| 1988 | 2:10:20 | Larry Ward | SLCC | Castletown to Custom House |
| 2009 | 2:21:44 | Richard Vincent | Soar Valley Canoe Club/ENG | |
| 1990 | 2:23:14 | G. Collins | SLCC Irl | |
| 1996 | 2:23:55 | Robert Coulter | North Down Canoe Club/NIRL | |
| 2007 | 2:24:11 | Richard Vincent | Soar Valley Canoe Club | |
| 2008 | 2:26:44 | Robert McKernan | Voyagers Canoe Club | |
| 1999 | 2:28:53 | Derek Hall | British Canoe Union/ENG | |
| 1994 | 2:29:41 | Ger Cullen | Nore Canoe Club | |
| 2000 | 2:30:01 | Robert Coulter | North Down Canoe Club/NIRL | |
| 2001 | 2:30:35 | Ken Boland | Irish Canoe Union/IRL | |
| 2006 | 2:31:42 | Oisin Cahill | Defence Forces Canoe Club/IRL | |
| 1995 | 2:34:01 | Ger Cullen | Nore Canoe Club | |
| 1997 | 2:34:11 | Robert Coulter | North Down Canoe Club/NIRL | |
| 1991 | 2:35:21 | Malcolm Kerry | Belfast Canoe Club | |
| 2004 | 2:35:22 | Michael Breen | Yoyagers Canoe Club/IRL | |
| 2002 | 2:36:11 | Michael Breen | Voyagers Canoe Club/IRL | |
| 1993 | 2:37:38 | Ger Cullen | Nore Canoe Club | |
| 1989 | 2:37:51 | Peter Sweeney | Tir CC IRL | |
| 2003 | 2:38:26 | Brendan Cranks | Irish Canoe Union/Meath | |
| 2005 | 2:40:11 | Michael Breen | Voyagers Canoe Club/IRL | |
| 1992 | 2:44:18 | Mal Howard | Belfast Canoe Club N. Irl | |