Originally established in 1938, the club has historically been one of the most successful in the Puerto Rican Professional Baseball League.

It has won eight league titles in its storied history, and also claimed the 1995 Caribbean Series championship, with an undefeated record of 6–0, under manager Luis Meléndez.

In 1995, the Senadores de San Juan assembled one of the strongest teams in the history of the Caribbean Series.

The group, which was dubbed Dream Team, featured Major League Baseball players in most positions, counting with a lineup that included Roberto Alomar, Carlos Baerga, Ricky Bones, Carlos Delgado, Juan González, Roberto Hernández, Carmelo Martínez, Edgar Martínez, Rey Sánchez, Rubén Sierra, and Bernie Williams.

[2] The Senadores returned to the LBPRC in the 2024–25 season under the ownership of Roberto Alomar, as a rebranding of his "RA12" developmental club.