Private Chianti Safari: Off Road Tuscany Wine Tour with Lunch from Florence

Taking a break from the busy streets of Florence to explore the quieter, scenic corners of Chianti is what this private off-road wine tour offers—and it does so with a perfect blend of luxury, authenticity, and adventure. This experience isn’t your typical wine-tasting day; it’s a journey through centuries-old estates, picturesque landscapes, and off-the-beaten-path roads, all led by knowledgeable guides who love sharing their passion for Tuscany.

What really caught our eye is the mix of carefully curated winery visits—one dating back 600 years—and the off-road drive that takes you through cypress-lined roads, farms, and rustic churches. Plus, the inclusion of a Tuscan lunch with wine pairings and a visit to an olive mill adds layers of flavor to what’s already a memorable day.

A consideration? The price tag of around $634 per person might seem steep for some, but when you factor in the exclusive private guide, private transfers, multiple estate visits, and high-quality tastings, it starts to make sense. This tour is ideal for those who crave a personalized, immersive experience in Tuscany’s wine country, especially if you want a mix of luxury, adventure, and authentic local charm.

Key Points

• Exclusive Private Tour: Only your group participates, ensuring a tailored experience.
• Historic Wineries: Visit three Chianti estates, including one with a 600-year history.
• Diverse Tastings: Sample nine wines, cheeses, cured meats, and extra virgin olive oil.
• Authentic Tuscan Lunch: Enjoy a traditional meal with spectacular views and a blind olive oil tasting.
• Off-Road Adventure: Experience scenic drives through woods, farms, and churches, not just paved roads.
• Hassle-Free Transfers: Round-trip pickup and drop-off from your Florence hotel make for a stress-free day.

A Deep Dive Into the Itinerary

Villa le Corti: A Peek into the Past

Our day begins at Villa le Corti, a historic estate owned by a noble Italian family. Here we’re welcomed with a tour of underground tunnels beneath the villa, which lead to ancient cellars and an olive mill—two things that make the history come alive. The guided tour offers a glimpse into the traditional process of wine and olive oil production, revealing how these products have been crafted for centuries.

The tasting includes three wines paired with salumi (cured meats), which helps to showcase the estate’s expertise and dedication to quality. Reviewers mention that the owners’ commitment to tradition and authenticity is palpable, making each sip and bite feel special. One guest commented on the “fascinating underground tunnels,” which added a sense of adventure to the tasting.

Fattoria e Villa di Rignana: Off-Roading into Tuscany’s Heart

Next, the thrill kicks in with an off-road drive that whisks you through rolling hills, ancient woodlands, and scenic farmland. Your guides take you through cypress-lined lanes and past churches that seem frozen in time. It’s a chance to see the kind of landscape that makes Tuscany so iconic.

The lunch venue is a rustic winery and restaurant offering stunning views that make every bite and sip even more memorable. Chef-prepared dishes and red wine are served alongside a blind olive oil tasting, which many guests describe as a highlight. The off-road experience is deeply appreciated by travelers who love outdoor adventures—reviewers say it “added a layer of fun” and that the scenery was “breathtaking.”

Poggio Torselli: A Grande Finale

The final stop is Poggio Torselli, a villa with a 600-year history that’s seen many notable families pass through its doors. Here, we explore the grounds, learn about the estate’s storied past, and relax with a final tasting of three wines paired with cheese. Guests enjoy walking around the villa’s lush gardens and soaking in the landscape.

Reviewers emphasize that the last tasting was a perfect way to wind down, with one mentioning that they “left feeling full of knowledge and good wine.” The guide’s stories about the villa’s history add depth to the experience, making it more than just a tasting.

Transportation and Timing

The tour begins at 10:00 am from Piazza dei Cavalleggeri in Florence, with round-trip transfers included—making it very convenient for those who prefer to avoid self-driving or navigating unfamiliar roads. The total duration is around 8 hours, giving plenty of time to enjoy each stop without feeling rushed.

