It's widely accepted that barefoot running and walking can be beneficial, but it's not really practical when you're out on the trail or in trash-ridden urban areas. Which is why they make Merrell Barefoot Glove Shoes ($110-$120). Available in Tough (urban), True (all-around) and Trail (ruggedized) versions, these minimal foot coverings bring you as close as you can get to bare feet, with features like the Omni-Fit lacing system, microfiber footbeds treated with Aegis antimicrobial solution, and tough Vibram outsoles for excellent grip.
Low-cut Chucks just not low enough for you and your summertime attire? Peep these new Converse Chuck Taylor Coast Sneakers ($40). Sporting a "super-low" profile and dyed canvas, they offer a relaxed, slightly distressed look, which should go well with a uniform of shorts and tees.