Grand Slam tournaments Doherty played in his first Wimbledon Championships in 1894 and lost in the first round to
Clement Cazalet in four sets. In 1897 Doherty won his first singles Wimbledon title after beating reigning champion
Harold Mahony in three straight sets (6–4, 6–4, 6–3). He successfully defended his title for the next three years (1898, 1899, 1900). In 1898 he did so by beating his brother in the Challenge Round in five sets. In 1901 he finally lost his Wimbledon crown when he was defeated in the Challenge Round by
Arthur Gore in four sets). He was also a runner-up at the
US Championships in 1902 where he was beaten by the defending American champion
William Larned in four sets. Together with his brother Laurie he won eight Wimbledon Championships doubles titles and two US Championship doubles titles.
Davis Cup Doherty represented the British Isles in the prestigious
Davis Cup contest from 1902 to 1906. In 1902 he won the doubles match with his brother but lost the final and decisive singles match against American
Malcolm Whitman in straight sets. In 1903 he contributed significantly to his team's first Davis Cup title against the United States by winning the doubles match and the decisive singles match against
Robert Wrenn. Doherty won the Davis Cup trophy a further three times (1904, 1905, 1906) although in these years he only competed, and won, in the doubles matches.
Olympics Doherty won the doubles title (
gold medals were not given at the 1900 Games) at the
1900 Olympic Games in Paris with his brother. He also competed in the singles tournament and reached the semifinal, where he was scheduled to play against his brother. Reggie withdrew, since the brothers refused to play each other before the final. He also won the mixed doubles title with five-time Wimbledon champion
Charlotte Cooper. Doherty did not compete in the
1904 Olympics in St. Louis. In the
1908 Olympics in London, Reggie again won the doubles title, this time with compatriot
George Hillyard. R.F. Doherty was inducted into the
International Tennis Hall of Fame in 1980 together with his brother. ==Death==