I got these hopin they could replace a pair of Timberlands that I recently had to get rid of. The Timberlands were my favorite boat shoe I've ever had and they apparently don't make them any longer. So, I've tried just about every brand made (not kidding - at least 10 pairs). I saw these and thought the look seemed close, so I decided to give it a try. These aren't nearly as well built, but these are also a lot cheaper. They look good, but the leather is surprisingly stiff and not supple like most boat shoe leather is. The soles are not as soft rubber as Sperry's, but these should last a little longer though. I've worn them to work all week and they have barely broken in. Not sure I'd wear these barefoot either, since it's not really leather lined (most aren't any longer-that's a shame too, as leather lined boat shoes are clearly better in almost all regards). Now, all that said, these shoes have a lot of potential. Once I can get them broken in more, I think they will work fine. At $40, I'm totally fine with them.