I have been really enjoying this for a few days, thank you for making it.
The economy feels a bit off. There should probably be something a bit more active to maintain. Maybe multiple fleets? Maybe active fishing while voyaging? Not sure.
After the first night, I ended up with fairly strong schooners. After the second night I got pearls. Pearls pretty much eliminated the purpose of doing anything else. Their income is far better than anything else I am doing, with no risk of it failing. I doubt Galleons will change that, maybe East Indiamen, but it seems like it would be a week of logging in a couple times a day just to get those.
Also, it might be nice to have a pirate hunter mode where crow's nests are used to look for pirates, instead of hiding from them. At least the ability to stop hiding from pirates once ships are strong enough would be nice.
Probably done for now, but look forward to checking this out again sometime and seeing what you have done with it.