You go sailing with the Booty Lubbers, a pirate themed rock band. They play at such a high volume that the only place they're allowed to play is at sea. They give you a free eyepatch that has a picture of the lead singer's face on it. He's also wearing an eyepatch.
It turns out that being the "Wheel Person" means you're in charge of the steering wheel, trying to make sure you don't end up on land by accident and get noise complaints. You're also given free earplugs that look like small corks. They're kind of adorable but you don't dare tell the pirates as they're quite serious about them. They allow you to hear their music at a regular volume.