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-If you have a game, when you load it again you will receive a message your new DLC is detected and you will be asked once if you want to activate it with your current game. I am not 100% sure but you must decide because you will be asked just once (IN your case I assume your answer would be yes).
-For any new game you can configure it turning on and off each existing DLC you like, but you are warned in those new games your decision is permanent for those new games (unless you get a new one the rule above applies).
AS A NOTE: i think this is only for the "sandbox", i don't know if it works if you decided continue your game in the campign, the campaign is different is only a sort of a very big tutorial.
So TL;DR yes if you have an old game and want to buy new DLC in theory you will be asked when you load it to activate your new DLC
It's technically completed campaign, but it should work then.
I remember when I finished the campaign story immediately I received to search for the Queen quest, that is a mission that starts the Sunken Treasures (Cape Trelawney) DLC, so that will indicate the DLC works for a campaign game, but perhaps my memory betrays me, because I did it years ago.
Works in campaign, too. I've had that happen to me. Got Season 3 while playing a campaign.
Unless things have changed with this relaunch, you shouldn't need an activation key. I've never had to deal with that when adding a Season Pack. Is something telling you you need a key?