills from above. Both towers provide essential photo opportunities and deepen understanding of medieval civic power and architecture.

A key highlight is the one-hour walking tour through the historic center of San Gimignano. Encircled by ancient city walls, the town’s cobbled streets are lined with artisan boutiques, cafes, and charming piazzas.
Visitors see the Duomo, a fine example of Italian Gothic art, and the Piazza della Cisterna, known for its lively atmosphere and central well. This part of the tour offers a chance to admire well-preserved medieval architecture and soak in the town’s preserved charm, making it a perfect spot for leisurely exploration.
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The Vernaccia di San Gimignano experience takes visitors through the working vineyards and cellars where the wine is produced. The setting within La Rocca fortress adds a historic ambiance to the tasting, emphasizing tradition and craftsmanship. The crisp and citrusy Vernaccia wines are complemented by local cheese and charcuterie, creating a delightful sensory experience.
This 30-minute tasting is a highlight for wine enthusiasts eager to understand what makes Vernaccia di San Gimignano stand out among Italian wines. The experience is curated to foster a deeper appreciation of Tuscany’s vinicultural heritage.

This private tour offers transportation in a comfortable, air-conditioned vehicle with WiFi, making the whole day smooth and relaxing. The group size is limited, ensuring personalized attention and flexibility. The meeting point in Florence is at a convenient central location, with the tour ending back at the same spot.
Most travelers find the schedule well-paced, with enough time at each stop for meaningful exploration without feeling rushed. The pacing allows for both active experiences, like the truffle hunt, and leisurely sightseeing, including the tower visits and town walks.

The tour’s strong points are the expert-led truffle hunting, the authentic wine tasting at La Rocca, and the opportunity to climb San Gimignano’s medieval towers. The small-group size and private transportation create a personalized, comfortable experience.
A notable strength, confirmed by positive reviews, is the excellent communication and punctuality of the service. Guests also appreciate the knowledgeable guides and the quality of the wine served during tasting.
However, admission fees to the towers are not included, which is typical for this type of tour but worth noting for those planning their budget. Plus, the tour requires good weather, as the outdoor activities, like truffle hunting, depend on favorable conditions.
This experience appeals to travelers who want a combination of outdoor activity, cultural exploration, and culinary delights. It is perfect for those interested in local food traditions, historic architecture, and Tuscan countryside scenery.
Those who enjoy guided tastings, scenic vistas, and walking through medieval towns will find this tour especially rewarding. It suits small groups seeking a private, personalized day exploring Tuscany’s treasures.
The San Gimignano Wine Tasting With Truffle Tour offers a well-rounded and authentic Tuscan experience. The expert-led truffle hunt, delicious wine tasting, and visits to iconic towers combine to form a day rich in culture, cuisine, and history.
While the cost may seem significant, the inclusion of private transport, guided activities, and personalized attention justifies the price for many visitors. The tour is especially suited for those eager to enjoy Tuscany’s flavors and sights in a comfortable, small-group setting.
For food lovers, history enthusiasts, and wine connoisseurs, this tour provides a taste of Tuscany’s most celebrated traditions in one engaging, scenic day.
“Very good experience. Everything went smoothly, the transfer were punctual and the communication was excellent. They were very kind and available f…”
What is included in the tour price?
The tour includes private transportation, WiFi, bottled water, and all activities listed, such as truffle hunting, wine tasting at La Rocca, and visits to San Gimignano’s towers and historic center. The lite-lunch and wine tasting cost an additional $50.
Are admission fees to the towers included?
No, admission to Torre dei Cugnanesi and Torre Grossa is not included in the tour price. Guests pay separately if they wish to climb these towers.
How long is the truffle hunt?
The truffle hunt lasts about two hours, offering an authentic experience in the countryside woods.
Can I opt out of the cooking lesson or wine tasting?
The tour provides the option to stay at the winery for both wine tasting and lunch if you prefer not to attend a cooking class, or you can choose to join the cooking lesson if available.
What makes this tour special compared to other Tuscan day trips?
This tour combines active outdoor truffle hunting with wine tasting and historic sightseeing, all in a private, small-group setting that promotes intimacy and personalized service.
What should I wear or bring for the outdoor activities?
While specific details are not provided, comfortable clothing and sturdy shoes are recommended for the truffle hunt in the woods. The day is generally flexible for weather conditions, so check the forecast.
Is this tour suitable for children or all fitness levels?
Most travelers can participate, but the truffle hunt and tower climbs may require some walking and light physical activity. Service animals are allowed.
How far in advance should I book?
Confirmation is typically received within 48 hours of booking, but it’s best to book early to secure availability, especially for private tours.
Can I cancel or change the booking?
This experience is non-refundable and cannot be changed once confirmed. If canceled due to bad weather, a full refund or alternative date is offered.