Chianti Classico and Super Tuscan 3 Winery Tour

Discover Tuscany’s finest wines on a small-group tour visiting three boutique wineries, paired with a delicious Tuscan lunch and olive oil tastings.

If you’re planning a trip to Florence and want to experience a genuinely authentic taste of Tuscany, this Chianti Classico and Super Tuscan 3 Winery Tour might just be what you’re looking for. While I haven’t personally taken this exact tour, reviews and detailed descriptions suggest it offers a well-balanced mix of scenic drives, intimate winery visits, tasting authentic wines, and enjoying some of the best local food.

One thing that immediately catches the eye is the small-group format—limiting participants to just 6 people—which promises a more personalized experience. Plus, the inclusion of three boutique wineries ensures that you’re not just hitting the big, commercial vineyards, but exploring smaller, family-run producers that often deliver a more genuine, handcrafted wine experience.

However, a potential consideration is that the tour does not include hotel pickup or drop-off, so you’ll need to organize your transportation to and from the meeting point in Florence. This might be a minor inconvenience for some but could be a good reason to combine it with other activities or stay nearby.

This tour seems best suited for wine lovers, foodies, and those looking for a relaxed, cultural day out in Tuscany—perfect if you want a taste of local life without the crowds of larger groups or buses.

Key Points

Chianti Classico and Super Tuscan 3 Winery Tour - Key Points

  • Intimate experience with small groups up to 6 guests for personalized attention
  • Visits three boutique wineries known for their authentic, natural approach to winemaking
  • Includes a three-course Tuscan lunch with local ingredients and wine pairing
  • Educational experience with wine tasting lessons and olive oil tastings
  • Comfortable travel in an air-conditioned minivan from Florence
  • Flexible timing with the tour typically starting at 9:30 am

A Closer Look at the Itinerary and Experience

Chianti Classico and Super Tuscan 3 Winery Tour - A Closer Look at the Itinerary and Experience

The Drive from Florence to Chianti

The journey from Florence to the Chianti region takes roughly 45 minutes—a breezy start to a day filled with flavor and scenery. You’ll leave the city’s bustle behind as you head into the rolling hills of Tuscany, where vineyards stretch as far as the eye can see. This drive itself is part of the pleasure, offering glimpses of classic Tuscan landscapes: cypress trees, medieval villages, and sprawling olive groves.

Visiting Three Boutique Wineries

The core of this tour is the visits to three carefully selected wineries. These are not large commercial operations but small, family-run wineries that focus on natural, sustainable methods—something many reviewers appreciated.

Each stop offers a personalized tour and tasting, where the cellar master shares insights into their unique production techniques. Expect to learn about the distinctions between various Chianti and Super Tuscan wines, with the guides helping you pick apart the flavors. One review highlights how the guide’s wine tasting lesson at the first winery added an educational layer to the experience, making it more engaging than just sipping and guessing.

The Wines and Olive Oil Tastings

The focus on Chianti Classico DOCG wines assures that you’re sampling some of the region’s finest. Many reviews praise the quality of the wines, describing them as spectacular, with some saying they drank the most delicious wines of their trip. The wineries often emphasize natural practices, avoiding pesticides and chemicals, which adds a layer of authenticity to the tasting.

In addition, you’ll enjoy extra virgin olive oil tasting, giving you a broader sense of the local produce. Tasting the olive oil alongside wines enhances the sensory experience, helping you appreciate the regional flavors even more.

Lunch in the Heart of Tuscany

A standout feature of this tour is the three-course Tuscan lunch. Reviewers mention that the meal is some of the best food they’ve had during their travels, with homemade, local ingredients, and perfectly paired wines. The lunch can be at the wineries themselves or a local restaurant, adding a communal, relaxed vibe.

One reviewer described it as a cozy homemade lunch, which made the experience feel authentic and personal—like visiting friends rather than a commercial tour.

The Guides and Personal Touch

Guides like Mateo and Giovanni are frequently praised for their knowledge, friendliness, and ability to make the group feel special, especially when the group size is small enough for genuine interaction. Several reviews mention how the guides go beyond just talking about wines, sharing bits of Italian culture, history, and local stories that make the experience richer.

