Small group (7) Chianti-side wine tour with Mercedes V class Van

Imagine cruising through the rolling hills of Chianti in a sleek, comfortable Mercedes V-class van, with just a handful of fellow wine enthusiasts. This 5-hour tour offers an intimate look at Tuscany’s renowned wine region, visiting two top wineries with tastings, a delicious lunch, and plenty of picture-worthy views. Priced at around $231 per person, this experience combines convenience, quality, and authentic local charm.

What we love most about this tour is the seamless logistics—no worries about driving or navigation—and the small group size that makes for a personalized experience. Plus, the in-depth winery visits and tasty lunch at a scenic estate make it stand out. A potential consideration is the timing—the tour starts at 1:15 pm, so it’s best suited for those with flexible afternoon schedules. This trip is perfect for travelers who value expert guides, enjoy tasting local wines in traditional settings, and want to avoid large crowds.

If you’re someone who appreciates a relaxed, authentic experience with a touch of luxury, this tour is an excellent choice. It’s especially good for first-time visitors eager to learn about Chianti wines in a friendly, manageable setting.

Key Points

Intimate small-group setting ensures personalized attention.
All-inclusive transportation and lunch add to the convenience.
Visits two renowned wineries with guided tours and tastings.
Stunning views of Chianti countryside provide perfect photo opportunities.
Flexible cancellation policy offers peace of mind.
Ideal for wine lovers wanting a relaxed, authentic experience.

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An in-depth look at the Chianti wine tour

The comfort of seamless logistics

One of the biggest advantages of this tour is the pickup from your Florence hotel and all-day transportation in an air-conditioned Mercedes V-class van. We loved the way this eliminated the stress of navigating Tuscan country roads or figuring out public transport. The small group of just seven people means you’ll get a more personal experience, with plenty of space and comfort, especially after a day exploring Florence.

Visiting two iconic wineries

The itinerary features stops at Casa Emma and Castello di Gabbiano. Both stops are carefully chosen for their quality and authenticity. At Casa Emma, you’ll enjoy tastings paired with local snacks—a simple but effective way to enhance the wine experience. The Castello di Gabbiano offers a chance to explore an ancient castle turned luxury hotel and high-quality winery, with impressive cellars and scenic surroundings.

While both wineries may sometimes change according to availability, the focus remains on offering genuine insights into Tuscan winemaking. According to reviews, the guides—such as Michela and Guiliano—are notably knowledgeable and friendly, making each visit both informative and enjoyable. As one reviewer put it, “Guiliano is a wonderful guide!”

Tasting experiences and lunch

The tastings are described as generous, with the opportunity to sample local reds and whites in traditional cellars. The lunch at Rocca di Cispiano estate is a highlight, providing a chance to relax and savor authentic Tuscan cuisine amidst beautiful vineyard views. Reviewers have raved about this part of the experience, with one noting it was “the highlight” of their day.

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The scenery and photo opportunities

The tour’s route offers glimpses of picturesque Chianti hills, vineyards, and historic architecture, making it ideal for photographers or anyone who appreciates scenic views. We loved the way the guide shared stories about the area’s wine-producing traditions, adding depth to the landscape.

Who this tour suits best

This experience is perfect for wine aficionados and beginners alike, thanks to the guided tastings and relaxed pace. It’s especially appealing for those who prefer a small-group setting over large bus tours, seeking authentic local experiences without sacrificing comfort or convenience.

Considerations

The main thing to keep in mind is the start time—1:15 pm in Florence—which fits well for an afternoon adventure but might not suit early risers. Also, since the itinerary can sometimes change, flexibility is key, although the focus on quality and authentic visits remains.

Why choose this tour?

This small-group tour offers a balanced combination of comfort, authenticity, and expert guidance—making it stand out among many wine experiences in Tuscany. The personalized approach ensures you’ll get ample opportunity to ask questions, learn about Chianti’s wine traditions, and enjoy the scenery in a relaxed setting.

The value for money is clear when you consider that the price includes transportation, tastings, and a substantial lunch—so it’s more than just a wine tasting; it’s a full, immersive experience. Plus, with free cancellation up to 24 hours in advance, you can plan with confidence.

This tour suits travelers who want a stress-free day of exploring Tuscany’s wine country, especially if they prefer small groups and detailed, engaging guides. It’s perfect for those looking to combines wine, scenery, and culture without overextending or dealing with logistical hassles.

FAQ

Is hotel pickup included?
Yes, the tour includes pickup from Florence hotels, making the experience hassle-free.

How long is the tour?
It lasts approximately 5 hours, starting around 1:15 pm and returning to the meeting point afterward.

What is the group size?
The tour is limited to 7 travelers, ensuring a more intimate experience.

Are the wineries accessible?
Yes, both wineries are accessible to most travelers, though specific accessibility details are not listed.

What’s included in the price?
Your fee covers private transportation in an air-conditioned vehicle, fuel, wine tastings, and a lunch.

Can I cancel if my plans change?
Absolutely. The tour features free cancellation if you cancel at least 24 hours in advance.

Do I need to be a wine expert?
Not at all. The guides are knowledgeable and friendly, making the tastings suitable for all levels of wine familiarity.

What should I wear?
Comfortable clothing suitable for the weather, plus walking shoes if you plan to explore the wineries’ cellars or grounds.

Final thoughts

This small-group Chianti wine tour offers a comprehensive, relaxed, and authentic way to experience Tuscany’s legendary wine country. With expert guides, carefully selected wineries, and a scenic setting, it delivers great value for those wanting to learn about wine without the hassle of driving or large crowds.

It’s ideal for first-time visitors, couples, or small groups who appreciate personalized attention and delicious local food. If you’re looking for a memorable afternoon that combines wine, scenery, and culture in a manageable size, this tour checks all the boxes.

The combination of expert guidance, comfortable transport, and top-quality wineries makes it a standout choice for an authentic Tuscan experience. Whether you’re there for the wine, the views, or the stories, you’ll come away with a deeper appreciation of Chianti’s rich wine-making tradition—and plenty of pictures to prove it.