After another winter without play, Habana won its fourth consecutive championship in 1885, with Ricardo Mora replacing Bellán as manager.

The next winter, 1889–90, the Reds eked out their eighth victory in nine seasons, with a 14–3 record that placed them 2 games ahead of runner-up Fe.

The following winter, 1890–91, brought Habana's first losing season, when they lost several of their star players to other teams as professionalism crept into the league.

[4] The winter of 1894–95, with the Cuban War of Independence underway, the Spanish government halted the season after violence broke out at a game between Habana and Almendares.

The next winter, peace had returned under the U.S. military occupation, and Habana won another championship, going 9–3 with Alberto Azoy as the new manager.

[5] The 1900 season brought integration to the Cuban League, as a new team, San Francisco, consisting of black players won the championship, beating Habana by 3 games.

His teammate, Luis Padrón, led the offense, leading the league with a .386 batting average, 4 triples, and 2 home runs.

First baseman Julián Castillo led the league in average (.330), hits (37), and triples (4), and tied for the lead in home runs (2).