Sir Bear (foaled 1993 in Florida) is a retired American Thoroughbred racehorse who got better as he grew older and raced successfully until retiring at age ten. He was bred by Florida veterinarian, Dr. Al Smollin, and raced by his wife, Barbara. He was trained by Jamaica native from a base at Calder Race Course in Miami Gardens. Sir Bear made his last start at age ten on January 25, 2003, in the Sunshine Millions Classic at Gulfstream Park.