| Class: | Grade I Stakes |
| Horse Race: | Copa Confraternidad del Caribe |
| Location: | Variable |
| Inaugurated: | 1974 |
| Race Type: | Thoroughbred |
| Website: | ClasicoCaribe.Org |
| Distance: | NaNmiles |
| Surface: | Dirt |
| Track: | Left-handed |
| Qualification: | 3-year-old and plus |
| Purse: | US$100,000 |
The Copa Confraternidad del Caribe is the second most important race in the Caribbean Series festival.
| Year | Host Track | Winner | Jockey | Trainer | Owner | Time | Notes |
|---|---|---|---|---|---|---|---|
| 2023 |  Presidente Remón |  El De Froix | Irad Ortiz Jr. | Ricardo D'Angelo | Stud Perseverancia | 2:03:85 | |
| 2022 | La Rinconada | El De Froix | José Ortiz | Juan Carlos Garcia | Stud Alvajos | 2:03.96 | |
| 2021 | Camarero |  El Santo | Ricardo Santana Jr. | Jaime Rionda | Cuadra J.R.R | 2:06.75 | |
| 2020 | Not held | ||||||
| 2019 |  Gulfstream Park | Kukulkan | Irad Ortiz Jr. | Fausto Gutierrez | St. George Stable LLC | 2:04.19 | Held over 1 1/4 miles (2.000 meters) |
| 2018 | Gulfstream Park | Jala Jala | Irad Ortiz Jr. | Fausto Gutierrez | Cuadra San Jorge | 2:08.46 | Held over 1 1/4 miles (2.000 meters) |
| 2017 | Gulfstream Park | El Tigre Mono | John R. Velazquez | Carlos Espino | Stud Marathon | 2:05.69 | Held over 1 1/4 miles (2.000 meters) |
| 2016 | Camarero | Arquitecto | Irad Ortiz Jr. | Jose Dan Velez | Establo Rafanil | 2:08.84 | Held over 1 1/4 miles (2.000 meters) |
| 2015 | Presidente Remón | Eclaire | Luis A. Contreras | Fausto Gutiérrez | Cuadra San Jorge | 2:08.42 | Held over 1 1/4 miles (2.000 meters) |
| 2014 | La Rinconada | Don Carlos R | David Rosario | Ramon Morales | Costazul Racing | 2:07.03 | Held over 1 1/4 miles (2.000 meters) |
| 2013 | Presidente Remón | Dicky's Angel | Luis E. Arango | Alberto Paz Rodríguez | Stud Car-12 | 2:06.93 | Held over 1 1/4 miles (2.000 meters) |
| 2012 | Camarero | King Carlos Juan | Jean Carlos Rodriguez | Carlos Arteaga | Stud Santanita | 2:08.30 | Held over 1 1/4 miles (2.000 meters) |
| 2011 | Presidente Remón | Tato Zeta | Richard Bracho | Juan Carlos Ávila | Stud Los Amigos | 2:09.90 | Held over 1 1/4 miles (2.000 meters) |
| 2010 | La Rinconada | El Decano | J. C. Rodriguez | Cezar Cachazo | Los Federales | 2:03.4/5 | Held over 1 1/4 miles (2.000 meters) |
| 2009 | Camarero | Soy Conquistador | Ramon Vazquez | Maxino Gomez | Establo Edelsam | 2:07.36 | Held over 1 1/4 miles (2.000 meters) |
| 2008 | Camarero | Taconeo | Santiago Gonzalez | Gustavo Delgado | Establo Paula-C | 2:03.97 | Held over 1 1/4 miles (2.000 meters) |
| 2007 | Camarero | Gran Estefania | Emisael Jaramillo | Gustavo Delgado | Stud Tite Loy | 2:02.30 | Held over 1 1/4 miles (2.000 meters) |
| 2006 | El Comandante |  Miracle Man | Cecilio Penalba | Allan E. Williams | Joseph Duany | 1:59.20 | Held over 1 3/16 miles (1.900 meters) |
