This game is so open with quests I had no idea existed. Like, how do you do the Fat Jack quest?
------TWO THINGS----- Before getting started.....
One you can get dog treats or a dog bone (I forget where) either from some random NPC or you can buy them from one of the merchants. This should prevent the dog from attacking you.
The other way would be to have a high level of defiance Claire will yell at the dog to behave itself, he'll go lay down, if you want the CG scene you have to have low defiance.
Go to Piney, then go to the bar, talk to a women (maid) she'll give you a key, once inside Jacks search downstairs and upstairs. Search all the highlighted or hot spots. Go out the backdoor (you'll want to save the game before heading out) you need to use your mouse button for a quick spot to run to, if not the dog will trap you (I'm not sure this bug was fixed) It may take a couple of times to know exactly where to pre-point yourmouse pointer in order to get past the dog to a safe spot. Take the row boat, the search of Jacks is complete go back to Piney.
Extra scene---- Find out about slave boys. After searching Jacks before going to the back door.....
On the first floor search for a light fixture on the wall, in the corner, to the left of the main (exit) door.
You'll see a kid imprisoned, go back upstairs (to late Fat Jack has returned) go hid in the basement.
You could ignore this use the row boat and go back into the house before heading off to Piney's or you can run past the pirates Jack brought with him and still head out the backdoor, IF you DIDN'T already use the row boat!
You need to use the row boat for it to register as "completed search"....