Nice 
As for what to wear ( it didn't seem like you got too many answers on that one ) I say wear either the default Redguard clothing OR the unique red version that http://www.uesp.net/wiki/Skyrim:Nazir wears, scimitar(s) are a must as well 
I like the whole idea of claiming ownership of the ship once done that certain quest for a certain group BUT are the containers safe to store things in? Is it like the abandoned shack, where you gotta return every 9 days to avoid the respawn? Cause if it is, I NEVER remember to return , I'm always too busy and caught up in what I'm doing at the time
Which results in me losing all the stuff I stored 