Around 1880 and 1910, Cuba and Yucatán suffered significant social and economic changes. During this period, the cultural relations between these two regions became a constant. This dynamic was very noticeable in the tours that Cuban theatrical and Bufo companies did across South-East Mexico and the increasing impact of Cuban popular music alongside these artistic movements from the island to the continent. Once these musical styles were used and modified by musicians from Yucatán, the Cuban musical genres started to refer to a new regional Yucatán identity. Therefore, this research analyzes how much reinvention and resignification are present in the Yucatán composer Cirilo Baqueiro “Chan Cil’s” (1848-1910) guaracha: Ko’oten boox. The musical and semiotic analysis allows the evaluation of the late XIX century and the early XX century’s musical taste in Yucatán. At the same time, it assesses how music in the Caribbean became a vehicle for multiple identities with contrasting significations.