I still think it's weird that ANs herself called him "My Pumpkinhead" and had that tattoo'ed on her body - then HKS tells us "Cracker" was her nickname for him, without any explanation as to why, except that she considered herself and him to be "hicks" as a joke.
That's a stupid reason to name a boat that! Why not the "IMAMAROON"?
Crack...Of superior excellence; having qualities to be boasted of (Colloq) One of our Crack speakers in the Commons (Charles Dickens)
Cracker: A noisy boaster; a swaggering fellow
British references...Interesting, since they would be in the Bahamas...