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If this method isn't working for you, I added a new way here: [ Ссылка ]
You're probably about to throw your controller out of the window, right? Well, take a deep breath, get a glass of delicious orange juice, or perhaps a beer, and learn how make the damn grenadier suffer. Make sure, when you ledge assassinate, you ONLY push the attack button. Don't be holding anything else, or you'll do high profile.

First, crossing Charleston (0:22). Easy enough. Keep running.

Then, the boats. Ugh. The boats. This is a bit of a bum ache. You can climb the mast to get him, but I kept getting spotted, so I decided to take out everyone else instead. And I worked out a pretty safe method. You might want to take out the right boat first (2:45), since my approach is a little cheeky, and you can get spotted quite easily. But check 0:48 and sigh in relief once you can do it!

Good luck!

Optional Objectives:
Cross Charleston without taking damage: 0:22
Air assassinte a Grenadier: 0:48
Remain undetected while on ships: 0:48

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