Touring Tuscany’s wine country can feel like stepping into a postcard, but this Chianti & Supertuscan Private Tour offers more than just pretty views. It’s a carefully curated experience that combines intimate vineyard visits, excellent local wines, and genuine food tastings. Based in Lucca, this 7-hour journey is tailored for those eager to understand Tuscany’s winemaking traditions beyond the big tourist spots, with knowledgeable guides and personalized attention.
What I find appealing about this tour is the chance to taste Chianti Classico and Reserva, along with super Tuscans, at two family-run wineries that aren’t part of the mass production scene. Plus, the inclusion of olive oil, balsamic vinegar, and local cold cuts elevates the experience from mere drinking to a real taste of Tuscany. I also appreciate that it’s private, with a small group capped at eight people, making it easier to ask questions and get personalized insights.
However, since the tour is quite popular—booked on average 80 days in advance—you’ll want to plan ahead if your schedule is tight. Also, keep in mind that wine tasting is restricted to those 18 and over, so the experience isn’t suitable for children. And, though the tour is comprehensive, some may find the price of around $443 per person a bit steep; but considering the visits, tastings, and tailored nature, many will see it as very good value for an exclusive day in Tuscany.
Key points / Takeaways

- Personalized Experience: Small group size (up to 8 people) ensures a more intimate and tailored experience.
- Expert Guides: Guides like Massimo, Emilia, and Jessica are praised for their knowledge and friendliness, making the day both educational and enjoyable.
- Authentic Wineries: Visits are to family-owned vineyards, offering genuine insights and tasting some of the best local wines.
- Gourmet Tasting: Besides wine, you’ll sample high-quality olive oil, balsamic vinegar, cheese, and cold cuts—highlighting the region’s culinary richness.
- Scenic Comfort: Transport is via air-conditioned minivan, with stops on the Chiantigiana road, offering lovely views and photo opportunities.
- Flexible Food Options: A light lunch of soup or pasta, paired with wine, completes the day, allowing for a satisfying yet manageable meal.
Entering Tuscany’s Wine Heartland

Starting from Lucca, the tour’s first stop along the Chiantigiana road is a highlight. You’re likely to be greeted by vineyards stretching into the horizon, with the driver-guide sharing stories about the region’s winemaking traditions that date back to pre-Roman times. The emphasis here is on real Chianti wine, with tastings at two distinct wineries. According to reviews, guides like Massimo and Jessica provide in-depth tours, explaining the nuances of Chianti Classico and Reserva, and sharing insights into wine pairings that help you appreciate the craftsmanship behind each glass.
What makes these stops special is their authenticity. Instead of cookie-cutter winery tours, you get to see family-run vineyards that have maintained traditional methods. As Jacqueline noted, “The wineries are absolutely beautiful… we learned a lot about wine and the region from Massimo.” The small-scale nature and personal approach make this feel more like visiting friends than a typical tourist trap.
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Wineries: Two Distinct Stories
The first winery tends to focus on Chianti’s classic profile—crisp, bright, with a hint of cherry and earthiness. The second introduces you to Supertuscans, which are often blends outside the strict DOCG rules but known for their quality and complexity. The guide’s explanations make it easier to understand why these wines are coveted worldwide.
According to reviews, the tastings are generous, and the guides are keen to answer all your questions. One traveler praised Jessica’s tour, saying, “Her mother-in-law kept feeding us delicious food, which made the experience even better.” You can expect to sample a variety of wines, with some places offering pairing with local cheeses or cold cuts.
Tasting Local Produce and Light Lunch

A standout feature of this tour is the focus on local delicacies. You’ll taste extra-virgin olive oil and balsamic vinegar that are produced locally, giving you a true taste of Tuscany’s culinary artisans. The food side of the tour isn’t just a snack—it’s a carefully curated experience, with reviews praising the quality of the cold cuts, cheeses, and homemade soups or pasta.
The included light lunch is typically served with wine, making it a relaxed, flavorful break. One review mentions that Jessica’s tour included “yummy food,” highlighting how these local flavors complement the wines beautifully. It’s a good balance—hearty enough to satisfy but not so heavy that you’re ready for bed.
Transportation: Comfortable and Convenient

Transportation is by air-conditioned minivan, which means you’ll stay comfortable despite Tuscany’s often warm weather. The driver guides like Simona and Emilia are praised for punctuality, friendliness, and helpfulness, often offering to make extra stops for photos or sightseeing. This flexibility can turn a standard tour into a more personalized adventure.
The small group size (max 8) means you won’t feel rushed or lost in the crowd. It also makes conversations more natural and allows your guide to tailor the experience somewhat—whether that’s stopping for a scenic view or answering specific questions about wine-making.
Who Will Love This Tour?

This experience is perfect for travelers who value authenticity and intimacy. If you’re curious about Tuscany’s winemaking traditions beyond the touristy spots or want to taste genuine family-produced wines, this tour hits the mark. It’s also great for food lovers, thanks to the tastings of olive oil, cheese, and balsamic vinegar.
However, be aware that it’s a full-day experience (about 7 hours), so it’s suited for those comfortable with a fair amount of sitting, tasting, and sightseeing. The price might seem high at first glance, but considering the private, guided visits, tastings, and included meals, many find it offers good value—especially given the personalized attention and quality of experiences.
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Final Thoughts: Is It Worth It?

If you’re after a relaxed, educational, and delicious day exploring Tuscany’s wine country from Lucca, this tour offers a wonderful balance of sights, tastes, and stories. The guides’ enthusiasm and knowledge come through, making it more than just a tasting—it’s an immersive experience into the region’s viticultural soul.
While the cost isn’t inexpensive, the intimate setting, quality tastings, and authentic visits justify the price for those seeking something special—especially if you’re a wine enthusiast or food lover. It’s an ideal choice for small groups or couples wanting a personalized day with a local touch.
For anyone wanting to understand why Tuscany’s wines are among the best in Italy—and to do so with style and comfort—this tour is a very good option. Just remember to book early, as it’s popular, and be ready for a day full of flavors and scenery that will linger long after you return home.
FAQs

Is this tour suitable for children?
No, since wine tasting is limited to those 18 and over, this tour is designed for adult participants.
How many people are in each group?
A maximum of 8 people, which helps keep the experience personal and relaxed.
What is included in the price?
The tour covers transportation by air-conditioned minivan, guided visits to two wineries, tastings of wines including Chianti and super Tuscans, plus a light lunch with local produce.
Can I cancel the tour if my plans change?
Yes, you can cancel for free up to 24 hours before the scheduled start, receiving a full refund.
How far in advance should I book?
On average, travelers book about 80 days ahead, indicating strong interest and limited availability.
Are the wineries family-owned?
Yes, the visits are to family-run wineries, providing a more authentic and personal experience.
What should I wear or bring?
Comfortable shoes for walking, and perhaps a light jacket if the weather is cool. Bring a camera for the stunning views and any questions for your guides.
Is transportation included?
Yes, the tour includes transport in an air-conditioned minivan, making for a smooth ride between sites.
In sum, this Chianti & Supertuscan Private Tour offers a memorable, authentic taste of Tuscany’s viticultural heartland—perfect for those who want to savor the region’s wines, foods, and scenery in a relaxed, personalized setting.
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