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

A small-group Chianti and Super Tuscans tour from Florence offers a wonderful blend of authentic wine tasting, scenic drives, and insightful storytelling. For around six hours, you’ll explore the iconic Chianti region with a maximum of eight fellow travelers, ensuring a personalized experience. Guided by knowledgeable locals, you’ll visit two carefully selected wineries, taste a variety of local wines, and learn about traditional Tuscan wine-making practices—all from a comfortable, air-conditioned minivan. The cost is around $173, which might seem steep at first glance, but the personalized attention, expert guidance, and access to distinguished wineries make it a worthwhile investment for wine lovers.

What we love most about this tour is its intimate size—the group stays small, so you can ask questions, get tailored insights, and truly enjoy the relaxed pace. The second highlight is the quality of the wineries visited; reviews consistently mention the exceptional owners and the unique atmosphere at each stop. On the downside, this isn’t a tour that includes lunch, so you’ll want to plan for that either before or after the experience. This tour suits those who enjoy a rich, educational experience combined with authentic Tuscan scenery and top-tier wines, making it ideal for curious travelers eager to go beyond the typical tourist spots.

Key Points

• Personalized Experience: Small group size of no more than 8 ensures intimate tastings and tailored insights.
• Expert Guides: Guides like Massimo and Simone are praised for their friendliness, knowledge, and regional pride.
• Authentic Wineries: Visits to two distinct wineries highlight different styles and atmospheres, offering a well-rounded taste of Tuscany.
• Comfortable Transport: Air-conditioned minivan makes the journey pleasant, especially in warm weather.
• Flexible Schedule: About six hours long, allowing plenty of time for tasting and storytelling without feeling rushed.
• No Lunch Included: Keep in mind that meal arrangements are on your own, although reviews mention memorable local dishes.

Exploring the Chianti & Super Tuscan Tour: A Deep Dive

Setting the Scene: Florence to Chianti

Starting from Florence, the tour typically begins in the morning at Lungarno Amerigo Vespucci. From there, your guide—possibly someone like Massimo, who gets rave reviews—takes you on a scenic drive into the heart of the Chianti countryside. The journey itself is part of the charm, with rolling hills, vineyards, and cypress trees passing by the window, giving you an authentic taste of Tuscany before you even arrive at the wineries.

The group size maxes out at 8 travelers, which makes the experience lively but still intimate enough to feel personalized. This is one of the key reasons why many reviewers describe their day as “beyond expectations” — the small group allows for genuine interaction, questions, and moments of quiet appreciation.

The First Winery Visit: Traditional Charm and Local Flair

The first stop is often a family-run estate, where you’ll get a close look at traditional wine-making methods. Visitors frequently highlight the warmth and friendliness of the owners; one reviewer even called the atmosphere “exceptional.” You might see classic stone cellars, traditional fermentation tanks, and learn about the process from people who are clearly passionate about their work.

One standout moment, frequently mentioned, is the homemade basil pasta prepared by Jessica’s mother-in-law at the first winery—an unexpected treat that makes the experience more memorable. Many guests describe the tasting as a highlight, with local Chianti wines that are “exceptional” and “so different from mass-produced bottles.” This highlights the value of visiting smaller, family-owned wineries rather than larger commercial operations.

The Scenic Drive & Insights

Throughout the drive, guides like Massimo or Simone share stories about Tuscany’s history, agriculture, and the regional differences in wine styles. Reviews reflect appreciation for these stories, noting that guides are “so knowledgeable” and proud of their region. Expect to stop along the way for photo opportunities — stunning vistas of vineyards and olive groves — and to learn how Tuscany’s unique terroir influences the wines.

The Second Winery: A Different Vibe

The second destination typically offers a contrasting experience—perhaps a more modern estate or one with a different focus, such as Super Tuscans. Guests often mention the diversity between wineries, appreciating the chance to compare traditional Chianti with innovative blends. The owners are usually welcoming, and the tasting might include a variety of wines, from classic Chiantis to more experimental Super Tuscans.

Tasting & Educational Focus

Each tasting session is designed to be engaging. You’ll sip on local wines and hear about their production, aging, and ideal pairings. Some reviews mention the “best meal” they had during the trip—an authentic basil pasta at the first stop, prepared by Jessica’s mother-in-law—highlighting how food and wine often go hand-in-hand in Tuscany. Although lunch isn’t included in the tour, the quality of the wines and the stories behind them often feel like a feast for the senses.

Why It’s a Great Choice

This tour stands out because of its personalized approach; guided by friendly experts, you gain insights you wouldn’t get from a larger, more commercial experience. The small group size ensures you aren’t lost in the crowd, fostering a warm, relaxed atmosphere. The quality of the wineries and the passionate hosts make every sip meaningful.

Who Would Benefit Most?

This experience is perfect for wine enthusiasts eager to learn about Tuscan wine-making with the guidance of knowledgeable locals. If you enjoy small, intimate group settings and want to avoid large touristy tours, this is a strong choice. It’s also ideal for those who appreciate authentic family-run wineries and are curious about the differences between traditional Chianti and Super Tuscans.

Given the reviews, it’s especially suited for travelers who value personal stories, regional pride, and a relaxed pace. If you’re looking for a day that combines scenic beauty, good company, and authentic wine, this tour fits the bill.

Practical Details & Tips

• Transportation: The air-conditioned minivan makes for a comfortable ride, especially in warmer months or if you prefer a smooth, quiet journey.
• Duration: Six hours is enough to visit two wineries, enjoy tastings, and soak in the scenery without feeling rushed.
• Cost & Value: At around $173, you’re paying for a high-quality, personalized experience with expert guides. While it doesn’t include lunch, the value lies in exclusive access, interesting stories, and top-tier wines.
• Booking & Cancellation: Free cancellation up to 24 hours in advance makes this a flexible option. It’s wise to book early, especially in peak season, as the group size is limited.

Frequently Asked Questions

Is this tour suitable for children?
Children must be accompanied by an adult and are not allowed to taste wine, so this tour is mainly best suited for adults.

What is the maximum group size?
A maximum of 8 people ensures a personalized experience, making it perfect for intimate conversations and tailored insights.

Does the tour include lunch?
No, lunch is not included. You might want to plan a meal before or after the tour, or bring snacks for the day.

What is the starting point?
The tour begins at Lungarno Amerigo Vespucci, 26n, Florence, Italy.

How long does the tour last?
Approximately six hours, including visits, tastings, and the drive.

What wines will I taste?
You’ll taste local Chianti wines, and at the second winery, you might try a Super Tuscan blend.

Is transportation comfortable?
Yes, the tour uses an air-conditioned minivan, making the ride comfortable even in warm weather.

Can I cancel if my plans change?
Yes, you can cancel free of charge up to 24 hours before the tour.

Are wine tastings included?
Yes, tastings at two wineries are included, along with expert guidance.

Is this tour accessible for most travelers?
Most travelers can participate, provided they are over 18 and comfortable with the activities involved.

This Chianti & Super Tuscan tour combines the best of Tuscany’s scenic beauty, authentic wine-making, and lively storytelling. Whether you’re a seasoned wine lover or just curious about Italy’s famed wines, the small-group format ensures a memorable day. Expect warm guides, exceptional wines, and a taste of true Tuscan hospitality—an enriching experience that’s more than just a tasting.