With the Kentucky Derby kicking off today, we were obviously inspired to investigate glamorous hats. Since there’s no point in buying a hat only to wear it once, if you’re truly in the market for something special to wear while betting on ponies (or celebrating the iconic event sipping cocktails), be sure it will double as a stunning sun hat for the remainder of the season. Look for wide-brim floppy styles and chic boater shapes in hues like blush and pale blue or festive embellishments like tassels and pom-poms to ensure you’re ahead of the style pack this season. Here, 10 pretty toppers for winning the races and beyond.