I love this. You managed to emote in art everything one might feel in such a situation. Desire, tension, frustration, fear, and certainly love. I personally really enjoy the way the Captain has embraced the attachment to his ship while also embracing his desire to reach his love interest. Wrapped up clinging to the only way he has available to get closer to hand over the rose.
I think the physics involved would actually hold, would be a bit of a balancing act, true. Having the rope braced with the right leg and the tension of the rope wrapped around his arm pulling the rope into his shoulder would keep him safe ( that's likely totally what I would do anyway ! )
Great detail and depth throughout the image. Well done and congrats on DD 2013. Totally not sure how I missed this then.