TRINIDAD & TOBAGO

1966  Diane DeFreitas

1971  Maria Jordan

1975  Donna Sandra Dalrymple

1976  Patricia Anderson Leon (SF)

1977  Marlene Villafaña

1978  Kathleen Thomas

1979  Marlene Coggins (SF)

1980  Maria Octavia Chung

1981  Rachel Ann Thomas (SF)

1982  Althea Ingrid Rocke (5th RU)

1983  Esther Farmer

1984  Ria Judy Joanne Rambardan

1985  Ulrica Christina Phillip

1986  Giselle Jeanne-Marie Laronde (winner)

1987  Maria del Valle Xavier

1988  Wendy Baptiste

1989  Samantha Bhagan

1990  Guenevere Helen Kelshall

1991  Sastee Bachan

1992  Renée Garib

1993  Denyse Michelle Paul

1994  Anabel Thomas

1995  Michelle Khan (2nd RU)

1996  Sharda Ramlogan

1997  Mandy Jagdeo

1998  Jeanette Marie La Caille

1999  Sacha Anton

2000  Rhonda Rosemin

2001  Sasha St. Hill

2002  Janelle Denice Rajnauth

2003  Magdalene Walcott (SF)

2004  Kenisha Nalisha Finita Thom (SF)

2005  Jenna-Marie Andre

2006  Tineke de Freitas

2007  Valene Maharaj (Top 5)

2008  Gabrielle Walcott (2nd RU)

2009  Ashanna Arthur

2010  Davia Chambers

2011  Lee-Ann Forbes (Top 30)

2012  Athaliah Tizrah Samuel

2013  Sherrece Dalilah Dalana Mary Villafana

2014  Sarah Jane Wadell (Top 26)

2015  Kimberley Farrah Singh

2016  Daniella Olivia Marie Walcott

2017  Chandini Chanka

2018  Ysabel Amara Samnadda Bisnath

2019-2020  Tya Janè La Shon Ramey (Top 40) (Miss World Caribbean)

2021-2022  Jeanine Kimberly Brandt (Top 40)

2023-2024  Aché Abrahams (Top 4) (Miss World Caribbean)