Timewalker wrote:

I vaguely recall something about a ship he served on between the Farragut and Enterprise, but can't think of the name. It wouldn't have been mentioned on-screen, though, so maybe I'm thinking of something I read in The Making of Star Trek...?
But I'm guessing that at one time he must surely have captained sailboats on Earth, or at least in his bathtub. 
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In "Court Martial", it said Ensign Kirk logged Finney's mistake while serving on the USS Republic. The Farragut, when he was a Lieutenant, was mentioned in "Obsession".