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Experience a private, full-day wine and olive oil tour in Tuscany’s Chianti region from Florence, including tastings, a 3-course lunch, and stunning vineyard views.

For those seeking an authentic taste of Tuscany, the Chianti from Florence: Private Wine and Olive Oil Tasting in the Tuscan countryside offers a personalized experience that combines the region’s finest flavors with scenic views. Priced at around $368.12 per person, this 6 to 7-hour tour is ideal for travelers who want a relaxed yet immersive day exploring family-run wineries, sampling Chianti varietals, and savoring local olive oils. The tour departs from Florence, starting at 9:15 am, and includes all tastings, a delicious 3-course lunch, and private transportation, making it a comfortable and private journey through Tuscany’s rolling hills.
The private nature of this tour ensures a tailored experience, free from the crowds, with an English-speaking driver guiding you through two different wineries. While the cost might seem steep, it covers multiple tastings, local cuisine, and luxury transport, making it a comprehensive and convenient way to explore Chianti’s culinary treasures. This tour suits wine lovers, foodies, and anyone eager to see the beautiful Tuscan landscape in a relaxed setting. However, travelers should be prepared for a full day of tasting and scenic drives, with limited free time for leisure beyond the scheduled stops.

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The tour begins at Cantinetta Antinori, located at Piazza degli Antinori, 3, Florence. From this central meeting point, a luxury Land Rover or Premium Van in an air-conditioned environment drives you through the Chianti countryside, avoiding the hassle of driving yourself. The private vehicle allows for a comfortable journey with plenty of room to enjoy the scenic views along the way.
The driver is an English speaker, ensuring smooth communication and ease of understanding during the trip. This flexibility is particularly appreciated by those unfamiliar with the area or who prefer a relaxed, hassle-free day without navigating local roads. The private nature of the tour guarantees that only your group participates, offering an intimate experience tailored to your interests.

The first winery, located in the heart of the Chianti Classico region, welcomes visitors with a family-run atmosphere. Here, a family member guides you through the vineyard, explaining the cultivation of grapes and olives. This boutique winery produces a selection of Chianti, Vinsanto, and Grappa, which you taste during the visit.
The tastings include different vintages, giving insight into the variations within Chianti wines. You also sample fresh olive oil, directly from the local press. The visit lasts around 1 hour 30 minutes, providing ample time to learn about the production process and enjoy the flavors in a cozy, personal setting.

The tour continues to a second winery along the Strada Statale 222 Chiantigiana. Here, the family hosts a home-cooked lunch on a terrace overlooking the vineyards. This experience combines local cuisine with wine pairing, emphasizing the differences between various wines and how they complement traditional Tuscan dishes.
Lunch lasts about 2 hours, and guests can relax while savoring regional specialties and local wines. This stop offers a chance to observe the vineyard landscape and learn about food and wine pairing in a genuine, welcoming environment.

Throughout the day, the views of Chianti’s rolling hills serve as a stunning backdrop to the tastings and meals. The vineyards and olive groves stretch across the countryside, creating a picturesque setting that highlights why Tuscany is famous for its scenic beauty and agricultural richness.
The tour’s focus on family-run wineries means visitors experience the personal touch and authenticity that large commercial operations often lack. The terraces and vineyard vistas provide memorable photo opportunities, enhancing the overall experience of exploring Chianti’s landscape.
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While the driver is dedicated solely to transportation, the guides in the wineries are experienced sommeliers and family members who share engaging stories about the wines and olive oils. Their knowledgeable commentary helps guests understand the difference between vintages and the steps involved in production.
The warm, welcoming attitude of the hosts at each winery makes guests feel at home. Their passion for their craft shines through, adding depth and authenticity to the tasting experience.

The lunch at the second winery is a highlight, described as home-cooked and paired perfectly with the wines sampled. Guests indulge in regional dishes that showcase traditional Tuscan flavors, paired with local wines to deepen the tasting experience.
The two-hour meal allows for leisurely enjoyment, conversation, and appreciation of the wines alongside the food. This portion of the tour emphasizes the culinary culture of Tuscany, making it a memorable part of the day.

The tour wraps up between 3:30 pm and 4:00 pm, with a comfortable drive back to Florence. After a day filled with tastings, scenic views, and delicious food, guests return relaxed and full of fond memories of Tuscany’s flavors.
The return journey offers a chance to reflect on the day’s highlights and take in the countryside one last time before arriving back in the city.
This private wine and olive oil tour is ideal for couples, small groups, or anyone seeking a personalized experience with no crowds. The all-inclusive package makes it perfect for those who want to enjoy tastings, a traditional lunch, and scenic views without additional costs or planning.
It suits food and wine enthusiasts eager to learn about Chianti’s production and Tuscan cuisine. However, those with limited mobility should consider the walking involved at the wineries. The tour is less suited to travelers seeking a more active or guided historical tour, as the focus here is on food, wine, and landscape.
For those wanting to explore Tuscany’s wine culture while enjoying the beautiful scenery, this private tour offers a well-rounded day. The personalized approach and inclusive tastings provide great value for a memorable experience. The scenic vineyards, family-run wineries, and authentic Tuscan lunch combine to create a relaxed, flavorful day in Chianti.
While the price point might be higher than group tours, the private format guarantees personalized attention and comfort. Ideal for wineries lovers and culinary explorers, this tour delivers a genuine taste of Tuscan life in a scenic setting.
“Booking this was the best decision we made! It was a great way to see Tuscany and the wineries we visited were incredible! Both were small, family …”
What is included in the tour price?
The price covers two wine tastings, olive oil tasting, lunch with local food and wines, private transportation, and English-speaking driver.
How long does the tour last?
The tour runs approximately 6 to 7 hours, starting at 9:15 am and returning around 4:00 pm.
What stops are included?
Guests visit Castellina In Chianti for wine and olive oil tastings and a second winery with a terrace view where a home-cooked lunch is served.
Is transportation comfortable and private?
Yes, the trip uses an air-conditioned Land Rover or premium van for a private, relaxed journey.
Are dietary restrictions accommodated?
The tour includes local food during lunch; specific dietary needs are not detailed but should be discussed with the provider beforehand.
Can I cancel this tour?
Yes, free cancellation is available up to 24 hours in advance.
Is this tour suitable for children or service animals?
Service animals are allowed, and most travelers can participate, but the tour is primarily designed for adults.
Do I need to book far in advance?
It is recommended to book around 60 days in advance due to limited availability.
What makes this tour stand out?
The private, personalized experience, all-inclusive tastings, and scenic vineyard views make this a top choice for enjoying Tuscany’s best flavors in comfort.
Can I customize the experience?
The tour is private, so it can be tailored to your group’s interests, although specific customization options are not detailed in the data.
Is this tour good for those new to wine tasting?
Yes, the guides in the wineries are knowledgeable, and the tastings are suitable for all levels of wine familiarity.
How do I get to the meeting point?
The tour starts at Cantinetta Antinori in central Florence, accessible via public transportation or taxi.
Experience the true flavors of Chianti with a personalized, all-inclusive day exploring family-run wineries, tasting Chianti wines and olive oils, and enjoying a delicious Tuscan lunch amid stunning vineyard views.