Jeep Caillouet and his dog, Cleo, perform in Aspen on Friday. Caillouet is a 20-year Aspen resident who spent the past 11 years performing at the daily "Sunset Celebration" in Key West, Florida. "In Key West, they celebrate the sun going down every day," Caillouet said. Cleo likes to grab any money given to Caillouet with her mouth and drop it in the guitar case. Michael McLaughlin/The Aspen Times |