From my movie forum ranking:
STIII will always leave me with the internal struggle because it's a fun film...an enjoyable film, possibly underrated too, but I also dislike some things enough to ruin the experience for me to a degree, such as the Vulcan "souls" and the entire katra ritual. The TV film mentality continues. ILM does a great job with what it had to work with, but only 120 or so FX.
STTMP is also a quandary. I have some nostalgia associated with it, despite not being overly impressed with it as a kid. I enjoyed it better when I bought it on VHS, then was down on it till the Director's Cut. I recently re-watched it on probably the biggest tv screen I've watched it on, and even with the DC I could see lots of flaws. I even almost fell asleep like I did when I was younger. Now of course, there is a germ of a fantastic tale here, but ultimately it wasn't told. So this one has fallen down my list again.
STVI This one has suffered the most to time in my opinion. It's not a bad film, but it's tepid and timid partly due to it's budget. It looks flat, and the some of the model work is sub-par. It had a third of the FX that best of Both Worlds did on TV around the same period(51 to 160). By this point STNG was telling better stories than this warmed over and obvious cold war allegory.
STV
You can't make a worse Trek film than this. It'll never happen.
Anyone who enjoyed a Trek movie less than this is totally fine to think so, but they'll still never surpass the sheer ineptitude of this movie, in script, production, FX, and leadership. Lest you think this movie was low budget, it cost more than any other film not called STTMP until First Contact. This movie was nominated for worst film of 1989 as well as worst film of the decade.
Generations: A very flawed movie. Not without some good moments, but to think this came out in 1994 at STNG's peak is just kind of sad. This is one of
only two Trek movies I think are outright "bad".
Insurrection: I've shared my feelings before. It's major flaw is TV mentality, scale and a story that plays it safe. It's story is straightforward, competent but not engrossing. On the positive side, it's outdoor cinematography is fantastic.
ST09: Now this is more like it. The studio hired professionals and spent some money. It's a movie! This movie is just about impervious to criticism. It scored 95% from critics and almost as much from movie goers. It's been nominated for 107 awards and won 29 of them. It's responsible for Trek's first Oscar, and it's first cinematic
Writer's Guild award nomination for original script. It's fantastic from the teaser, to opening titles to the ending credits. Are there flaws? Maybe a few small ones, but they are overpowered by sheer adventure.
STID: This movie is chock full of character moments, political commentary and kinetic action. It ups the ante for Trek films to follow with it's scale. It's opening scene, while perhaps less dramatic than ST09, is the most exploration and adventure we've had in any Trek movie. The Klingon surface sequence is easily Trek's best action sequence in history. One of the early reviews for this film called it: "one of the best looking technological films ever seen." At one point I probably thought the topical complexity made it the best Trek film, but in retrospect, ST09 is a more entertaining film by a hair or 3.
I'm vowing to keep this list the same till the new movie comes out.
1. ST09
2. STID
3. STII
4. STFC
5. STIV
6. STNEM
7. STIII
8. STVI
9. STINS
10. STTMP
11. STGEN
12. STV
For comparison, the criticial, and fan rankings:
Not counting Beyond:
The rank on RT:
1. ST09
2. STFC
3. STII
4. STID
5. STIV
Metacritic
1. ST09
2. STID
3. STII
4. STFC