I've had to think about this one for a couple of days...
There are things I like, such as the repetition of circles echoing the roundness of the earth, the sense of rolling/rocking on the waves and moving forward through "uncharted" waters at night -- captain and adventurer, navigating by the stars. I'm guessing your friend will be tickled to death.

But it does seem a bit stiff or forced, to me. I'm wondering if the desire to please your friend stole some of your natural spontaneity in creating this image, or perhaps the influence of comments from previous versions.
P.S. Is that an octopus climbing up the back rail?

P.P.S. I love the touch of anchor chains or rope in the lower right corner.