Chianti & Supertuscan Tour 2 Wineries Small Group 8 people max from Florence

Exploring Tuscany’s legendary wine region is a dream for many travelers, and this small-group Chianti & Super Tuscan tour promises just that—an intimate, authentic taste of Italy’s wine culture. Spanning approximately 6 hours, the tour takes you into the heart of Chianti, with visits to two carefully selected wineries, tastings of iconic wines, and insights from knowledgeable guides. With a maximum of just 8 people, the experience aims for a relaxed, personal connection to the region’s traditions.

What we particularly love about this tour is how it balances professional guidance with genuine, local experiences—like tasting real Chianti wine and enjoying a basil pasta meal prepared by a local’s family. The comfortable, air-conditioned transport also means you can sit back and savor the views without worry.

One possible consideration is the tour’s reliance on group size and timing, which might mean a more structured schedule. If you’re seeking a completely private experience or a flexible itinerary, this might not be the perfect fit. But for those wanting quality, expert-led visits with fellow wine lovers, this tour hits the mark.

This experience is ideal for wine enthusiasts eager to learn about Tuscan tradition, travelers curious about local culture, or anyone wanting a taste of Tuscany’s most celebrated wines without the hassle of self-driving.

Key Points

• Intimate Group Size: Limited to 8 people, ensuring personalized attention from guides.
• Expert Guidance: Guides like Massimo and Simone provide knowledgeable commentary and local insights.
• Authentic Wine Tastings: Sample Chianti and Super Tuscan wines at two unique wineries.
• Comfortable Transport: Air-conditioned minivan makes traveling between stops enjoyable.
• Cultural Highlights: Learn about wine-making traditions and regional agriculture.
• Flexible & Convenient: Pickup service from Florence and included transportation add ease to your experience.

A Deep Dive into the Experience

The Perfect Small Group Setting

One of the standout features of this tour is its small group size, capped at 8 participants. This setup encourages a more relaxed, engaging environment—perfect for asking questions, swapping stories, and really connecting with your guide. As one reviewer noted, “Simone was lovely, thoughtful, knowledgeable and efficient. It was one of the best days of our 20-day trip.” That level of personalized attention elevates the entire experience, especially in a region as culturally rich as Tuscany.

The Itinerary Breakdown

Your adventure begins at Lungarno Amerigo Vespucci in Florence, a convenient meeting point near public transportation. From there, your guide—like Massimo, who has received glowing praise—leads you into the rolling hills of Chianti in a comfortable, air-conditioned minivan. The drive itself is an educational journey; guides like Massimo are eager to share stories about the area’s agriculture and winemaking traditions, setting the scene for what’s to come.

Stop 1: Chianti Region & Wine Tasting

Your first stop takes you along the famed Strada Statale 222 Chiantigiana, where you’ll visit a winery nestled amid vineyards. Here, you’ll taste authentic Chianti wines—probably a classic Chianti Classico—while learning about its production. One reviewer called the experience “beyond expectations,” highlighting how friendly the owners were and noting the exceptional quality of the wines.

Stop 2: A Unique Super Tuscan Winery

The second visit offers a different perspective—a winery producing Super Tuscan wines, known for blending traditional Sangiovese with international grapes like Cabernet Sauvignon. These wines are often more complex, and tasting them here is a highlight for any wine lover. Reviewers have marveled at the diversity and quality, with one mentioning the “beautiful and unique vineyards” and “amazing wine and food.”

The Food Experience

While lunch isn’t included, one reviewer specifically praised the basil pasta prepared at the first stop by Jessica’s mother-in-law, calling it “the best meal of our trip.” It’s a reminder that authentic regional cuisine often plays a subtle but vital role in these wine tours.

Transport & Comfort

The air-conditioned minivan ensures you stay cool even during the warmest months. The small group size also means ample space and a cozy atmosphere. Drivers like Massimo or Simone are noted for their friendly, professional demeanor, making the journey as enjoyable as the stops themselves.

The Authenticity & Personal Touch

Reviewers repeatedly mention the passion and local pride of guides like Massimo, who is eager to share stories about his region. His pride makes a difference, lending authenticity to the experience. The visit to wineries where owners are welcoming and eager to share their craft adds to the feeling of being part of a genuine Tuscan tradition.

Value for Money

At a price of $173 per person, this tour offers a solid balance of quality and affordability. Considering the inclusion of transportation, two wine tastings, and personalized guidance, it’s a good deal—especially for those who want an intimate, educational experience rather than a large, rushed tour.

Who Will Love This Tour?

This experience is best suited for wine lovers craving a genuine connection to Tuscany’s viticulture, those who appreciate small-group settings, and travelers who value expert guides with local knowledge. It’s also great for those who want to avoid the stress of driving, as everything is taken care of from pickup to drop-off.

However, if you’re after a highly flexible or private experience, you might prefer alternatives. But for anyone who wants to sample exceptional wines, learn from passionate guides, and enjoy beautiful scenery, this tour delivers.

The Sum Up

This Chianti & Super Tuscan wine tour offers a wonderfully balanced mix of learning, tasting, and culture. Its small-group format fosters a friendly, relaxed atmosphere, allowing for genuine engagement with passionate guides and local winery owners. The visits to two diverse wineries—one traditional Chianti and one innovative Super Tuscan—highlight the region’s versatility and excellence.

Travelers who value authenticity, expert insights, and a personal touch will find this tour particularly rewarding. The comfortable transport and carefully curated stops make it accessible and enjoyable, whether you’re a seasoned wine connoisseur or just starting your Tuscan adventure.

The tour provides excellent value for such an immersive experience. It’s perfect for those who want to deepen their appreciation of Tuscany’s wine culture without sacrificing comfort or intimacy.

FAQs

Is the tour suitable for children?
Children must be accompanied by an adult, but since the tasting involves alcohol, the minimum age to participate in tasting is 18 years.

What is included in the price?
The tour includes pickup, transport via air-conditioned minivan, wine tastings at two wineries, and expert guiding. Lunch is not included.

How many wineries will I visit?
You will visit two wineries—each offering a different style of wine, providing a well-rounded tasting experience.

Can I cancel the tour if my plans change?
Yes, the tour offers free cancellation up to 24 hours before the start time, with a full refund.

What should I bring?
Bring comfortable shoes, a hat or sunglasses for sun protection, and a sense of curiosity. Since the tour includes tastings, it’s best to arrive with an open mind and appetite.

What’s the best way to get to the meeting point?
The tour starts near public transportation in Florence at Lungarno Amerigo Vespucci. You can easily reach it by walking or public transit.

This tour truly captures the essence of Tuscany’s wine-making heritage in an accessible, friendly, and authentic way. Whether you’re a wine novice or a seasoned enthusiast, you’ll leave with new favorites, beautiful memories, and a deeper understanding of Italy’s most celebrated vineyards.