That blimp looks like the most secured location on this boat. If Raleigh's really as smart the police file suggests, then that's where I'll find him.
― Sly just before entering Raleigh's boat[src]
Sly approached Sir Raleigh's boat and got a good glimpse of the storm machine floating above it. He suspected it to be the most secured location on the boat, and where he would find Raleigh. However, Bentley informed him that this plan was flawed, since Sly first needed to destroy an electric generator that was powering an electric tube, which led to the other side of the boat. The generator was locked down, and to destroy it, Sly first needed to find at least two more treasure keys, which were heavily secured.
Bentley pointed Sly to one of his holographic markers, which he used to mark the areas Sly had to explore. Sly explored these areas and managed to gather up more keys.
After smashing the generator, Sly was able to pass through the tube and reach the other half of Raleigh's boat. There, Bentley informed Sly of a plan he hatched to help get him up to the storm machine. The only way Sly could get up there is by shooting himself out of the cannon stationed ahead. Determined to retrieve his family's Thievius Raccoonus, Sly continued exploring the remaining sections of the boat, collecting seven keys altogether, which he used to unlock the cannon. He then jumped in and launched himself up to the storm machine, where he defeated Raleigh and claimed what was rightfully his.