League action takes a break this weekend, paving way for the round of 16 clashes in the top tier Enterprise Cup and the subsidiary Mwamba Cup competition.
Top Fry Nakuru are the first team through to the next round of the competition after 1997 winners Mombasa, whom they were drawn against, pulled out of the competition.
Defending champions Kabras Sugar get their Enterprise Cup title defense with a home fixture against Menengai Oilers at The Bull Ring in Kakamega.
Resolution Impala Saracens, losing finalists last year will be at home to KRU Championship side Mean Machine while KCB take on runaway KRU Championship leaders Strathmore Leos in Ruaraka.
Homeboyz, Enterprise Cup winners in 2018 play away to Kenya Harlequin at the RFUEA Ground as record winners Nondescript welcome Masinde Muliro University of Science and Technology (MMUST) to the Jamhuri Park.
Other fixtures pit Blak Blad against Western Bulls at the Kenyatta University while Stanbic Mwamba are drawn against Kisumu in a fixture slated for the Railway Club.
The Kabras reserves are also defending champions in the Mwamba Cup competition. They will get their round of 16 campaign underway with a home clash against Northern Suburbs as Stanbic Mwamba II host the Daystar Falcons.
Other matches in the Mwamba Cup will see Top Fry Nakuru II play the Catholic Monks with Resolution Impala Saracens II taking on Swara.
Strathmore Leos II are at home to Nondescripts II, Kenya Harlequin II face Shamas Rugby Foundation, Homeboyz II are up against Menengai Oilers II as KCB II play the Administration Police Warriors.
The Enterprise Cup is the oldest and longest running competition in Kenya rugby. First played in 1930, it is also one of the oldest competitions in Kenyan sport.
The Enterprise Cup was originally an annual fifteens rugby competition played between sides from Kenya, Tanzania and Uganda. It is now a fifteens rugby knock out competition for top Kenyan club sides. The original cup was donated by sailors from the HMS Enterprise who had toured East Africa in 1928.
The only years in which the competition has not been played is between 1940–1946 due to World War II , 1987 because an international rugby competition was held on RFUEA Ground as part of the 4th All Africa Games and the 2011/2012 season.
Previous Winners
| YEAR | WINNER | |
| 1930 | Nairobi District | |
| 1931 | Nairobi North | |
| 1932 | West Kenya | |
| 1933 | Eldoret | |
| 1934 | Eldoret | |
| 1935 | Eldoret | |
| 1936 | Eldoret | |
| 1937 | Nondescript | |
| 1938 | Nondescript | |
| 1939 | Eldoret | |
| 1940 | Suspended due to World War II | |
| 1941 | Suspended due to World War II | |
| 1942 | Suspended due to World War II | |
| 1943 | Suspended due to World War II | |
| 1944 | Suspended due to World War II | |
| 1945 | Suspended due to World War II | |
| 1946 | Suspended due to World War II | |
| 1947 | Eldoret | |
| 1948 | Nakuru | |
| 1949 | Nondescript | |
| 1950 | Nondescript | |
| 1951 | Nondescript | |
| 1952 | Coast Province | |
| 1953 | West Kenya | |
| 1954 | Nondescript | |
| 1955 | Kenya Harlequin | |
| 1956 | Kampala | |
| 1957 | Kenya Harlequin | |
| 1958 | Nakuru RFC | |
| 1959 | Kenya Police | |
| 1960 | Nakuru | |
| 1961 | Impala | |
| 1962 | Nakuru | |
| 1963 | Nakuru | |
| 1964 | Kenya Harlequin | |
| 1965 | Impala | |
| 1966 | Nondescript | |
| 1967 | Kitale | |
| 1968 | Kampala | |
| 1969 | Kampala | |
| 1970 | Kampala | |
| 1971 | Impala | |
| 1972 | Impala | |
| 1973 | Impala | |
| 1974 | Impala | |
| 1975 | Nondescript | |
| 1976 | Nondescript | |
| 1977 | Nondescript | |
| 1978 | Nondescript | |
| 1979 | Nondescript | |
| 1980 | Nondescript | |
| 1981 | Nondescript | |
| 1982 | Nondescript | |
| 1983 | Nondescript | |
| 1984 | Nondescript | |
| 1985 | Mwamba | |
| 1986 | Mwamba | |
| 1987 | Suspended due to 4th All African Games | |
| 1988 | Kenya Harlequin | |
| 1989 | Nondescript | |
| 1990 | Nondescript | |
| 1991 | Nondescript | |
| 1992 | Nondescript | |
| 1993 | Nondescript | |
| 1994 | Nondescript | |
| 1995 | Kenya Harlequin | |
| 1996 | Kenya Harlequin /Nondescript shared the trophy | |
| 1997 | Mombasa Sports Club | |
| 1998 | Nondescript | |
| 1999 | Kenya Harlequin | |
| 2000 | Impala | |
| 2001 | Impala | |
| 2002 | Impala | |
| 2003 | Impala /Kenya Harlequin shared the trophy | |
| 2004 | KCB | |
| 2005 | Impala | |
| 2006 | Mwamba RFC | |
| 2007 | KCB | |
| 2008 | Nakuru | |
| 2009 | Kenya Harlequin | |
| 2010/2011 | Kenya Harlequin | |
| 2011/2012 | Not Played | |
| 2012/2013 | Mwamba | |
| 2013/2014 | Nakuru | |
| 2014/2015 | KCB | |
| 2015/2016 | KCB | |
| 2016/2017 | KCB | |
| 2017/2018 | Homeboyz | |
| 2018/2019 | Kabras |