Chianti Wine Tasting Tour from Florence (2 Wineries)

If you’re heading to Florence and wine is part of your travel dreams, this Chianti Wine Tasting Tour offers an authentic, comfortable, and highly personalized experience. With a dedicated driver and carefully selected wineries, this tour promises a full day of beautiful scenery, top-quality wines, and genuine Tuscan charm — all with the flexibility of a private setup.

What makes this tour particularly appealing is the customizable itinerary and the opportunity to learn directly from winery owners about their craft. Plus, the chance to indulge in a homemade Tuscan lunch at the second winery with your group elevates the experience from simply tasting to truly savoring Italy’s wine culture.

However, a potential consideration is the additional costs for tastings and lunch, which are paid on the spot, adding roughly $50-$60 per person. Travelers should budget for this if they want to sample the wines at both locations and enjoy the chef-prepared meal. This tour is perfect for wine lovers seeking a relaxed, private day trip with highlights in stunning countryside, not for those looking for a quick, budget-friendly visit.

Key Points

• Private, customizable experience tailored to your preferences and interests
• Comfortable Mercedes vehicle with an English-speaking driver for ease and insight
• Visit two handpicked wineries, with opportunities for in-depth explanation of wine-making traditions
• Includes a traditional Tuscan lunch at the second winery, adding authentic local flavor
• Cost includes extra tastings and food paid directly at the wineries, so budget accordingly
• Most travelers praise the knowledgeable guiders, breathtaking views, and excellent wines

Why Choose This Chianti Wine Tasting Tour?

This tour strikes a fine balance between education, relaxation, and indulgence. The 8-hour private journey offers ample time to soak in the rolling hills and scenic vistas of Tuscany, while also diving into the world of wine with expert hosts. The driver’s commentary and the luxury Mercedes vehicle make the experience both comfortable and informative.

What we love is how much attention is paid to making your experience unique and flexible. The wineries are not fixed in advance — the selection is made after your reservation, ensuring the best match for your wine preferences and availability at the time. This means you’re not stuck with a cookie-cutter experience but rather one curated just for you.

The second winery, where a home-cooked Tuscan lunch is served, stands out as a highlight. Reviewers mention that the meal — often described as delicious and authentically local — complements the wines perfectly and rounds out a day of scenic beauty and flavorful discoveries.

In-Depth Look at the Itinerary

The Drive Through Tuscany’s Scenic Landscape

The day begins with a 9:00 am pickup from your Florence accommodation. Your driver, likely Gianmaria or Francesco based on reviews, will whisk you away in a luxurious Mercedes. The route across Tuscany is a highlight itself, with the chance to snap photos of olive groves, vineyards, cypress trees, and historic villas. Many reviewers remark that their driver’s local knowledge and friendly demeanor made the drive feel more like a sightseeing tour than just transport.

First Stop: Wineries and Wine Tastings

While the specific wineries are chosen after booking, reviewers consistently praise the excellence of the wine selections. Guests can expect to learn about traditional wine production methods, as owners share their passion and expertise, often explaining the unique characteristics of Chianti wines.

The tastings typically cost around $40-$50 per person and are paid directly at the wineries. Guests rave about the excellent quality of the wines, describing them as breathtakingly good with some saying they would happily bring home bottles to savor later.

One reviewer noted that Gianmaria, the guide, exceeded expectations by helping select wineries that offered amazing wines, beautiful surroundings, and excellent food. The intimate setting allows for a more detailed and personal tasting experience compared to larger group tours.

The Second Winery and Homemade Lunch

After exploring the first winery, you’ll head to the second, where a homemade Tuscan lunch awaits. The lunch is described as delicious, authentic, and often complemented with more wine, creating a perfect balance between tasting and savoring.

Reviewers mention that the lunch overlooks the vineyards, making it a visual feast as well as a culinary one. The food isn’t just a filler — it’s a genuine part of the experience, often described as home-cooked and flavorful, elevating the tour into a true culture.

