[ He's not unfamiliar with places like that, though he doesn't quite understand the depths of the other's words--not fully--he can empathize with having to be very, very careful. The stranger thinks he's fun, though. That's a nice boost to his ego, if the quirk of his mouth is anything to go by. ]

The fact that it's easy bothers me. [ It's casual, but the intent is there: Jack had been eyeing the boats for exactly the same reason as the other, all jokes aside. ] As tempting as it is, to be so certain the good Lord had delivered unto me a foolproof means of escape by simply allowing me to saunter in the vague direction of the docks sits rather poorly with me. On the other hand, gift horse, mouth, ectetera.

You've not sailed before?