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Hard to say, I voted Padres, because thats where I hang out most of the time. It has some good caves, El Sudoron, the fort, and for some reason I really like that island.
Now that I think of it though, Tortuga is also a really cool island because, like Buck said, its the real main island because we are all pirates. When I want to crew up, I go to Tortuga.
Also, Isla Tormenta is a great island. As Jibby said, anyone lv 25-50 can train there... although 25 might be pushing it... I still go there and I'm mastered. Its a good place for loot too, as I got my Corsair's Bayonet from a Thrall.
To tell the truth, I couldnt really pick a true favorite island, I like them all, and they are all good for different purposes. Padres has lots of strong bosses to fight, Tormenta is a good place to train, Tortuga for crewing up, outcast for adventuring and trying to not get killed by Devil Root, and so on.
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