Scenic Drive Back and Reflection

After lunch, the journey back to Florence offers more chances to enjoy the rolling hills and picturesque landscapes. Many guests comment that the driver’s commentary helped them appreciate the landscape’s significance—from ancient villas to olive groves—making the scenery part of the story, not just pretty pictures.

What Travelers Say

Reviews consistently highlight Gianmaria’s exceptional service — he’s described as fun, friendly, accommodating, and full of local knowledge. One reviewer called him “the best,” mentioning that he “set up an amazing day,” and others appreciated the professionalism from Francesco and Vito, especially during special occasions like birthdays.

Many travelers mention that the wine quality and views exceeded expectations. One wrote that the wineries were “breathtaking with wonderful wines and lunch overlooking the vineyards,” and another said this tour was “the best trip ever,” emphasizing the outstanding scenery, delicious food, and expert guides.

Some reviewers pointed out that the additional costs (approximately $50-$60 per person for tastings and lunch) are paid directly on site, so planning accordingly is wise. The value here is in the personalized experience, the quality of the wineries, and authentic Tuscan cuisine.

Practical Details and Tips

• Transportation: A luxury Mercedes vehicle ensures comfort throughout the 8-hour journey, with plenty of room for luggage or extra comfort.
• Timing: The tour begins promptly at 9:00 am, giving you a full day of exploration.
• Group Size & Privacy: As a private tour, only your group participates, making it ideal for couples, families, or small groups wanting a tailored experience.
• Cost & Value: The $1,129.35 fee covers the vehicle, driver, and personalized service. The additional tasting and lunch costs are paid on site, but the overall experience is considered well worth the price for the level of intimacy and quality.
• Customizable: If you have specific preferences — perhaps focusing more on wines or wanting additional stops — the tour can be adapted, just ask beforehand.

This wine tour is ideal for couples, small groups of friends, or families looking for a luxury experience in Tuscany. If you’re a wine enthusiast eager to explore Chianti’s top wineries, this will be a highlight of your trip. It’s also perfect for those wanting a relaxed, private day with a knowledgeable guide who can personalize the experience.

It’s less suited for travelers on a tight budget or those who prefer a more active or less scenic tour, as the focus is on quality, comfort, and culture rather than quick or cost-effective visits.

How long is the tour?
The tour lasts approximately 8 hours, starting at 9:00 am and returning to Florence in the late afternoon or early evening.

Are the wineries included in the price?
No, the wineries are paid for separately on-site, costing about $50-$60 per person, depending on the wineries and availability.

Is this a private tour?
Yes, only your group participates, which means a personalized experience with your driver and guides.

Can the itinerary be customized?
Absolutely, the tour is described as customizable, so if you have specific preferences or want more time at certain stops, just ask before booking.

What is included in the price?
The fee covers the full-day private tour, the English-speaking driver, a comfortable Mercedes vehicle, and onboard commentary. Food and tastings are paid separately.

Is pickup offered?
Yes, pickup from your Florence accommodation is included, making the start seamless.

How much should I budget for tastings and lunch?
Expect to pay approximately $50-$60 per person at the wineries and for the meal, paid directly on site.

What is the scenery like?
Prepare for stunning views of rolling hills, vineyards, olive groves, and historic villas — perfect for photography and relaxing.

Is this suitable for wine novices?
Yes, the wineries and guides are friendly and willing to explain the process, making it a great learning experience for beginners and enthusiasts alike.

This Chianti wine tour offers a rare chance to explore Tuscany’s most celebrated wine region with the comfort and personal touch only a private experience can provide. The combination of scenic drives, expertly curated wineries, and authentic Tuscan cuisine creates a well-rounded, memorable journey.

It’s best suited for those who value quality over quantity, appreciate authentic local experiences, and enjoy learning about wine in a relaxed environment. If you’re seeking a luxurious, tailored, and scenic day trip from Florence, this tour is a superb choice.

Whether celebrating a special occasion or simply indulging your love of wine and Tuscany’s landscape, this tour delivers on all fronts — making it a highlight of your Italian adventure.