Great Photo! Sorry about your "lost love," but at least you have a song to sing now, "I'm lea-vin' on a hydroplane! Don't know when I'll be back again!" :}
I'm sorry if that seems flippant. It's just that the juxtaposition of the boat with the wake trail that "touches" the nose looks funny to me! (I hope that's understandable...) :)
The wake of the boat looks like its coming out of his nose. I would have waited for the boat to leave or shoot before the boat came into the scene because I would consider it to be a distraction.
The lack of contrast in the image doesn't particularly suit the monochrome conversion. Though I like the composition, the concept is a bit clichéd for me.
I want the ship to be a military naval ship. The longing - for the see - would make more sense to me. The message here just seems to be his girlfriend has gone on holiday! Nice shot though.
The placement of the boats wake is rather unfortunate - almost as though your model is snorting a line of coke... That said, I like the idea of weaving a narrative into your portrait, and your title works well with this.