Cremaschi began playing soccer with Key Biscayne SC at the age of 6, and at 14 moved to the Weston FC.

In 2022, Cremaschi also made his debut with Inter Miami II, scoring 5 and assisting one in the 2022 MLS Next Pro season.

[5] He made his professional debut with Inter Miami as a late substitute in a 2–0 Major League Soccer win over CF Montréal on February 25, 2023.

[9] In October of the same year, he was called up to a training camp for the United States under-20s to prepare for the 2023 FIFA U-20 World Cup.

On October 8, 2023, Cremaschi was called up to the United States men's national under-23 soccer team ahead of friendlies against Mexico and Japan.