Umberto Robina

Umberto's first job: prove yourself by winning a Cuban speedboat course around Starfish Island. Tommy threads buoys at full throttle to earn the Cubans' respect.
Stunt Boat Challenge is the first mission in Grand Theft Auto: Vice City given to protagonist Tommy Vercetti by Cubans leader Umberto Robina from his father's cafe in Little Havana, Vice City.
Just like other missions for Umberto, (Cannon Fodder, Naval Engagement and Trojan Voodoo) this mission can be played at any time even after beating the main story.
Tommy Vercetti receives a call on the mobile phone he stole from Leo Teal from Umberto Robina. After he tells him that he killed Leo, Umberto suggests that he drive to the Café Robina in Little Havana. In the café, Umberto confronts Tommy and questions his masculinity. Tommy insults him right back, and Umberto tells him to prove himself by proving he can drive a boat.
Rico, a member of the Cubans, accompanies Tommy to watch him.
The boat must be driven through a series of checkpoints, including some sections through narrow canals, and a few ramps. Losing speed, lack of boat handling and patience can make Tommy lose time and eventually fail the mission. As some of the checkpoints are in the air above the ramps which requires the boat to be driven with enough speed, good handling and patience.
The checkpoint race must be completed in three minutes or the mission is failed. The mission is also failed if the boat is destroyed.