The 44-year-old, real name Armando Christian Perez, has sold more than 25 million albums worldwide and 100 million singles.
It's only during his most recent tours that people have been dressing as him en masse - something he says is "an honour".
"It's the ultimate trophy to be able to go on stage and see all the hard work that you put into the music. I've been in the game for 25 years and to see every demographic, everybody [dressing up] at the shows is priceless," he adds.
Pitbull, whose parents are from Cuba, began his career in the Latin hip hop scene, taking inspiration from the musical influences of his hometown of Miami.
His transition to pop began in the early 2010s, bringing with it chart success and collaborations with global artists such as Christina Aguilera, Usher and Shakira.
Due to the emergence of streaming over radio plays, Spanish music has been able to thrive in countries where it's not a native language, something Pitbull has been able to use to his advantage.
"There's an irony as I'm kind of an anomaly in the music business," he says.
"In the Latin world they said I was too English, and in the English world I was too Latin, so to bring it together now, when it all really started around 2010, feels really good."
A section of Pitbull's setlist is dedicated to his favourite Spanish language songs and those from his own back catalogue.
"I now get the chance to merge the worlds together and to be able to hit the stage and see the power of music, no matter the language," he adds.
Pitbull says it's a "really powerful thing" to have "people coming up to me and say 'I learned Spanish due to your words'".

