Dockworker

Pirates new to the Caribbean may find themselves needing to get to a destination quickly, but lack either a teleporation totem or a sturdy ship to get them there.

On the islands of Port Royal, Tortuga, Padres Del Fuego and Cuba these folks can give a pirate a lift to another island for a few coins.

Simply walk up to a Watchman on the dock, and press Shift. Then, select your desired destination from the list.

Watchmen
Port Royal Tortuga Padres Del Fuego Cuba