Checkpoint Charlie is an asset mission in Grand Theft Auto: Vice City. It is available after the purchase of the Boatyard in Viceport, Vice City. The mission has 6 difficulties, becoming harder by changing the weather and time limit every time you progress. Only the first one has to be completed to finish the asset though.
After the cutscene, the mission can be activated by the player, by either entering the Squalo or Cuban Jetmax located by the jetties. The objective of the mission is to collect 26 packages located across the waterways of Vice City within two and a half minutes. The countdown timer begins once the player enters either boat. Collecting all 26 packages and returning to the Boatyard within the time limit will complete the mission. After completing the first race, Tommy has the options to challenge with 5 more difficulties if the player wants to make some more money. This is not required for completing the asset, all levels are described below. Note that the other 5 difficulties won't make the asset revenue more money, it will just give a higher pay upon completing the race.
Storm and rain
In order to complete the mission the player must:
Collect the packages before the time runs out
It is recommended to use the Squalo instead of the Cuban Jetmax because the Squalo is faster, making it easier to complete the mission.
The reward for completing this is $5000. The Boatyard will also become an asset and generate a revenue of up to $2000 a day. If they player chooses to complete all 6 difficulties, a total of $50000 is made.
iPad 2 Version
Checkpoint Charlie was a location along the Berlin Wall. "Charlie" is also a common nickname for cocaine.
In the iPad version of GTA Vice City, only the Squalo can be used to complete the mission. In the Android version, only the Cuban Jetmax can be used.
However, the player has the option to use the Squalo to trigger the mission upon purchasing the boatyard in the Android version. If the player fails or completes the first race, the Squalo will be unusable for the remaining optional races.
On the fourth difficulty, this kind of foggy weather can only be found during this stage of Checkpoint Charlie and will never occur elsewhere in the game without modifications. It's unknown if this was intentional or not.