| 2005 | El Comandante | Paso Real | Angel Castillo | Julio Ayala | Abi-Car-Leo | 2:00.66 | Held over 1 3/16 miles (1.900 meters) |
| 2004 | El Comandante | Arzak | Rafael Torrealba | Julio Ayala | Stud Papa Juan | 1:59.47 | Held over 1 3/16 miles (1.900 meters) |
| 2003 | El Comandante | My Own Business | Angel Castillo | Antonio Bellardi | Stud Fantasia | 2:01.07 | Held over 1 3/16 miles (1.900 meters) |
| 2002 | El Comandante | My Own Business | Emisael Jaramillo | Antonio Bellardi | Stud Fantasia | 1:59.35 | Held over 1 3/16 miles (1.900 meters) |
| 2001 | El Comandante | Gran Duque | John Bisono | Ramon Morales | Dr. Jose Lazaga | 2:02.59 | Held over 1 3/16 miles (1.900 meters) |
| 2000 | El Comandante | High Security | Emisael Jaramillo | Ali M. Ayubi | Stud Ayubi Flores | 2:00.18 | Held over 1 3/16 miles (1.900 meters) |
| 1999 | Presidente Remón |  Senorita | Johnny Rojas | Jose Mendez | Ing. Santiago Salem | 2:08.00 | |
| 1998 | Santa Rosa Park | Steffany's | Jesus Barria | Alberto Paz Rodriguez | Oscar Teran | 2:08.3/5 | |
| 1997 | Not held | ||||||
| 1996 | El Comandante | Man On The Moon | Roberto Perez | Roberto Arango | Stud San Marino | 2:01.05 | Held over 1 3/16 miles (1.900 meters) |
| 1995 |  V Centenário | El Incorruptible | Melvin Toro | Rafael Castro | Establo Candice | 2:00.2/5 | |
| 1994 | El Comandante | Verset's Jet | Andy Hernandez | Pablo Schneider | Establo Mandarria | 1:58.1/5 | Held over 1 3/16 miles (1.900 meters) |
| 1993 | El Comandante | Patricio | Cornelio Velásquez | Alberto Paz Rodriguez | Stud San Patricio | 1:59.3/5 | Held over 1 3/16 miles (1.900 meters) |
| 1992 | El Comandante | By Pass | Cornelio Velásquez | Alberto Paz Rodriguez | Stud Semucho | 2:00.1/5 | Held over 1 3/16 miles (1.900 meters) |
| 1991 | El Comandante | Espaviento | Roberto Perez | Andy Farrugia | Stud Liz | 1:58.2/5 | Held over 1 3/16 miles (1.900 meters) |
| 1990 | Santa Rita | Mon Coquette | Juan V. Tovar | Agustin Bezara | Maria Esperanza de Miglietti | 1:36.2/5 | Fillies only; held over 1 mile (1.600 meters) |
| Randy | Juan V. Tovar | Manuel Azpurua | Stud La Fontonera | 2:06.2/5 | Colts only | ||
| 1989 | El Comandante | In Bold | Daniel Flores | Jaime Alexander | Lazaro Barreras | 1:58.4/5 | Held over 1 3/16 miles (1.900 meters) |
| 1988 | Caliente | Forindi | Jose Alferez | Alfredo Márquez | Jorge Inzunza | 2:02.1/5 | |
| 1987 | Not held | ||||||
| 1986 | Caliente |  Marroquin | Jose Garcia | Manuel Munar | Haras Santa Lucia | 2:03.0 | |
| 1985 | La Rinconada | Indudable | Miguel V. Blanco | Julio Ayala | Stud Valecito | 2:06.4/5 | |
| 1976–1984 | Not held | ||||||
| 1975 | La Rinconada | Gran Tiro | Angel F. Parra | Antonio Algarbe | Stud Tiro | 2:08.4/5 | |
| 1974 | El Comandante | Eugenio | Ruben Hernandez | Andres Ferrugia | Amelia O. de Lopez | N/A | Held over 3/4 mile (1.200 meters) |