Here are the Past Female Calypso Winners who proved themselves through out time. We extend congratulations
| 1980 | Sobriquet – Calypso Joyce Name – Song – |
| 1992 | Sobriquet – Lady Falcon Name – Michelle Oscar Song – The Apple & Got to Go |
| 1993 | Sobriquet – Singing Althea Name – Althea Williams Song – Price to Pay & Groove Me |
| 1994 | Sobriquet – Singing Althea Name – Althea Williams Song – Woman’s Plight & Just for Fun |
| 1995 | Sobriquet – Singing Althea Name – Althea Williams Song – U Plus Me & Child of Jah |
| 1996 | Sobriquet – Singing Sonia Name – Sonia Wilkins Song – |
| 1997 | Sobriquet – Singing Sonia Name – Sonia Wilkins Song – Employee Rights & Stay Single |
| 1998 | Sobriquet – Gee Bee Name – Gloria Benjamin Song – Wap & Ah Come to Sing |
| 1999 | Sobriquet – Name – Song – No Competition |
| 2000 | Sobriquet – De Empress Name – Vanessa Shiipley Song – We Don’t Want It Here |
| 2001 | Sobriquet – Ivena Name – Lena Philip Song – Old Road Fight & Save Miss Calypso |
| 2002 | Sobriquet – Queen Ivena Name – Lena Philip Song – |
| 2003 | Sobriquet – Queen Ivena Name – Lena Philip Song – Razor Lady & Robin Hood |
| 2004 | Sobriquet – Queen Ivena Name – Lena Philip Song – Respiration for Africa & After Lester |
| 2005 | Sobriquet – Queen Ivena Name – Lena Philip Song – Don’t Pressure Me & What Did Castro Tell You Mr. Spencer |
| 2006 | Sobriquet – Singing Althea Name – Althea Williams Song – Lock She Up Every Sun Shine Have a Sun Set |
| 2007 | Sobriquet – Singing Althea Name – Althea Williams Song – De Wrong Road |
| 2008 | Sobriquet – Singing Althea Name – Althea Williams Song – |
| 2009 | Sobriquet – Queen Ivena Name – Lena Philip Song – VC Bird Wouldn’t Eat Shawarma |
