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Discover Tuscany's beauty on a 6-hour private tour from Florence, including Chianti wine tastings, a farm-to-table meal, and visits to Greve and Montefioralle.


This 6-hour private tour begins in Florence, where your English-speaking driver transports you into the heart of Tuscany along the Cassia Vetus, an ancient road that traces centuries of history. The journey offers sweeping views of rolling hills, vineyards, and picturesque landscapes that define the Chianti region. The relaxed pace allows time to appreciate the beauty of the countryside without feeling rushed.
The use of private transportation guarantees a comfortable experience, with space for up to 7 travelers. The tour’s flexibility enhances the overall experience, making it perfect for those who prefer an intimate, personalized visit rather than a crowded group.
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The tour makes a 10-minute stop at Piazzale Michelangelo, one of Florence’s most famous viewpoints. Here, travelers enjoy an unobstructed panorama of Florence’s skyline, including landmarks like the Duomo and Palazzo Vecchio. This stop offers a perfect photo opportunity and a chance to soak in the city’s beauty from a hilltop vantage point.
This brief visit is ideal for capturing memorable images and understanding the city’s layout, providing a meaningful contrast between Florence’s urban charm and the surrounding Tuscan landscape.

Next, the journey takes you to Greve in Chianti, known as the “Capital of the Chianti Classico district.” This charming town features a historic food shop that is one of the oldest in the area. A 30-minute stop allows for strolling through its quaint streets, browsing local shops, and experiencing the town’s vibrant atmosphere.
Greve’s central square, with its arcades and lively vibe, offers a taste of authentic Tuscan life. This stop provides a relaxed environment to enjoy local crafts and perhaps pick up some souvenirs.

The Castello di Montefioralle is included in this tour as a UNESCO World Heritage Site. A 30-minute guided visit invites travelers to explore this well-preserved medieval village. Its narrow streets, historic walls, and panoramic views of the surrounding vineyards make it a highlight for anyone interested in Tuscany’s ancient architecture.
This stop underscores the region’s preservation of its cultural heritage, offering insights into medieval town planning and local history. The visit enhances understanding of Tuscany’s long-standing traditions.

The tour’s lunch stop in San Casciano in Val di Pesa lasts around 2 hours. Here, travelers enjoy a traditional Tuscan meal prepared with farm-to-table ingredients at a historic wine estate. The meal is paired with a top-quality Chianti wine tasting of three glasses, allowing for a deeper appreciation of the region’s renowned wines.
During the meal, guests also sample extra-virgin olive oil at the estate, gaining insight into the local olive oil production. This food and wine pairing delivers a true taste of Tuscany’s culinary excellence.

A key highlight of the tour is a visit to an ancient cellar and wine estate in San Casciano in Val di Pesa. The guided tour explores traditional wine-making processes and the estate’s historic significance. This free admission stop enriches understanding of Chianti’s wine heritage.
The estate’s professional wine guide explains the nuances of wine production, and guests enjoy sampling premium Chianti Classico. This confidence in quality and tradition makes the wine tastings particularly memorable.

Throughout the journey, the driver-guide makes scenic panorama stops, emphasizing the beautiful landscape of the Chianti wine district. The rolling hills, vineyards, and olive groves create a quintessential Tuscan tableau.
These stops allow travelers to appreciate the region’s natural beauty and understand why it’s celebrated worldwide for its picturesque scenery and top-tier wine production.

The meeting point is centrally located at Piazza dei Cavalleggeri in Florence, with options for hotel or apartment pickup on request. The start time at 9:30 am fits well into a full day of exploring.
The tour is designed for a maximum of 7 travelers, fostering an intimate experience. The mobile ticket ensures simple access, and cancellation is free up to 24 hours before the tour, offering peace of mind for travelers planning their Tuscany adventure.
The 5-star rating reflects consistent satisfaction, especially for the quality of the wine tastings and the delicious farm-to-table lunch. The expert driver-guide is praised for their professionalism and ability to craft a relaxed, informative day.
A notable advantage is the attention to local details, from visits to historic towns to tasting sessions at renowned estates. The small group size enhances intimacy and personal interaction, making the experience suitable for those who prefer a more private, engaging tour.
However, travelers should prepare for a full day with some walking and a moderate pace during stops. The cost of $233.47 per person offers a comprehensive experience, combining scenic drives, cultural visits, and culinary delights, making it well worth the price for wine lovers and culture enthusiasts alike.
This tour balances scenic drives, cultural exploration, and culinary indulgence. It’s ideal for those who want to explore Chianti’s heritage while enjoying beautiful vistas and excellent wines. The private nature of the trip ensures flexibility and comfort, with a curated itinerary that touches on Tuscany’s most beloved spots.
While it may not suit travelers seeking a highly physically active or lengthy tour, it offers a perfect snapshot of the region’s essence in a manageable timeframe. The inclusion of a historic wine estate visit and Chianti tastings makes this a compelling choice for wine aficionados.
“What a wonderful day we had with Tommaso. Just can not say enough wonderful things about the day that was organized for us. Our family of 5 had a…”
What is the duration of the tour?
The tour lasts approximately 6 hours, starting at 9:30 am and ending back at the meeting point.
How many people can participate?
The tour is designed for up to 7 travelers, maintaining an intimate atmosphere.
Does the tour include food and wine?
Yes, it features a traditional Tuscan lunch with farm-to-table ingredients, and three glasses of Chianti Classico wine paired with the meal. Guests also enjoy extra-virgin olive oil tastings.
Is transportation included?
Yes, private transportation is provided from Florence to the various stops and back.
Can I request hotel pickup?
Yes, hotel or apartment pickup is available upon request.
What stops are included in the itinerary?
Stops include Piazzale Michelangelo, Greve in Chianti, Montefioralle, and San Casciano in Val di Pesa.
Is there any free time during the tour?
The schedule includes guided visits and tastings, with some free time during stops like Greve and Montefioralle.
What is the cancellation policy?
Guests can cancel free of charge up to 24 hours before the tour for a full refund.
Who leads the tour?
An expert driver-guide accompanies the group, providing commentary and assistance throughout the day.
What makes this tour unique?
The combination of scenic drives, visits to historic villages, Chianti wine tastings, and Tuscan cuisine creates a full, satisfying experience of Tuscany’s countryside and culture.