Towards the end of the game, we have the choice to decide which plan for the group would be best for their survival. Getting another boat, finding a small town or heading out into the countryside. Which one did you all go for? I personally think the boat was a bad idea. That little speed boat Vernon stole from us wouldn't have been practical for long term survival. Where the heck were they even going to go anyway? A small island with no people? They didn't have any survival gear or supplies with them.
A small town might be ok, but eventually they would drain it of supplies and they would have to contend with local swarms of walkers and possible bandits.
The countryside would probably be safest in theory, due to the lack of walkers, but they would also be exposed to the elements and would be severely at risk if a passing swarm happened across their location.