In 1986 , Jack Nicklaus won the Masters at age 46 , Bill Shoemaker claimed the Kentucky Derby at 54 , 43 - year - old Ray Floyd captured the U.S. Open .
48 - year - old Bobby Allison won the Daytona 500 .
In 1986 , Jack Nicklaus won the Masters at age 46 , Bill Shoemaker claimed the Kentucky Derby at 54 , 43 - year - old Ray Floyd captured the U.S. Open , and 48 - year - old Bobby Allison won the Daytona 500 .