I am still in my Trek Marathon for the year, and have watched, starting on January 1st, Enterprise, TOS, Animated Series, the first 6 films, and I am into the second disc of TNG. My question is this: When do I begin DS9 & Voyager? I think that DS9 begins around Season 4 of TNG, and Voyager begins around Season 3 of DS9. Generations is Immediately after the end of TNG, First Contact is in between DS9 Season 6, and after Season 2, Insurrection is just before Season 7 of DS9, and before Season 5 of Voyager, and Nemesis takes place after Voyager Endgame. Does that sound about right?
I'm not quite sure whether it's in there, but did you ever check the timelines/chronologies over at memory-alpha.org?
Here's a rough outline of the 24th century's timeline. 2364: TNG Season 1 2365: TNG Season 2 2366: TNG Season 3 2367: TNG Season 4 2368: TNG Season 5 2369: TNG Season 6, DS9 Season 1 2370: TNG Season 7, DS9 Season 2 2371: DS9 Season 3, Voyager Season 1, Generations 2372: DS9 Season 4, Voyager Season 2 2373: DS9 Season 5, Voyager Season 3, First Contact 2374: DS9 Season 6, Voyager Season 4 2375: DS9 Season 7, Voyager Season 5, Insurrection 2376: Voyager Season 6 2377: Voyager Season 7 2379: Nemesis