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Currently you are able to watch "Jake and the Never Land Pirates - Season 2" streaming on Disney Plus or buy it as download on Apple TV.
There are no options to watch Jake and the Never Land Pirates for free online today in Canada. You can select 'Free' and hit the notification bell to be notified when season is available to watch for free on streaming services and TV.
Jake, Izzy, Cubby and their parrot Skully sail from Pirate Island for treasure hunt adventures against Captain Hook.