Timing and Comfort

The tour runs roughly 7 hours, starting at 9:30 am. The transportation is in a climate-controlled minivan, ensuring comfort regardless of the weather or driving conditions. Since the group is capped at 8, you’ll avoid the crowded, noisy bus scenarios—making it more like a private day out.

What Sets This Tour Apart?

While there are plenty of wine tours in Tuscany, what makes this one stand out is the small-group size and the careful curation of wineries. You’re visiting family-operated producers known for their natural approach, which often translates into wines that are more expressive of the terroir.

The educational component—like the wine tasting lesson—also adds value for those wanting to deepen their understanding, not just sip and swirl.

The Price and Value Proposition

At $336.71 per person, it’s not exactly a bargain, but it’s comparable to other bespoke wine experiences in the region. The value here lies in the personalized attention, quality of the wines, delicious lunch, and small-group intimacy. For someone who appreciates learning about wine and enjoying a relaxed day in the countryside, it’s often considered well worth it.

Who Will Enjoy This Most?

This tour is perfect for wine enthusiasts, food lovers, and travelers seeking a cultural, authentic Tuscan experience. It’s also ideal if you prefer a more intimate, less touristy vibe. Keep in mind, since hotel pickup isn’t included, you’ll need to coordinate your transportation, making it a better fit if you’re staying centrally in Florence or nearby.

Practical Details and Considerations

Chianti Classico and Super Tuscan 3 Winery Tour - Practical Details and Considerations

  • Meeting point is Piazza dei Cavalleggeri, Florence, at 9:30 am, so plan to arrive a little early.
  • The tour requires a minimum of 2 people and is maxed at 8, which keeps the experience cozy.
  • Age restriction is 18+, which is standard for wine tastings.
  • No hotel pickup or drop-off is included, so plan accordingly.
  • Duration is about 7 hours, so consider your energy level for a full day out.
  • Tips are not included—feel free to tip guides if you’re satisfied with the experience.

The Sum Up

Chianti Classico and Super Tuscan 3 Winery Tour - The Sum Up

This Chianti Classico and Super Tuscan 3 Winery Tour offers a rich, authentic look at what makes Tuscany’s wine region so special. It’s particularly suited for those who value small-group intimacy, genuine family-run wineries, and educational experiences alongside tastings and delicious local food.

While the price might seem steep, the combination of personalized attention, high-quality wines, and a memorable Tuscan lunch makes it a worthwhile splurge for lovers of wine and authentic Italian culture. If you’re after a relaxed, immersive day that feels like a private tasting with friends, this tour hits the right notes.

For travelers who are serious about wine, enjoy learning about local produce, and want to escape the crowds, this experience will likely be a highlight of their trip to Florence.

Ready to Book?

Chianti Classico and Super Tuscan 3 Winery Tour



5.0

(113)

98% 5-star

“This was an amazing experience! Each winery was small and we learned a lot. Plus learned about olive oil. The lunch at the winery was some of the …”

— Marcia F, Featured

Frequently Asked Questions

Chianti Classico and Super Tuscan 3 Winery Tour - Frequently Asked Questions

Is hotel pickup included?
No, the tour does not include hotel pickup or drop-off. You’ll meet at Piazza dei Cavalleggeri in Florence.

What is the maximum group size?
The tour has a maximum of 8 travelers, ensuring a more intimate experience.

What should I wear?
Since you’ll be visiting wineries, comfortable shoes are recommended. Dress casually but appropriately for the weather.

How long does the tour last?
The full experience is around 7 hours, starting at 9:30 am.

Are children allowed?
No, the minimum age is 18 due to the wine tastings.

What is included in the price?
The tour includes transportation, visits to three wineries, wine and olive oil tastings, a three-course lunch, and a local wine expert guiding you.

Can I cancel?
Yes, free cancellation is available up to 24 hours before the tour begins.

Is this tour suitable for people with moderate physical fitness?
Yes, the activity requires a moderate level of physical fitness, mainly walking and standing during winery visits.

If you’re craving a genuine taste of Tuscany—the wines, the landscape, the food—while enjoying a cozy, relaxed atmosphere, this tour seems like a solid choice. It balances education, flavor, and scenery in a way that makes for a memorable day, especially if you prefer smaller groups and personalized service.