Private daytrip from Florence to explore the Chianti region: includes winery visit, wine tasting, small town visits with a private driver
Private Luxury Experience: Enjoy a personalized tour with a dedicated English-speaking driver in a luxury vehicle.
Exclusive Wine Tasting: Visit an ancient castle with wine production dating back to 1596 and taste exquisite local wines amid frescoed halls.
Charming Town Visits: Stroll through the picturesque towns of Greve in Chianti and Montefiorale, filled with history, art, and local shopping opportunities.
Breathtaking Scenery: Drive through the iconic Tuscan countryside, surrounded by rolling hills, vineyards, and olive groves.
Gourmet Lunch Option: Indulge in a delicious meal under historic frescoes, featuring local Tuscan specialties.
In-Depth Winemaking Insights: Learn about the fascinating process of winemaking from grape cultivation to the final bottle.
- Includes wine tasting and winery visit
- Private English-speaking driver
- Mercedes sedan-minivan
- Flexible itinerary that we can customize for you
- Gourmet lunch available upon request
Description:
Escape Florence for a day and immerse yourself in the timeless beauty of the Chianti region in the heart of Tuscany on this private winery day trip from Florence.
Rolling vineyards, medieval villages, Renaissance castles, world-class Chianti wine, and authentic Tuscan flavors come together in a refined, relaxed experience designed for travelers who want to truly understand the soul of Tuscany.
Traveling with a private English-speaking driver, you will explore one of Italy’s most celebrated wine regions in comfort, flexibility, and style, following scenic country roads through landscapes shaped by centuries of wine and olive oil production.
Itinerary – What You Will Experience
From Florence into the Heart of Chianti
Your private English-speaking driver will meet you directly at your hotel in Florence. Board a luxury sedan or minivan and begin your journey through the gentle hills of Chianti, where vineyards, olive groves, Renaissance castles, and medieval churches define the landscape. This area is among the most historic wine regions in the world, officially recognized as early as 1716, when Cosimo III de’ Medici established the boundaries of Chianti wine production—boundaries still respected today.
Greve in Chianti – Market Town & Local Flavors
Your first stop is Greve in Chianti, a historic crossroads for pilgrims and merchants. Enjoy free time to stroll through Piazza Matteotti, the town’s iconic triangular square lined with open porches. Here you can browse local shops selling high-quality Chianti wines, extra virgin olive oil, pecorino cheese, cured meats, and artisanal Tuscan products—all produced in the surrounding countryside.
Montefioralle – A Medieval Gem Overlooking the Vineyards
Just a short drive from Greve, you will reach the beautifully preserved walled village of Montefioralle. This tiny medieval hamlet sits above vineyards and olive groves and once played an important role along the Via Francigena, the ancient pilgrimage route linking France to Rome and the Vatican. Walking along its circular stone street, you will discover the house traditionally identified as the birthplace of Amerigo Vespucci, the explorer after whom the American continent was named, marked by the Vespucci family symbols of a wasp (“vespa”) and a “V”.
Historic Wine Castle – Cellars, Tasting & Tuscan Atmosphere
Your Chianti experience continues at one of the region’s oldest wine estates, where wine production has been documented since 1596. Visit the estate and its ancient cellars, learn about traditional and modern wine-making techniques, and enjoy a guided wine tasting of excellent Chianti wines. The tasting is accompanied by appetizers and may take place under frescoed ceilings or in the castle gardens during the warmer months, offering a truly atmospheric setting.
Optional Lunch at the Castle
If you wish, you can enhance your day with a full lunch at the castle, featuring authentic Tuscan cuisine paired with local wines. This optional experience can be added by selecting the Lunch option in the booking box on the upper right of this page.
Scenic Return to Florence
After your visit, relax as your driver escorts you back to Florence along the famous “Road 222 – Chiantigiana”, one of Tuscany’s most scenic wine roads, arriving directly at your hotel. The itinerary is flexible and can be customized according to your interests and pace.
Why Choose This Tour
- Private experience with a dedicated English-speaking driver
- Travel in luxury sedan or minivan through Tuscany’s most scenic wine roads
- Carefully selected Chianti villages and historic wine estate
- Authentic wine tasting in a castle with centuries of history
- Flexible itinerary with customization options available
- Ideal balance of scenery, culture, wine, and local food
Who Is This Tour For
- Wine lovers seeking an authentic Chianti wine experience
- Couples looking for a romantic Tuscan day trip from Florence
- Families and small groups wanting comfort and flexibility
- First-time visitors to Tuscany who want a complete overview
- Travelers who prefer private, relaxed, and high-quality experiences
Book with Confidence
Book your private Chianti wine tour from Florence online or contact us to customize the itinerary, or tailor the experience to your travel style. We’ll be happy to help you create the perfect Tuscan day.
FAQs – Tuscany Wine Tour from Florence
How long is the tour?
The tour lasts approximately 6 hours, including travel time from Florence.
Is this a private tour?
Yes, this is a fully private experience with your own driver and vehicle.
Is lunch included?
Lunch is optional and can be added during booking.
Is the tour family-friendly?
Yes, the tour is suitable for families. Non-drinkers can still enjoy the scenery, villages, and cultural aspects.
What should I wear?
Comfortable walking shoes are recommended. Dress appropriately for the season.
Does the tour run year-round?
Yes, the tour operates year-round. Wine estates and itineraries may vary slightly depending on the season.
Can the itinerary be customized?
Absolutely. The itinerary is flexible and can be tailored to your preferences.
Included:
- Private driver and all transportation cost
- Winery tour
- Wine tasting
Not included:
- Gourmet Lunch (optional at additional price)
Languages:
Italian, English
Meeting point:
At your hotel in Florence
Duration:
7 Hours
Options:
Lunch at the Castle
Alternative tours:

