Up until now I had never owned a pair of boat shoes. I opted for these over Sperry's mostly because of how the leather looked and after seeing them in person I can vouch that the leather looks great. I wore them yesterday and they were very comfortable. However, near the end of the day some pressure points started to bother me, but I'm sure after breaking them in some more this will go away. They have a hand-sewn upper and well a a 3/4 leather sock lining.