The group sizes are private, which means a more personalized experience where guides can tailor their insights and attention to your interests. The flexibility and exclusivity are especially valuable for honeymooners, couples celebrating anniversaries, or small groups seeking a bespoke experience.

The Value and Price

At $633.82 per person, this is on the higher end for Tuscany wine tours, but the reviews suggest it’s money well spent. Guests often highlight the high quality of vineyards visited, the abundance of tastings—including more wines than initially scheduled—and the overall level of professionalism from guides like Fabio and Alex.

The private nature of the tour ensures you won’t feel rushed or lost in a crowd. The inclusion of meals, tastings, private guides, and transfers makes the experience feel indulgent and well-organized. Travelers looking for a luxury, authentic journey into Chianti’s countryside will find that the cost reflects the quality and exclusivity of what’s offered.

Authentic Experiences That Stand Out

Guests like Jennie and Andrew appreciated guides who were not just knowledgeable but passionate, making the history and wine stories come alive. One reviewer praised Alex’s dedication to making the day memorable and his expertise, describing it as “the best wine experience we’ve ever had.” Fabio’s insights and well-organized schedule also received high praise for creating a relaxed yet engaging atmosphere.

The off-road drives are a highlight, offering views and access that are typically off-limits on standard tours. It’s a reminder that Tuscany isn’t just about vineyards—it’s about the landscapes, the old estates, and the stories that are woven into the land.

Who Will Love This Tour?

This experience is best suited for travelers who want more than just a tasting—those who crave a personalized adventure with scenic drives, historical insights, and authentic Tuscan cuisine. The private setting makes it ideal for romantic getaways, special celebrations, or small groups of friends who value quality over quantity.

If you’re an avid wine lover who enjoys discovering new varietals and learning about the winemaking process, this tour will delight you. Conversely, if your main goal is a quick overview of Tuscany’s wines with a crowded tasting, this might feel overly luxurious for your needs.

This private Chianti off-road wine tour offers an immersive, well-rounded experience that combines history, scenery, and exceptional wines in one package. The careful selection of historic wineries, the scenic drive through Tuscany’s countryside, and the personal touch from guides like Fabio and Alex set it apart from more generic group tours.

The inclusion of a traditional Tuscan lunch, visits to centuries-old estates, and off-road exploration mean you’re not just tasting wine—you’re experiencing the land and culture behind it. While the price is on the higher side, the quality, exclusivity, and authenticity make it a worthwhile investment for those seeking a memorable, luxurious day in Chianti.

Perfect for couples celebrating a special occasion, wine enthusiasts, or travelers craving a genuine taste of rural Tuscany with a dash of adventure, this tour balances education, relaxation, and fun all in one beautifully curated package.

Is the tour suitable for all travelers?
Most travelers can participate, as the itinerary is designed to be accessible and enjoyable for a wide range of ages and activity levels.

What is included in the tour price?
The price covers private transportation, visits to three wineries, tastings of nine wines, cheeses, cured meats, extra virgin olive oil, and a Tuscan lunch with wine.

Can I cancel the tour?
Yes, there is free cancellation available up to 24 hours before the experience, making it flexible if plans change.

What should I wear?
Comfortable clothing suitable for outdoor drives and walking around vineyards and estates is recommended. Layers are a good idea, especially if visiting in cooler months.

Is lunch included?
Yes, a traditional Tuscan meal with red wine is part of the experience, along with a blind olive oil tasting.

Are transfers included?
Absolutely. The tour includes hassle-free round-trip pickup and drop-off from your Florence hotel.

How long does the tour last?
Approximately 8 hours, from start at 10:00 am to return in the late afternoon.

This private Chianti safari is a fantastic way to explore Tuscany’s wine country with a personal touch, scenic views, and a taste of history—perfect for those who want an authentic, immersive experience beyond the typical day trip.