1. The order I am aiming for is a spoiler-minimal one that would take me quickly to the boundaries of known canon, with less regard to publication or internal-chronological order.
3. Not sure where ENT should be placed - given that I know there are some connections to the post-Nemesis novels.
4. I am currently beginning to watch the TNG Season 3 episodes.
5. I don't think the Lost Era books have a particular placement - are there connections to other series?
6. Given what I know, DS9 and Voyager aren't really important for the pre-Destiny TNG or Titan novels, so that's why I put them after. I could enjoy Destiny without having watched either or those. Or so I guess. And I also guess (though that's probably wishful thinking) that I won't be spoiled before watching them.
In terms of "spoiler free" books, I would say that pre-1996 novels tend to fit that, since while they do make the odd reference to maybe an episode or two, for the most part it is a very faint reference, and when TNG and DS9 were starting, neither series was heavy on references from the other, all though if it was something dealing with a historical fact that had been established on-screen in TNG or DS9, then that was usually mentioned. But, you might want to read the Endgame, Homecoming, The Farther Shore, Spirit Walk #1 Old Wounds, Spirit Walk #2 Enemy of my Enemy
and the first part of Full Circle
prior to Destiny
as Chakotay and the crew undergo dramatic changes and a lot of the interactions between the Voyager characters from the TV series and new characters develops in those books.
For TNG season 3, you might want to check out TNG #10 A Rock And A Hard Place
, which I believe takes place just prior to Evolution
, and then check out #12 Doomsday World
. You should also read #7 Masks
which is a Season 2 novel.
As for Enterprise novels, By The Book, What Price Honor, Surak's Soul, Daedalus,
and Daedalus's Children
all take place during the first 2 seasons. Last Full Measure
is set just after the first episode of Season 3 (although I don't recommend the book, since it doesn't add anything to your understanding or enjoyment of Season 3), while Rosetta
takes place at the same time as In A Mirror Darkly Parts 1 & 2
, albeit in the main universe. The Good That Men Do
rewrites the ending of Enterprise that we saw in These Are The Voyages...
, plus it also contains some spoilers for the post-DS9 series.
The Lost Era books all take place between the first part of Star Trek Generations
and Encounter At Farpoint
. Another book to add to that section would be The Captain's Daughter
, since it takes place after the first part of Generations (but was printed in 1996, about 6 years before the Lost Era was first published), and, as I recall, Serpent's Amongst The Ruins
makes reference to the book.
You might want to pick up Jeff Ayer's 2006 book Voyages of Imagination
; it contains a timeline placing all the books published from 1966 up to the end of 2006 (that's for Whitman, Bantam, Ballantine and Pocket Star Trek books) in chronological order.