The 28-year-old rapper, born Armando Perez, will be presented with the keys by Regalado during a ceremony Wednesday morning at City Hall.
Pitbull was busted in December 2007 for driving under the influence after his Mercedes was clocked going 93 mph on the Palmetto Expressway. The arrest report noted that Pitbull had a strong odor of alcohol on his breath, his eyes were bloodshot and watery and his speech was slurred. He also failed all field sobriety tests, according to the report.
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He reportedly tried to brush off the incident, telling the arresting officers, "This is a big waste of time your time, papo."
He later refused a Breathalyzer test. The case wasfinally closed just last month, and Pitbull was found not guilty in the incident.
The rapper had previously pleaded no contest in another DUI case in March 2001 and only paid a fine.
Pitbull, also known as "Mr. 305," has talked about his rough past in several interviews, claiming his father dealt drugs in the '80s. He said he began to follow in his father's footsteps, but music set him straight.
Aside from the DUIs, Pit has mostly stayed out of trouble and does a lot of charity work around the city.
His 2009 hit single, "I Know You Want Me (Calle Ocho)," reached No. 2 on the Billboard Hot 100.