Académico 83 was the first club to win an island title, followed by Onze Unidos, Beira-Mar won their first in 1997, Académico 83 won another in 1998, Onze Unidos won six straight titles between 1999 and 2005 with the 2000 season not held.
Académico 83 was the first club to win an island title, followed by Onze Unidos, Beira-Mar claimed their first in 1997, Académico 83 won another in 1998, and Onze Unidos secured six consecutive titles from 1999 to 2005 with no season held in 2000.