My all time favorite vessel name is "Tireless" Besides the obvious factor that it has no tires, it also highlights desirable qualities as do many other vessel names, like Courageous, Perseverance, and Intrepid. The amusing thing about it is that it was built for Roger Firestone. Yes, the Tire guy. It's a 68' Trumpy in Key Largo.
Oildrop makes a good point about phonetically spelling a name over the radio. In the days of AT&T High Seas, it was standard practice, but one yacht name I was never asked to spell on the radio was "Lady Godiva".