I'll preface by saying RTS usually isn't something I go for, but adding the time leaderboard on the side enticed me to really get into how the game works.
The ambiance is relaxing despite the sort of bleak story, and the foggy visuals accentuate both sides of that comparison to me, so it felt really well put together.
Moving my ships did feel a bit inconsistent. I think there might be a check trying to stop me from drawing a path directly over land or a town, but it also happened a lot when just clicking, so it felt somewhat random at times whether my command to move a ship would go through. I did also face the issue of getting my ships stuck under towns in my earlier runs, but it is avoidable.
I do like the randomization aspect, it really facilitates on-the-fly decision making and routing when doing runs. Though there are some truly evil seeds in there (no-one buying anything at the 4 nearest lighthouse shops) so I definitely cut some runs short just by looking at the map. In particular if one of the items needed was exclusive to a certain town on the top-middle-right.
Randomizing the ships on the other hand was interesting but a bit frustrating at times. In practice I often would just look to see if I got a good map, and deal with the hand I was dealt as far as ships came. A particularly not great first ship I got could only hold one barrel of water while also not being too fast. and I'm honestly not sure how good armour could be since I just avoided land wherever I could? Maybe it'd help me brute my way to that far off town if I tried it.
All that being said I appreciated the humor in the opening journal, and the chance to flex my routing brain muscles. I maybe could've done better if I was willing to deal with more ships at a time; but here's my best: 
Congratulations on the game by the way! It is impressive, even moreso that it's engineless.
P.S. Appreciated all the random sea-based pun names.