These Are The Voyages...

So last month, as you all know, Leonard Nimoy sadly passed away.   I have been for the past couple years planning to watch all of Star Trek but for various reasons have not done so.   Honestly, this is probably the best way to do it.  But what way? There are two major ways to watch Star Trek,  in the order they were released, and in chronological order.   I am going to do the latter.  So I will be watching them basically like this

Enterprise (Seasons 1-4) (2151-2155)
99 Year Time-Skip
The Cage (2254)
11 Year Time-Skip
TOS (Seasons 1-3) (2265-2269)
The Animated Series (2269-2270)
3 Year Time-Skip
The Motion Picture (2273)
12 Year Time-Skip
Wrath Of Khan (2285)
The Search For Spock (2285)
The Voyage Home (2286)
The Final Frontier (2287)
6 Year Time-Skip
The Undiscovered Country (2293)
Generations Prologue (2293)
71 Year Time-Skip
TNG (Seasons 1-5) (2364-2368)
Deep Space Nine (Season 1) (2369)
TNG (Season 6) (2369)
Deep Space Nine (Season 2) (2370)
TNG (Season 7) (2370)
Deep Space Nine (Season 3) (2371)
Generations (2371)
Voyager (Season 1) (2371)
Deep Space Nine (Season 4) (2372)
Voyager (Season 2) (2372)
Deep Space Nine (Season 5) (2373)
Voyager (Season 3) (2373)
First Contact (2373)
Deep Space Nine (Season 6) (2374)
Voyager (Season 4) (2374)
Insurrection (2375)
Deep Space Nine (Season 7) (2375)
Voyager (Seasons 5-7) (2375-2378)
Nemesis (2379)
8 Year Time-Skip
Star Trek 2009 (2387)
22 Year Time-Skip
Star Trek Online (2409-2410)

A few notes.  One, I'm ignoring the new timeline simply for ease and if anything (save for Star Trek 2009 since that does still have aspects of the orginal timeline), would play STO since that continues the original timeline.  I'm also putting the beginning of Generations before TNG since that is technically where it belongs.  Also I am going to follow the lead of the Star Trek Chronology project.   Time-Travel episodes will be placed at the time of their origin (Hence why First Contact isn't at the very beginning).  As well as their rulings on the various series

Enterprise:  Watch in order, except for the finale which takes place during TNG
TOS: Watch the two pilots, then watch in production order
TAS: Not actually on the Chronology Project since it was only recently deemed to be canon, but I'll figure something out
TOS Movies:  Watch in order
TNG (1-5): Watch in order

The rest is sorted by stardate or if one doesn't exist, as close to chronological order as possible.  Except for those times when it would mess something up or interrupt a multi-part story. 

For those who want the Chronology Project list, it is right here thestartrekchronologyproject.b….