Logan's outdoor fun scene is at night which is why you missed it. There's also the scene of him riding Barrel, the fat bandit if you visit his sawmill at night. You get a scene of him and Blake randomly while mining in the tavern's basement. Another of him and Korg the orc at the fair after having done the fair once and talked to Korg after. There's one of Logan and Caleb that's random as well after having talked to Caleb for a bit. There are plenty of scenes scattered around that are usually random, right place at the right time, or just part of a quest