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.
Pickup included
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.
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.
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.
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
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.
Florence, the capital of Italy's Tuscany region, is a treasure trove of art, architecture, and history. Known as the birthplace of the Renaissance, it's home to iconic masterpieces, stunning cathedrals, and a rich cultural heritage that continues to captivate visitors from around the world.
The Florence Cathedral, known as the Duomo, is a masterpiece of Renaissance architecture. Its iconic dome, designed by Brunelleschi, offers panoramic views of the city.
One of the world's most famous art museums, the Uffizi Gallery houses works by Botticelli, Michelangelo, and Leonardo da Vinci.
A medieval stone bridge famous for its jewelry shops. It's one of the most iconic landmarks in Florence.
A panoramic terrace offering breathtaking views of Florence. It's a perfect spot for sunset and photography.
Home to Michelangelo's famous statue of David, the Accademia Gallery is a must-visit for art lovers.
A thick-cut, grilled T-bone steak, seasoned simply with salt and pepper. It's a must-try for meat lovers.
A hearty vegetable and bread soup, traditionally made with leftover bread and vegetables. It's a classic Florentine dish.
A Florentine street food made from the fourth and final stomach of a cow. It's typically served in a sandwich.
Almond biscotti traditionally served with Vin Santo, a sweet Tuscan wine. They are crunchy and perfect for dipping.
These months offer pleasant weather and fewer crowds compared to the summer peak. Ideal for sightseeing and outdoor activities.
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GMT+1 (CET), GMT+2 (CEST during daylight saving time)
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Florence is generally safe for tourists, but pickpocketing and petty theft can occur, especially in crowded areas. Be aware of your surroundings and take precautions to protect your belongings.
Santa Maria Novella Station
Villa Costanza Bus Station, Florence Airport Bus Terminal
The bus network covers the entire city and is the primary mode of public transport. Buses are frequent and reliable.
Available • Apps: MyTaxi, FreeNow
Car, Bike, Scooter
A medieval city known for its stunning Piazza del Campo and the Palio, a traditional horse race held twice a year.
Home to the iconic Leaning Tower of Pisa, this city offers a mix of historic sites and scenic views.
A picturesque wine region known for its rolling hills, vineyards, and charming villages.
Price varies by option