| Año |
Miss Caraïbes Hibiscus |
Virreina |
Primera Princesa |
Segunda Princesa |
Candidatas |
Sede |
| 1990 |
María Martínez
 República Dominicana |
|
|
|
|
San Martín |
| 1991 |
Christine Marie Luce
 Martinica |
|
|
|
|
| 1993 |
Rachel Stuart
 Jamaica |
Puerto Rico Puerto Rico |
República Dominicana |
 Trinidad y Tobago |
11 |
| 1994 |
Fabiola Laclé
 Aruba |
Michelle Khan
Trinidad y Tobago |
|
|
|
| 1995 |
Ludmilla Canourgues[1]
 Guadalupe |
|
|
|
|
| 1996 |
Sharna Ramloga
Trinidad y Tobago |
Alicia Denise Bausivoir
Guadalupe |
Karina Sosa Villegas
Puerto Rico Puerto Rico |
Krisiss Susana Peña
República Dominicana |
10 |
| 1997 |
Pamela Semmache
Martinica |
Patricia Sellin
Guadalupe |
Marisela Fernández
Puerto Rico Puerto Rico |
Leslia Miller
Bahamas Bahamas |
13 |
| 1998 |
Tanisha Drummond
 Panamá |
Amanda Jardine
Trinidad y Tobago |
Marcele Viviana Brane
 Argentina |
Karine Williams
Martinica |
14 |
| 1999 |
Diluvina Hera
 Venezuela |
Sandrine Dererick
Guadalupe |
Vierushka Algandona Viera
Panamá |
|
|
| 2000 |
Olga Flórez[2]
 Colombia |
Jackeline Negrón Divien
Puerto Rico Puerto Rico |
Astrid Zimarai Rivero Salinas
Venezuela |
|
14 |
| 2001 |
Griselle Santos
Puerto Rico |
Sarolia Adam
 San Martín |
Marsha Seereeram
Trinidad y Tobago |
|
19 |
| 2002 |
Resma Sooden
Trinidad y Tobago |
Laurène Helmin
Martinica |
Carmen Muriel Cruz Claros
 Bolivia |
|
15 |
| 2003 |
Renee Sloane-Seale
Trinidad y Tobago |
Itasha Webster
 Anguila |
Lucia Alva Espinoza
 Perú |
|
20 |
| 2004 |
Liesel Holler
Perú |
Linda Vanessa Consuegra Leal
Colombia |
Ulex Ayana Atwell
 Guyana |
|
17 |
| 2005 |
Fiorella Flores
Perú |
Lydia Martial
Martinica |
Cindy Minatchy
Guadalupe |
|
18 |
| 2006 |
Laurynes Chatenay[3]
 Guyana Francesa |
Clarissa Alberg
 Curazao |
Carleen Ramlochansingh
Trinidad y Tobago |
|
13 |
| 2007 |
Laurien Angelista[4]
Curazao |
Mikayela Solomons
San Martín/Isla de San Martín |
Marissa del Carmen Carreño Pitty
Panamá |
|
18 |
| 2008 |
Angenie Simon[5]
Curazao |
Carolyn Tossas Castro
Puerto Rico |
Negaira Inés Roa Olier
Colombia |
|
16 |
| 2009 |
Yoly Hawley[6]
San Martín |
Sindy Miranda Rodríguez
Colombia |
Stéphanie Labonne
Martinica |
|
15 |
| 2010 |
Tineffa Naisso[7]
Guyana Francesa |
Axel Carolina López Aldana
Venezuela |
Marcia Baptiste
 Dominica |
|
21 |
| 2011 |
Olivia Pinheiro Menacho[8]
Bolivia |
Tatiana Nájera Cardona
Colombia |
Louise Liza Victor
 Santa Lucía |
|
18 |
| 2012 |
Rebecca Pradel[1]
Guadalupe |
Marelissa Him Betancourt
Panamá |
Mileydis Tarrá Barrios
Venezuela |
|
19 |
| 2013 |
Brigitte Golabkan[9]
Guadalupe |
Rosa Emelia Martínez Javier
República Dominicana |
María José Maza Solórzano
Ecuador Ecuador |
|
18 |
| 2014 |
María Alejandra López Pérez[10]
Colombia |
Karla Isabel Peniche Hernández
México México |
Regina Lee Harding
Jamaica |
|
9 |
| 2015 |
Karla Peniche Hernández
México |
|
|
|
|
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