If you were spending winter in freezing temperatures, we’d recommend shopping for the classic  winter hats : beanies, bobble hats, or trapper hats made from lightweight cashmere or merino wool. If you opted for a tropical Florida winter, however, you could sport a cool helmet while you mountain bike down a gorgeous scenic path. Try Caloosahatchee Regional Park in Fort Myers, or the Fort Pierce Mountain Bike Trail, which goes under Interstate 95. Now  that’s  cooler than being cold.