Ahoy Darkstar! Welcome back to the Caribbean!
If you're really looking to get more involved in to the Caribbean, I would suggest before you seek out to get membership you consider finding yourself a good, active guild that will be able to show you more of what these sea's have to offer than if you sailed them alone. Your most likely chance of find a guild that suits you is looking right here on POF, where a large, diverse group of guilds are housed.
Dozens of guilds from all across the Caribbean can be found in the
Guilds and Clans Section, all of which are unique and seek to provide something different for it's members. Cruise through some of the guild threads in there and seek which one you may think will fit you the best!
There are also a few guilds that have more of a prevalence here on the forums and are housed within their own subforums, namely
Black Bart's Krewe, Emerald Regiment, and my own guild,
Partners N Crime. Be sure to check these out as well!
If you ever have any questions regarding our fair Caribbean, always feel free to contact myself or any one of the other fine pirates who roam around POF!
See you on the High Seas! Happy pirating!