If you’re exploring Florence and craving a genuine taste of Tuscan life, this Taste of Tuscany San Gimignano Winery Tour offers an appealing blend of scenic beauty, delicious food, and excellent wines. It’s a popular choice for those who want to combine a bit of sightseeing with a relaxed, flavorful experience in the hills of San Gimignano—famous for its medieval towers and stunning views.
What we really like about this tour is how seamlessly it mixes cultural exploration with culinary indulgence. You get a brief walk through the historic San Gimignano site, followed by an authentic Tuscan feast complemented by at least 11 different wines, including the renowned Brunello di Montalcino. Plus, the convenience of shared transportation from Florence keeps things simple and budget-friendly.
That said, there’s one thing to keep in mind: this tour involves quite a bit of time spent in transit, roughly 45 minutes each way. If you’re looking for a quick, in-and-out experience or something more personalized, it might feel a bit rushed. It’s best suited for travelers who enjoy a well-rounded, relaxed afternoon and are eager to explore Tuscany’s wine and food culture without the hassle of planning.
If you’re curious about Tuscan wine, local delicacies, and scenic countryside views, this tour could be a great fit. It’s perfect for those wanting to savor authentic flavors in a beautiful setting—whether you’re a seasoned wine lover or just someone who appreciates good food and stunning landscapes.
Key Points

- Authentic Tuscan Experience: Combines a scenic drive, a historic town visit, and a winery feast.
- Culinary Delights: Enjoy local cheeses, charcuterie, truffle oil, and traditional Tuscan dishes.
- Wine Tasting: Taste at least 11 wines, including prestigious Brunello di Montalcino and Chianti Classico Riserva.
- Convenient Transfers: Shared transportation from Florence makes logistics easy and affordable.
- Tour Duration: About 4 hours—enough time to savor without feeling rushed.
- Flexible for most travelers: Suitable for adults, with prior notice needed for allergies or intolerances.
A Closer Look at the Experience

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The Itinerary and What to Expect
Starting from Florence, you’ll meet at Piazza Adua around 5 p.m., where the tour kicks off with a short drive toward San Gimignano. The journey itself is pleasant, giving you a taste of Tuscany’s rolling hills as you head to your destination. It’s about a 45-minute ride, which is manageable and offers nice scenery en route.
Once you arrive, the first stop is a brief walking tour of the historic property in San Gimignano. While the description mentions this is a “short” tour, it’s a good chance to get oriented and see some of the town’s medieval charm, even if it’s just a quick overview.
Next, you’ll be seated in the winery’s garden during summer or by the fire in winter—an ambience that adds to the relaxed, authentic vibe. Here, you’ll enjoy a 4-course Tuscan meal featuring local specialties like cheeses, salami, bruschetta, truffle lasagna, or Tuscan Ribollita, followed by roast meats with potatoes. The focus on local ingredients means fresh flavors that reflect Tuscany’s culinary traditions.
The Wine Tasting and Pairings
One of the highlights is the guided wine tasting, where you’ll sample at least 11 types of wine. The list includes Brunello di Montalcino DOCG, a highly sought-after red wine, alongside Chianti Classico Riserva, Rosso di Montalcino, and a dessert wine to go with Cantuccini cookies.
You’ll learn about wine pairing from knowledgeable guides, which adds an educational element to the experience. The tasting is designed to showcase Tuscany’s rich wine heritage and perhaps introduce you to some new favorites.
The Atmosphere and Group Size
The tour is capped at 20 travelers, which strikes a balance between intimacy and social atmosphere. Feedback from one traveler mentions the guide as “outstanding,” emphasizing the personal, engaging nature of the experience.
Practical Details and Considerations
- Pricing: At $227.49 per person, this experience offers good value considering the included dinner, tastings, and transportation. It’s not the cheapest option but reflects the quality of food, wine, and setting.
- Timing: The start at 5 p.m. suits those looking for an early evening activity, allowing for post-tour plans.
- Booking in advance: Most travelers book about 98 days ahead, which indicates its popularity.
- Accessibility: Since children must be accompanied by an adult and the experience involves a sit-down dinner and wine tasting, it’s best suited for adults. Allergies or intolerances need to be communicated beforehand.
While in Florence, here are other experiences we've covered
- Private Transfer To or From Florence Airport ,Station and Hotel
- From Florence To Rome Direct Transfer In A Private Car
- Florence Airport Private Departure Transfer
- Florence Airport Private Transfer to the City
- Private Departure Transfer: Tuscany Hotels to Rome Fiumicino Airport or Rome Hotels
- Private Transfer from Florence and nearby to Sorrento or Positano
What Some Travelers Say
One reviewer expressed disappointment, noting that it’s described as a private tour but ended up with other couples, which might be a surprise if you’re expecting exclusivity. The drive was longer than expected at 45 minutes, and that might feel less appealing if you’re not fond of long rides.
In contrast, another traveler raved about the winery experience, describing the guide as “outstanding,” and noting that the winery tour and tasting exceeded expectations. This variety in feedback reminds us that experiences can vary but tend to be positive overall.
Who Should Consider This Tour?
This experience works well for adults who enjoy wine and food and are looking for an easy, well-organized way to explore Tuscany’s culinary scene. It’s particularly appealing if you’re after a relaxed afternoon combined with scenic views and cultural insights.
If you’re traveling with children or prefer a more private, personalized experience, you might want to explore other options. Also, if you’re short on time or looking for a tour that’s less about sitting and tasting and more about active sightseeing, this might not be the perfect fit.
The Sum Up

