| 1988 | 1:51:38 | T Healy | WWKC | Castletown to Custom House |
| 1993 | 2:01:40 | John Mawer | Celbridge Paddlers | |
| 1994 | 2:03:48 | Adam Strevens | Salmon Leap Canoe Club | |
| 2004 | 2:04:54 | Michael Brennan | Thomastown Paddlers/IRL | |
| 1992 | 2:06:33 | Conor Maloney | Salmon Leap Canoe Club Irl | |
| 1997 | 2:07:20 | James Smith | Wild Water Kayak Club/IRL | |
| 2003 | 2:07:45 | Michael Brennan | Thomastown Paddlers/Kilkenny | |
| 1995 | 2:08:04 | Kevin Pierce | Wild Water Kayak Club | |
| 2009 | 2:09:03 | Liam Banks | Salmon Leap Canoe Club/IRL | |
| 1998 | 2:09:37 | Conor Gallagher | Wild Water Kayak Club/IRL | |
| 1996 | 2:10:04 | James Smyth | Wild Water Kayak Club/IRL | |
| 2001 | 2:10:44 | Mark Geraghty | Hazel Hatch Canoe Club/IRL | |
| 1979 | 2:11:43 | M Banks | SLCC | |
| 1989 | 2:13:45 | Curt Jones | Australia | |
| 1990 | 2:14:09 | D. Francis | SLCC Irl | |
| 1972 | 2:14:20 | S Hugo | S.A. | |
| 1999 | 2:14:32 | David O'Connor | Salmon Leap Canoe Club/IRL | |
| 2008 | 2:14:55 | Tom Brennan | Salmon Leap Canoe Club | |
| 1991 | 2:17:04 | Conor Maloney | Salmon Leap Canoe Club | |
| 2000 | 2:17:47 | David Mangan | Hazel Hatch Kayak Club/IRL | |
| 1974 | 2:18:10 | O Harding | England | |
| 1977 | 2:18:37 | J Blake | Newbridge | |
| 2002 | 2:18:49 | Michael Brennan | Thomastown Paddlers/IRL | |
| 1973 | 2:18:54 | P Gorman | England | |
| 2006 | 2:19:37 | Brian Keogh | Salmon Leap Canoe Club/IRL | |
| 1970 | 2:20:35 | J West | | |
| 1976 | 2:20:55 | D Delaney | SLCC | |
| 1971 | 2:22:40 | I Pringle | SLCC | |
| 2005 | 2:25:11 | Brian Keogh | Salmon Leap Canoe Club/IRL | |
| 1978 | 2:25:46 | M Banks | GTCC | |