My last great set of hiking boots was the pair that I wore on the '91 Jacktown Packers trip. I had those boots through most of college as well. They were extremely comfortable, to the point that I think that they ruined all other hiking boots for me.
I certainly need something better than the boots I wore on Sunday. I have a blister covering most of the big toe on my right foot. I'll refrain from posting pictures of it considering the response to the last time I did something similar (even though it had a cute face). This blister came about despite a rather easy trail--a fact which feels particularly unfair.
Hopefully, I can pick up a good pair on our next trip up to Anchorage. Perhaps with better footwear, I'll be more determined to go on hikes.