If it was in the USA that Paul Cayard took his first steps in world of sailing, it was on Italian boats that he became a champion and household name: in 1989 he won the Maxi World Championship with Gardini's Moro and the One Ton Cup in Naples on Pasquale Landolfi's Brava. From 1989 to 1992 he took care of the Moro challenge in Venice: he had already been involved twice in the America's Cup, in 1983 on Blackaller's Defender and in 1987 on the USA. With the Moro he wins the Vuitton Cup against the New Zealanders and loses in the final with America 3. Three years later, in 1995, he finds himself in San Diego as defender, helmsman of Conner's Stars & Stripes: this time the Kiwis take revenge and take the Cup to Auckland. He agrees to lead a Whitbread team, the round the world in stages with crew, with EF Language and his first experience of ocean racing, he overtakes everyone and wins. With AmericaOne at the finals of the Louis Vuitton Cup he is beaten during the Americas Cup by the now legendary Italian boat Luna Rossa. In 2006 he took part in the Volvo Ocean Race finishing second.