For those wanting to taste authentic Tuscan dishes, sip a variety of wines, and enjoy the charm of San Gimignano, this Taste of Tuscany Winery Tour offers a well-rounded experience. The combination of a scenic drive, a historic walk, and a flavorful dinner paired with expert-guided tastings makes it a solid choice for curious travelers eager to indulge in Tuscany’s culinary treasures.
While it’s not a private experience and involves a fair amount of time in transit, the relaxed pace, tasty food, and excellent wines make it worth considering. It’s especially suitable for wine lovers, foodies, or anyone wanting to soak up the Tuscan countryside’s mood without fuss.
If you’re well-organized and looking for a fun, immersive way to enjoy Tuscany’s flavors in a small-group setting, this tour could be a memorable highlight of your trip.
Taste of Tuscany San Gimignano Winery with Transfer from Florence
“This tour was our 5th out of 6 tours booked with Viatour and was the only disappointing tour we had. It was a private tour that when we got to the…”
FAQ

Is this tour suitable for families with children?
Children need to be accompanied by an adult, but since the experience involves wine tasting and a sit-down dinner, it’s best suited for adults. If you’re traveling with kids, consider other family-friendly activities.
What is included in the price?
The cost covers a 4-course Tuscan dinner, guided wine tasting, wine pairing class, and transportation from Florence to the winery and back.
Are there any food or drink that are not included?
Yes, any food or drinks not mentioned in the inclusions aren’t covered, so you might want to budget for additional beverages or extras.
Where does the tour meet and start?
It begins at Piazza Adua, 1/D, Florence, at 5 p.m., with shared transfers organized for convenience.
Can I cancel the tour if my plans change?
Yes, cancellations are free if done at least 24 hours in advance. Cancellations less than 24 hours before will not be refunded.
What if I arrive late or miss the start time?
If you arrive after 5 p.m., you won’t be able to join, and no refund or rescheduling is available. Be sure to be punctual.
Is this experience available year-round?
While the description mentions enjoying the garden in summer and the fire in winter, availability may depend on weather and seasonal schedules. Check with the provider when booking.
This tour offers a delightful taste of Tuscany’s flavors and scenery in a manageable, enjoyable package. Perfect for those looking to combine scenic beauty with a hearty dose of local wine and cuisine.
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