
Shoot The Messenger
Salvatore wants Toni to whack a wiseguy on a boat off the coast of Staunton Island.
Sailing Away
Grab a vehicle and make your way to the South-West of Staunton Island. You'll find Salvatore's boat docked at the wooden jetty which looks out towards the airport in Shoreside Vale.
Once you get in the boat, the target will be marked on your map. He's floating by a small island just to the South of your location.
Sail out to meet him and he'll flee, so you'll need to give chase and pull alongside him so you can blast away with a drive-by. He has a gunman on board who will fire at you, but it shouldn't take long to kill him, then you can continue the chase in peace.
If for some reason you're unable to take him out before he reaches the jetty near the stadium, he'll dock the boat and flee on foot.
Toni will also appear on the dock where you'll need to give chase, but be aware there are two guards who will shoot at you if they don't end up drowning themselves in the water first.
Reach the main road and the wise-guy will steal a car that was conveniently parked there for him, so you'll need to grab a vehicle and chase him.
After a minute or so he'll arrive at a garage in Fort Staunton. If you still haven't killed him by this point, you're screwed.
Mission Failed!
Fortunately, as long as you have a submachine gun, drive-bying the boat doesn't take long so it's much more likely you'll kill him before he gets anywhere near the dock. Keep chasing and shooting at him, and eventually his boat will catch fire.
After the mission, Toni appears on a jetty at the North-West of Staunton Island. Strangely, the wise-guy's two guards usually spawn there too and may shoot at Toni, but they're pretty dumb and are more likely to fall in the water and drown.
Mission Passed!
Immediately after completing the mission, a message will be displayed to inform Toni the Wiseguy outfit has been unlocked at the safehouse.
A short time after the mission, Toni will receive a phone call from McAffrey saying he has some news that Salvatore might appreciate, unlocking his next mission.
- Reward: $3,000
- Outfit Unlocked: Wiseguy
- Mission Unlocked: Munitions Dump