I see alot of people recommending maxing out "Treasure Sense" when it comes to sailing.
In my experience, high level pirates dont tend to have any problem with cash flow/gold. I found Treasure Sense to be a waste to max out in the long run. If necessary I can make more gold in 5 minutes of blackjack at Padres, than an hour of sailing with treasure sense maxed. I maxed it my first pirate, and will not do that again...
My level 40 pirate, has 1 point in treasure sense (just to have it). He has absolutely everything gold can buy other than clothes/jewelry/tats which is user preference. Has 2 war galleons, and a war frigate, has max gold 65k (and I shoveled 20k recently across the poker table to a friend).
Its not a bad skill to put points on, just thought I would throw in my 2 cents as my personal play style determined this wasnt that useful, and that the skill points could be used elsewhere with more effectiveness.
Zeppers lvl 40 - All mastered but lvl 21 cannons
Groggy McJones lvl 26 - All weapons quest/tp quest finished - avoiding story quest
http://pirates.teamofx.us