LBT II - Like most have already said, the saddest moment for me in this movie was towards the end, when Littlefoot and Chomper have to part ways. What really made that scene work was the music. Playing "If We Hold On Together" during that entire scene really got to me, on top of how much Littlefoot cared for Chomper and how much it hurt him to have to see him leave. I think this was also the strongest moment in the entire movie, as it showed the most emotion as well as a true sense of growth in Littlefoot and accepting that he can only do so much as a kid.
LBT III - There really weren't any sad moments during this movie. If I really had to choose something, the closest moment would be when it seems like the grown-ups all die towards the end after they fell off that cliff. It's kind of a bad choice, but that's really all I can think of at this point.
LBT IV - Again, a lot of people have already spoken about this moment, but when we first see Grandpa really taking the effects of his sickness and the possibility that he was going to die. A couple things worked into the true effect of this scene. It really starts to hit you when NOBODY wants to go into the Land of Mists, especially the Old One basically shooting down Littlefoot's plea for help (I always hated her for that). When you see his reaction in her eyes, that got me. The second is when Grandpa starts to explain to Littlefoot that he may have to leave with the herd if anything happened to him. Littlefoot's reaction to this also really got to me, and you could really tell how Grandpa really had no idea on whether or not he was going to live or not.
LBT V - "Always There" is such a tear jerker. It is the most heart warming song out of all the sequels, and for good reason. Most people say that Littlefoot's part is the strongest part, but in all honesty I believe the entire song is of equal strength. Minus Petrie (which I always found confusing that he didn't sing anything), all of the characters reflect on how their parents comfort them in the worst of times. The gang's second farewell with Chomper really didn't hit me as much as it did to others, because I really didn't feel the same emotion that I did in LBT II. Call me crazy, but I just wasn't really saddened by it at all.
LBT VI - This was surprising to me, but "On Your Own" was possibly the saddest moment for me. The whole song is about how Littlefoot idolizes Doc and he how he gets to be just like him, but then when it gets to the end it makes a complete turn around and he longs for his friends. Sure, it might not be a tear jerker like "Always There", but Littlefoot's realization that being alone isn't always such a cool thing kind of made an impact.
LBT VII - The flashback of Pterano's "herd" was quite sad. Quite a few dinosaurs died during that scene and it really left a whole morbid tone. Sure most of the dinosaurs die off screen, but what really got me was the one dinosaur falling off the cliff and Pterano's reaction that they all died because of him. He probably wouldn't have gotten kicked out of the herd had he just owned up to his mistake.
LBT VIII - A lot of people are saying that "Family" was the saddest moment of this movie. I can see why they say that, and I agree to a point. Sure at that moment it is quite sad to see Spike leave Ducky after seven movies of being in her family, but the reason why this scene didn't work as well as Mo's scene in LBT IX (which I'll get to next), is that there is that sense that Spike will come back. There was that little bit of regret on his face when he looked back one last time, and there was no way that Ducky wouldn't go after him after all they've been through.
LBT IX - As a lot have said, the scene where Mo leads the swimming sharptooth away got to me. Unlike Spike leaving the valley in LBT VIII, you really had no idea what whether or not Mo would survive. Sure he's a fast swimmer, but it would probably be unlikely that he could out swim something as large as what they were up against. Not really much else to say about this one.
LBT X - "Bestest Friends" is right under "Always There" as a truly emotional song. The scene itself is really powerful, because like Mo's scene in LBT IX, you have no idea what was going to happen. When I first saw this movie, I really believed that Littlefoot was going to leave the valley and join Bron's herd. This could have been the end of the LBT franchise right there, and it would have been an emotional ending (at least in my opinion). When he tells his grandparents that he isn't leaving, their reaction is also quite powerful coupled with the great music arrangement. One thing I was always bummed about is why we didn't get to see Littlefoot's friends' reaction to his decision. I mean sure they sang about how they would support him no matter what, I think it would have made more of an impact if we saw their reaction as well.
LBT XI - I really didn't find anything sad about this movie either. "If Only" wasn't that emotional to me. Littlefoot was simply reflecting on his bad decision to lie. Not much else to say here.
LBT XII - I felt really bad for Cera throughout the entire movie, because she was going through something that almost everybody goes through in life. She has been so used to being an only child and having all of her father's love, but when Tricia was born she felt like she was being cast aside. Her emotions throughout this movie really bring out a deeper sense of character for her (at least in my opinion), which was really nice to see.
LBT XIII - Absolutely nothing sad in this one. I didn't find anything that could even be remotely considered an emotional experience in this one.