Bob Pellegrini was a Manhattan graphic designer with no wine background when he and his wife Joyce partnered in a small North Fork vineyard in the early 1980s and found themselves drawn in. In 1991, after Bob spent a full year just planning the project, the couple built a 14,000-square-foot Cutchogue winery — one of the first on Long Island engineered to handle the entire winemaking process, including gravity-assisted cellars, on one site. Winemaker Russell Hearn helped establish the early style; the estate has since grown to three vineyards, all estate-grown, farming Chardonnay, Gewürztraminer, Sauvignon Blanc and the Bordeaux reds the North Fork has built its reputation on. Pellegrini remains one of the few Long Island wineries with a mechanical punch-down system, and its two-level, light-filled tasting room, along with a gated library of past vintages for club members, has made the estate a fixture of North Fork weddings for more than two decades.