As far as shoes go, I generally buy a pair of Sebago Clovehitch II every season. It's one of the few boat shoes available in a wide width to accommodate the bunion I inherited from my mother. Thanks, Mom. But, yeah, they wear. And then the foam squishes, and the laces stretch, and they come untied all the time. So now I just wear them with khakis to the office. Bah.
Someone once recommended Crocs Ace Boating Clog. It has a lighter colored sole with S shaped grooves in the sole, but not razor cut siping. With an adjustable velcro heel strap, they fit ok and make room for the bunion. But they look ugly, get slippery inside due to sweat, and they don't show them on their site anymore. Got my last pair from Amazon:
http://www.amazon.com/crocs-Mens-10376-Boating-White/dp/B00428HTEQ
This Beach Line shoe from Crocs doesn't have the horrible looks of a Crocs clog, but only has the S shaped molded in grooves in 2 patches on the bottom, as opposed to all over. Maybe they are ok, and for $50 on sale might be worth a try:
http://www.crocs.com/p/mens-beach-line-lace-up-boat-shoe/200247.html
Given the bunion, if I wear flip flops with a strap that comes behind the bunion area, instant pain. But I found Chaco makes sandles with a strap that goes in front of the bunion area. Years ago, they made a boat shoe version with a gum colored razor cut siping sole. It got hard, so I sent them back for resole, and they had a different, non-marking grey sole, that didn't have much channeling for water. This is the current version of that shoe and sole, designed for river guide type people.
http://www.chacos.com/US/en/z-1-pro/21804M.html I also have a regular pair of Chacos for everyday wear. Some people hate clumpy man-sandle type footwear, but I can't stand wearing shoes without socks, and the only shoes you can wear in summer with shorts with socks on is sneaker types. So, I pretty much live in Chacos outside of work.