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Private tourOnly your group will participate
Pickup offeredSee the meeting and pickup details below
Overview
Imagine sipping world-renowned Chianti wines in an enchanting medieval castle, surrounded by the picturesque hills of Tuscany. This dream can become a reality with a private Chianti wine tasting tour at castle wineries. Experience an intimate, luxurious journey through the heart of Italy’s most famous wine region. Whether you’re a seasoned wine connoisseur or simply curious to learn more, this exclusive tour promises an unforgettable immersion in history, culture, and, of course, exceptional wines. Follow your dream with us! Let the castles in Tuscany enchant you with their historic legacy and the array of top class-wines.
Have you ever dreamt of traveling back to the era of nobles and kings? Let us be your portal to the past, transporting you to three of the most ancient and emblematic castles in the heart of Chianti Classico. Be part of a story of knights and dames, where, in times of peace or war, wine was essential—crafted to raise the spirits or toast to better days.
What's included
100% private tour
Visit of 3 castle-wineries
Experienced sommelier/guide with you the entire day
Gourmet lunch
Private transportation
Wine tastings
Pickup from your accommodation
Gratuities
What to expect
Florence
1h
Pick you up from your accommodation in Florence at 9,00am. Our driver will normally be at your address at 8,45am. We will then drive to the first winery which will take approximately 1 hour.
Barberino Val d'Elsa
1h 30m
Step back in time as you explore this historic castle, now a renowned winery celebrated both in the region and worldwide.
On this tour, you’ll visit the estate grounds, remnants of the old castle, sprawling vineyards and the underground wine cellars—a distinctive feature capturing the spirit of the estate. The estate also boasts a charming amphitheater in its extensive gardens, preserving the memory of a bygone era. After your tour, enjoy a tasting of four distinctive wines, each reflecting the unique terroir of the estate.
Radda in Chianti
3h
Set within the walls of a medieval fortified village, this 11th-century winery carries a legacy of four generations dedicated to crafting wine, olive oil, and vinegar. The winemaking process unfolds in former castles, basements, deconsecrated churches, and other historic buildings throughout the village, connected by a unique network of underground “vinoducts.” You’ll enjoy a wine tasting in the wine room inside the former castle, followed by a gourmet lunch in a regal setting that beautifully preserves timeless traditions.
Gaiole in Chianti
1h 30m
A cornerstone of the modern Chianti Classico revival, this castle was once owned by a prominent family during the Holy Roman Empire. Though destroyed at one point, the castle rose from its ruins, and new dwellings were built, allowing the vineyards surrounding this medieval hamlet to produce valuable wines. As early as the 18th century, Grand Duke Peter Leopold of Tuscany praised these wines, noting the exceptional quality of the vines around the Castle. The winery is renowned for its world-awarded wines, blending long-standing traditions with modern practices.
Your visit will take you through the estate, the vinification plant, aging cellars, and the charming village, complete with its villas, ancient chapels, and gardens. The historic ambiance is complemented by contemporary art collections scattered throughout the property. The tour concludes with a private wine tasting in the winery's Enoteca
Florence
1h
Your guide for the day will drop you back to where you were picked up. Guides can drop clients back to other locations with prior notice.
Meeting and pickup
Pickup details
Pickup is included in a radio of 3 KM and can be requested during booking or communicated before the day of the tour.
Additional information
Infants are required to sit on an adult’s lap
Suitable for all physical fitness levels
Minimum drinking age is 18
Children must be accompanied by an adult
If you have any special dietary requirements, please inform us in advance
Cancellation policy
For a full refund, cancel at least 24 hours before the scheduled departure time.