Well here's my take. Since 2002.
18u
2002
BBI Champion -- DBAT
Lone Star --- Stangs
Regional Last Three Teams
Mustangs, DBAT, Houston Heat(?)
Mustangs advanced
2003
BBI Champ -- Knights (Undefeated)
Lone Star -- Stangs
Regional Qualifier Champ -- Austin Wings, Burk
Regional Last Three Teams
Mustangs, Knights, SA Titans
Mustangs advanced
2004
BBI Champ -- Knights (Undefeated)
Lone star -- Stangs
Qualifier Champs - DBAT, Knights
Regional Final Five
DBAT, Stangs, Knights, Hubbers, West Columbia
Hubbers advance
2005
BBI Champ -- Wildcats (Undefeated)
Lonestar -- Stangs (Undefeated)
Qualifier Champs -- Stars, Patriots
Regional Final three
Tigers, DBAT, Wildcats
Wildcats advance
16u16u
2002
BBI Champ -- Knights
Lone Star -- Stangs
Regional Last Three
Tigers(?), Stangs, Knights
Knights advance
MMWS Champ Knights
2003
BBI Champ - Stars
Lonestar Stangs
Regional Final three
(?), Patriots, (?)
Patriots Advance
MMWS Champs -- Patriots
2004
BBI Champ -- Knights
Lonestar -- Stangs
Reg Qaulifier Champs -- Knights, Patriots, DBAT 16
MMWS Qualifier Champs -- DBAT 15
MMWS 15U Champ Tigers
MMWS 3rd DBAT 16
MMWS 2nd DBAT 15
2005
BBI Champ -- Dodgers(?)
Lonestar -- (?)
Reg Qualifier Champs (?)
Regional Last Three
Tigers, Dodgers, DBAT
MMWS 15u Champ Giants
MMWS Champ Tigers
Totals
League Titles
6+ - Mustangs
5 -- DBAT/Knights (Merged 2005)
1 -- Stars
1 -- Wildcats
Qaulifier titles
5 -- DBAT/Knights
2 -- Patriots
AABC WS Appearances
3 -- DBAT/Knights
2 -- Tigers
2 -- Mustangs
1 -- Patriots
1 -- Giants
1 -- Wildcats
AABC WS Titles
2 -- Tigers
1 -- DBAT/Knights
1 -- Giants
1 -- Patriots
Here is the information as best I can remember. Who's the best HS (I limited it to HS since this is a HS board) age summer organization? You decide.
Note: The FW Cats and Arlington A's Super 8 League info was unavailable.