Spend a full day immersed in Tuscany’s famed Chianti wine country with Under The Tuscan Sun Tours. Meet expert sommeliers and producers as you savor wines and olive oils across exclusive estates.
Spend a full day immersed in Tuscany’s famed Chianti wine country with Under The Tuscan Sun Tours. Meet expert sommeliers and producers as you savor wines and olive oils across exclusive estates.
Book with Under The Tuscan Sun Tours
Verified experiences and guided adventures in the surrounding area.
Operated by Under The Tuscan Sun Tours · Florence, Florence
Florence, the historic heart of Tuscany, serves as the gateway to one of Italy's most celebrated wine regions: Chianti. Just south of this Renaissance city, rolling hills carpeted with vineyards, olive groves, and quaint medieval villages create a landscape that has defined Italian wine culture for centuries. Under The Tuscan Sun Tours offers a distinctive way to experience this famed terroir—a private, 8-hour immersion into Chianti’s world of wine and olive oil hosted by a seasoned Sommelier and a local wine producer. This is no ordinary tasting tour. It is a carefully crafted encounter with Tuscan viticulture that goes beyond sipping glasses of Sangiovese nestled amongst the vines.
The journey unfolds across three renowned wineries, each chosen for its unique heritage, winemaking philosophy, and quality. Visitors gain rare access to behind-the-scenes winemaking processes, from grape to glass, enriching each tasting with intimate stories and technical insight. Alongside sessions sampling exceptional Chianti Classico labels, the itinerary includes expertly guided olive oil tastings, highlighting the region’s rich agricultural diversity. The experience is designed for enthusiasts eager to deepen their palate and understanding of how Tuscany’s soil and climate shape its legendary products.
This private setting, away from crowds, adds an exclusive edge—offering personalized attention and the chance to converse directly with the experts who craft these wines. Under The Tuscan Sun Tours anchors its offerings in authenticity, emphasizing local tradition and sustainable practices integral to Tuscany’s ongoing agricultural heritage.
Whether you’re a seasoned oenophile or a curious traveler keen on Italian food culture, this trip balances education, indulgence, and scenic beauty. It positions Tuscany not only as a destination for wine but as an outdoor cultural experience where the land, its produce, and its people connect uniquely. With Florence’s vibrant art and history nearby, this wine and olive oil journey complements any Italian itinerary with depth and flavor.
Yes, the tour typically includes transport between wineries from the meeting point in Florence.
Some light snacks or lunch paired with wine are often included; check specifics when booking.
Yes, notify the company ahead of time to arrange accommodations.
These are exclusive private tours designed for small groups or couples.
Absolutely, the Sommelier guides you through each tasting with easy-to-understand insights.
Bring comfortable footwear, weather-appropriate clothing, and your enthusiasm for wine.
Under The Tuscan Sun Tours is a Florence-based tour operator specializing in private and small-group experiences across Tuscany and nearby regions. Founded to connect visitors with the cultural, culinary and scenic highlights of central Italy, the company offers a wide range of day trips, shore excursions and immersive activities. Operating from Florence, Tuscany, the catalogue includes private VIP shore excursions from Livorno, La Spezia and Piombino to destinations such as Pisa, Lucca, Florence, Cinque Terre, San Gimignano and the Chianti wine region. Options span guided walking tours with reserved entries (Uffizi, Accademia), winery visits with tastings and meals, truffle hunting with trained dogs, cooking classes, Vespa tours and curated visits to Bolgheri for Supertuscan wine tastings. Services include private vehicles and professional drivers for full-day transfers, small shared tours for groups up to eight people, and tailored itineraries for families or wine enthusiasts. Specific shore excursions list included stops, tasting experiences and local activities, while other experiences emphasize cultural sites such as Michelangelo’s David, the Duomo, and Carrara marble quarries. Under The Tuscan Sun Tours works with licensed local guides and established wineries, restaurants and activity providers to deliver organized itineraries and reserved accesses. The business emphasizes clear pickup arrangements from ports (Livorno, Piombino, La Spezia) and from central Florence, offering a practical way to turn limited time into a full Tuscan experience.
Book with Under The Tuscan Sun Tours