Missions for the Cubans are unlocked after completion of Avery Carrington's missions, with the declaration of war between the Cubans and the Haitians. You are dealing with one man - Umberto Robina - for all four missions. The last mission does not become available until the Haitians' mission line is completed. All four missions are available from Cafe Robina in Little Havana.
Stunt Boat Challenge
Tommy gets to introductions with Umberto, who begins to belittle him. Tommy does bite back, but like an annoying little child, Umberto carries on with his shitty attitude. Umberto soon begins to take a liking to Tommy, and then gets onto the subject of proving that Tommy has "big cojones" by taking a ride on a boat. Tommy then arrives under the bridge at Leaf Links to prove his worth.
You have to collect 27 checkpoints - the first one will begin the challenge. You have 3 minutes to complete the course. You will be jumping over land and going through Leaf Links, through the East Island waterways, down the coast and then back to the bridge. If you hit all the checkpoints perfectly, this should make for a pretty simple checkpoint mission. Otherwise, you may have to practice with controlling watercraft.
Mission Passed: $1,000
Cannon Fodder
As Tommy orders coffee, a tired and anxious Umberto arrives at the cafe. He and his men had to cut and run for Haitians baying for blood, and he only just came out of it unscathed. The Cubans are currently battling them at their processing plant, and Umberto orders Tommy to go over there and provide help.
Get a four-door vehicle and pick up the Cuban thugs, before heading over to the plant in Little Haiti. You have to take out numerous Haitian thugs at the entrance, before you activate the next cutscene, as the Cubans are cut down by a sniper. After more thugs are called in from the Cafe, you have to take the nearby PSG-1, avoiding the Haitians on the ground, and kill the sniper before fighting your way to the entrance of the processing plant.
You have to get into the van filled with the Haitians' product, and deliver it to the Cafe. You're more than likely driving back on flat tyres, but a good driver should easily manage a few blocks south to the Cafe to finish up.
Mission Passed: $2,000
Naval Engagement
Obtaining strong weapons is advised for this mission, along with full Health and Armor.
Umberto grapples Tommy, accusing him of being a snake because the Haitians are still fighting strong. Tommy corrects his train of thought, telling him that he only wants to work for money. Umberto then orders him out to bust a deal that the Haitians are conducting.
Head to the jetty north of Viceport, and Umberto's man takes Tommy off the coast of northern Starfish Island, where the deal is being held. You have to kill those involved in the deal and destroy the boats. A strong weapon will make quick work and your enemies will have less impact on your Health and Armor. You will then be dropped off to grab the briefcases filled with merchandise. Take out the gangsters atop and around this mansion before collecting it all. You are then hit with a 4-Star Wanted Level.
You will have to contend with it on the way back to Cafe Robina. Avoid using the Landstalker outside this mansion, as it is very unstable and useless as a getaway vehicle. Use another vehicle from the nearby mansions, or if you get the opportunity, use a V.C.P.D. patrol car to get back to the Cafe.
Mission Passed: $4,000
Trojan Voodoo
After failing to sweet-talk his way into the lives of two unfortunate women, Umberto is greeted by the presence of Tommy, and asks him for one last job. His men are planning to hit the processing plant that the Haitians control, so he wants Tommy to take his "boy" out to the plant, and use the plant's solvent as explosives to blow it off the face of the earth.
You need to steal a Voodoo, the Haitian gang vehicle. One can be found outside Auntie Poulet's kitchen. You then need to meet up with the rest of the Cubans, and catch up with them at the gates to the processing plant. Stay behind them as you make your way in, and then park up.
The first thing you should do is fight your way inside the plant, and then clear it of the Haitians inside. When you have succeeded in doing that, plant the first bomb. You then have 45 seconds to plant the others and get clear of the factory. When you have planted all three, head towards the gate, which will shut, and turn right as you get near it. Head into the alley and up the steps onto this rooftop to get clear, and admire the fireworks.
Mission Passed: $10,000