Winery Owner & Entrepreneur

Back to the Land

Pieluigi Tolaini’s energy and passion for excellence saw him build a transportation and logistics company that ranks among North America’s best. But it was to be almost half a century before he returned to his roots to make great wine.

Pierluigi’s 4-year search for a top Tuscan vineyard brought him to Chianti Classico, to the prestigious region of Castelnuovo Berardenga, and to the properties at Montebello and San Giovanni. When Pierluigi first set foot on the amphitheatre- shaped vineyard at Montebello, he knew he had found the perfect balance of climate, soil, and exposure.

The Place

Tolaini Estate


“The Chianti Classico zone is large and varied, stretching from the suburbs of Florence in the north to the outskirts of Siena in the south. Soil and aspect vary greatly within the zone. As a result, there are those who argue that the zone should be divided into subzones, or into communes, as in the Médoc [Bordeaux, France]. If this were the case, the wines from Castelnuovo Berardenga, the southernmost commune, would be the Pauillac of Chianti, for the wines have power, intensity and, at their best, great elegance and longevity.”

 – Oxford Companion to Wine, Third Edition

Today Tuscany is home to the Tolaini Estate, a winery that combines these ancient elements with modern winemaking. We are proud to practice sustainable farming to respect the environment and the biodiversity of our land. 

The symbol “” is taken from the ancient alphabet of the Etruscans and is equivalent to our modern letter “T”. To honor the connection of the ancient with the modern, the symbol “” has been chosen to represent the Tolaini name. The symbol “” is carved into a 3-meter high stone quarried from the vineyard and is proudly placed at the gate of the Estate.

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