One of the strengths of Generations was that it didn't blatantly focus on Picard and Data, as Insurrection and Nemesis did. Even First Contact did, to a minor degree, between Picard's efforts to save the ship and Data's interaction with the Borg Queen. Everyone else just seemed along for the ride, with the exception of Geordi, who at least seemed to have his own thing going while overseeing things at the missile compound.
Generations did focus on Picard's family tragedy, but not too much. Data's emotion chip was a fun and interesting turn for his character, and is probably what made him an instant favorite among less-than-casual Trek fans who decided to see the flick in the theater. I get more of a sense of
teamwork when I watch the crew in Generations then the last 2 TNG movies, and that's really what TNG the series was all about.
Five was awful, but at least awful in an entertaining way. Watching it the third time was WAY more fun for me than watching the motion picture for the first time.
As bad as Five turned out to be, it does boast some of the funniest humor in all of Trekdom. Some of the best funny lines I like to quote come from Star Trek V. One of my all-time favorites goes like this:
Kirk & Spock enter the turbolift after beaming up straight from Yosemite.
Turbolift computer voice: "L-L-Level?"
Kirk: "Bridge. I hope."
Turbolift doors GRIND shut.
Kirk: "I could use a shower."
Spock (pauses, as if quietly inhaling): ".....Yes."
Kirk investigates a ceiling fixture.
Spock: "Useless."
Kirk continues.
Spock: "Unwise."
Kirk gets shocked and falls to the floor.
Kirk: "You could've warned me."
McCoy: "He DID, Jim."
Kirk: "There's got to be a way out of this place."
Spock: "This is a new brig, Captain. It is escape-proof."
Kirk: "How do you know?"
Spock: "The designers tested it using the most intelligent and resourceful person they could find. He failed to escape."
Kirk: "This person... didn't by any chance have pointed ears and an unerring capacity for getting his shipmates into trouble, did he?"
Spock: "He did have pointed ears."