One of those "coke smuggler" type ocean racers named "Innocent Fishing Boat".
A drag boat with a supercharged Chevy engine named "Blown Budget".
An extreme sail racer from Puget Sound named "Aliens Ate My Buick".
An old IOR racer named "Pusillanimous" - people usually had to look it up.
A Yankee 38 named "Damned Yankee"
When I first saw the movie back in the day I thought "Blade Runner" would be a great name for a race boat but too many other people thought so too it seems.
When I was building my first boat - a VERY beamy quarter tonner, I was going to call it "Reubenesque" but sold it before launch.
Two of the best names ever IMHO are "Windward Passage" and "Running Tide". I don't know how much that is affected by their extraordinary histories.
For bad names, there were
three sailboats in or right near my marina, all named "LadyHawke".