A.S.
No wonder you hated both if you're memorizing and flashcarding :) You're a lawyer, right? Get caught up in stories? Then reading may make it more interesting with the right authors.
I find a genuine curiosity about locations helps to learn about them, then reading authors who write incredible stories about the locations gives me a chance to really learn about a place.
Timothy Egan has written some fascinating books on the American West: The Good Rain, The Worst Hard Time, The Big Burn, Lasso The Wind (loved, it, loved it!). Now I have some good grounding on how/where some of the policies created in the '20s has shaped where we are today as a nation.
Of course James Michener will take you cradle to grave on the areas he chose to study and record: Centennial about Colorado, Covenant about S Africa (a really fascinating read)
Lonely Planet publishes a travel book called the Blue List that discusses what's new with travel locations....giving you insight into places and events you wouldn't hear of otherwise. Things you can then explore further...Angkor Watt is my new passion after reading about it in....
And get a subscription to National Geographic. Every month the kids and I fight over who gets to read it first. The issue on Cambodia was like handing me a candy dish filled with truffles.