If you're looking for a wide-brimmed hat, consider a Tilley hat or more of a straw hat? They've not got the baggage fedoras have, look pretty good, and go with just about anything.

The fedora is the classic men's hat and remains a staple for style mavericks ... or at least a collared shirt. Pair a straw fedora with a short-sleeved button-up shirt and chinos for a casual ...