Little League World Series (Caribbean Region) Regional championship Regional championship

| Year_ | Aruba | Bahamas | Bermuda | Bonaire | British_Virgin_Islands | Cayman_Islands | Curaçao | Dominican_Republic | Jamaica | Puerto_Rico | Sint_Maarten | U_S_Virgin_Islands | Host_ |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |