1. STARTS FRIDAY: 10th Annual Island Hopper with Scotty McCreery, Jeffrey Steele. Country singers Scotty McCreery and Jeffrey Steele headline the sprawling, 10th-annual music festival. Dozens of singer-songwriters ― mostly country-music artists ― perform Sept. 20-22 on Captiva Island, Sept. 23-24 in Cape Coral, Sept. 25-26 in downtown Fort Myers and Sept. 27-29 on Fort Myers Beach.