The list below lists each country's participant in the Caribbean Little League Region Tournament. That year's winner is indicated in green.
Year
|
Aruba
|
Bahamas
|
Bermuda
|
Bonaire
|
British Virgin Islands
|
Cayman Islands
|
Curaçao
|
Dominican Republic
|
Jamaica
|
Puerto Rico
|
Sint Maarten
|
U.S. Virgin Islands
|
Host
|
2001
|
N/A
Aruba
|
N/A
Bahamas
|
DNQ
|
DNQ
|
DNQ
|
DNQ
|
Pariba LL
Willemstad
|
N/A
Dominican Republic
|
DNQ
|
N/A
Puerto Rico
|
N/A
Sint Maarten
|
N/A
U.S. Virgin Islands
|
None
|
2002
|
Aruba South LL
Sint Nicolaas
|
DNQ
|
DNQ
|
Bonaire LL
Kralendijk
|
DNQ
|
DNQ
|
Pariba LL
Willemstad
|
DNQ
|
DNQ
|
Adalberto Rodriguez LL
Cabo Rojo
|
St. Maarten LL
Philipsburg
|
Alvin McBean LL
St. Thomas
|
Elmo Plaskett LL
St. Croix
|
2003
|
Aruba Central LL
Santa Cruz
|
Grand Bahamas Junior LL
Freeport
|
DNQ
|
DNQ
|
BVI Little League
Road Town
|
DNQ
|
Pabao LL
Willemsted
|
Virgilio Jimenez LL
Santo Domingo
|
DNQ
|
Rosario Y. Cardona LL
Maunabo
|
St. Maarten LL
Phillipsburg
|
Elmo Plaskett LL
St. Croix
|
Wilfredo Ramirez LL
Mayaguez
|
2004
|
Aruba South LL
Sint Nicolaas
|
Grand Bahamas Junior LL
Freeport
|
DNQ
|
Bonaire LL
Kralendijk
|
BVI Little League
Road Town
|
DNQ
|
Pabao LL
Willemstad
|
Virgilio Jimenez LL
Santo Domingo
|
DNQ
|
Jose M. Rodriguez LL
Manatí
|
St. Maarten LL
Philipsburg
|
Elrod Hendricks LL
St. Thomas
|
Aruba North LL
Oranjestad
|
2005
|
Aruba North LL
Oranjestad
|
DNQ
|
DNQ
|
Bonaire LL
Kralendijk
|
DNQ
|
DNQ
|
Pabao LL
Willemstad
|
Antonio Irrizarry LL
Puerto Plata
|
DNQ
|
Tati Lugo LL
Yauco
|
St. Maarten LL
Philipsburg
|
Elrod Hendricks LL
St. Thomas
|
Elmo Plaskett LL
St. Croix
|
2006
|
Aruba North LL
Oranjestad
|
Freedom Farm LL
Nassau
|
DNQ
|
Bonaire LL
Kralendijk
|
DNQ
|
DNQ
|
Pabao LL
Willemstad
|
Antonio Concepcion LL
Moca
|
Bayside LL
Kingston
|
Juan A. Bibiloni LL
Yabucoa
|
St. Maarten LL
Philipsburg
|
Elrod Hendricks West LL
St. Thomas
|
Jaime Collazo LL
Vega Baja
|
2007
|
Aruba North LL
Oranjestad
|
DNQ
|
DNQ
|
Bonaire LL
Kralendijk
|
DNQ
|
DNQ
|
Pabao LL
Willemstad
|
DNQ
|
Bayside LL
Kingston
|
Tati Lugo LL
Yauco
|
St. Maarten LL
Philipsburg
|
Elrod Hendricks West LL
St. Thomas
|
Juan A. Bibiloni LL
Yabucoa
|
2008
|
Aruba North LL
Oranjestad
|
DNQ
|
Bermuda Youth Athletic LL
Southside
|
DNQ
|
DNQ
|
DNQ
|
Pabao LL
Willemstad
|
Los Bravos de Pontenzuela LL
Santiago
|
West Portland LL
Portland
|
Juan Antonio Bibiloni LL
Yabucoa
|
St. Maarten LL
Philipsburg
|
Elrod Hendricks West LL
St. Thomas
|
Bonaire LL
Kralendijk
|
2009
|
Aruba Central LL
Santa Cruz
|
DNQ
|
Bermuda Youth Athletic LL
Southside
|
Bonaire LL
Kralendijk
|
DNQ
|
DNQ
|
Pabao LL
Willemstad
|
Los Bravos de Pontenzuela LL
Santiago
|
DNQ
|
Radames Lopez LL
Guayama
|
St. Maarten LL
Philipsburg
|
Elmo Plaskett East LL
St. Croix
|
Willemstad LL
Willemstad
|
2010
|
Aruba North LL
Oranjestad
|
DNQ
|
DNQ
|
Bonaire LL
Kralendijk
|
DNQ
|
Grand Cayman Island LL
George Town
|
Pariba LL
Willemstad
|
Virgilio Jimenez LL
Santo Domingo
|
DNQ
|
Jose M. Rodriguez LL
Manatí
|
St. Maarten LL
Philipsburg
|
Elmo Plaskett East LL
St. Croix
|
Miguel Luzunaris LL
Humacao
|
2011
|
Aruba North LL
Oranjestad
|
DNQ
|
DNQ
|
DNQ
|
DNQ
|
Cayman Islands LL
Grand Cayman Island
|
Pariba LL
Willemstad
|
José Tatis LL
Puerto Plata
|
DNQ
|
Jose M. Rodriguez LL
Manatí
|
St. Maarten LL
Philipsburg
|
Elmo Plaskett East LL
St. Croix
Elrod Hendricks West LL
St. Thomas
|
Alvin McBean LL
St. Thomas
|
2012
|
Aruba Central LL
Santa Cruz
|
DNQ
|
DNQ
|
DNQ
|
DNQ
|
DNQ
|
Pariba LL
Willemstad
|
Solano LL
San Pedro de Macorís
|
DNQ
|
Jose M. Rodriguez LL
Manatí
|
St. Maarten LL
Philipsburg
|
Elmo Plaskett East LL
St. Croix
Elrod Hendricks West LL
St. Thomas
|
Radames Lopez LL
Guayama
|
2013
|
Aruba Center LL
Santa Cruz
|
DNQ
|
DNQ
|
DNQ
|
DNQ
|
DNQ
|
Pariba LL
Willemstad
|
DNQ
|
Jamaica LL
|
Samaritana LL
San Lorenzo
|
St. Maarten LL
Philipsburg
|
Elmo Plaskett East LL
St. Croix
Elrod Hendricks West LL
St. Thomas
|
Bonaire LL
Kralendijk
|
2014
|
Aruba North LL
Oranjestad
|
Freedom Farm LL
Nassau
|
DNQ
|
Bonaire LL
Kralendijk
|
DNQ
|
Cayman Islands LL
George Town
|
Pabao LL
Willemstad
|
Hector Delgado LL
San Cristobal
|
DNQ
|
Miguel Luzunaris LL
Humacao
|
DNQ
|
Elrod Hendrick West LL
St. Thomas
|
Grand Bahamas LL
Freeport
|
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