Top 25 Latin/Hip-Hop Collaborations (From Worst To Best)

Over the last 20 years, pop culture has witnessed the progression of Latin music ascend to new heights, particularly in hip-hop. Artists and producers alike have gone from sampling salsa rhythms on songs by Jerry Rivera to spitting in Spanglish and dancing bachata.

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Legends like Cypress Hill opened up the floodgates for Latino rappers in the early ‘90s, while producers like The Beatnuts and MCs like Big Punisher, Fat Joe and Cuban Link continued to champion the movement throughout New York City, especially in Spanish Harlem and The Bronx.

After reggaeton blew up in the 2000s, mainstream artists all but resisted hopping on the instant smash hits and immediate chart-toppers. Superstar duos like Wisin Y Yandel have cut records with Bone Thugs-N-Harmony, Chris Brown, and 50 Cent. Colombian singer Shakira, who’s worked with Beyoncé, Rihanna and Lil Wayne, could produce an elaborate EP of her culturally diverse hits alone.

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Considering the aforementioned is unlikely to happen, here are 25 of the biggest Latin/Hip-hop crossover collaborations of the past two decades. From worst to best…