I do not yet know if I will play S&S. I am a bit late to the PACG world - picked up the RotR base set at xmas to see if my older boys (age 10) would like it. They do - we're currently on deck 4 with 5 & 6 waiting in the box. We also have the character expansion, but haven't played any of them yet. I predict that when we're done, we will play through again, possibly with different characters.
I do not know if the pirate theme will appeal to them - it is quite possible that it will. If not, and they're not bored of the game yet, we'll probably try out WotR. But first we'll try out some of the other fan-produced adventures for RotR. The boys are already disappointed to know that it just ends after #6. And they'll barely be able to get to use the cool loot acquired during the last scenario. We'd probably buy into more adventures for the RotR line. I'm considering some of the character decks as well.
I'd like to stress how important the Adventure Guide produced by Neil and Bryon is to us. We read it before and after every scenario - the kids always remind me. It helps set the stage...otherwise it is all a bit vague. You really should produce something like this for the game. I was originally looking for something like D&D or Dragon Age without as much setup work or a DM (which would have to be me). PACG is very close to ideal for what they need at this age, but would benefit from a richer story. FWIW, We've never played the Pathfinder RPG (had never heard of it before finding PACG).
I should also add that I have been very annoyed by the card-printing snafu. I've purchased everything from Amazon and have a mix of printings. This is frustrating both when shuffling and from getting hints about what is coming next. I understand that sh$t happens, but after spending >$150 on the game, it is a constant irritant. Please don't let that happen again.
Hope that helps!
Chris
