Fischer shares a record of five challenges for the America's Cup, with Sir Thomas Lipton. He first challenged for the 1983 America's Cup in "Advance", the year "Australia II" won. He led subsequent challenges in 1987 in "Steak'n'Kidney", and 1992 in "Challenge Australia". He made his third and fourth attempts at San Diego in 1992 and 1995 and his fifth in Auckland in 2000.