The Kickoff Classic

Pickleball enthusiasts take to the court, joining some 800 players and 1,500 spectators for the third annual Kickoff Classic. Across the two-day tournament, 78 open-to-all brackets—men’s and women’s doubles, mixed doubles and wheelchair divisions—set the stage for play. A special MONEYBALL division pits 16 doubles teams against one another to claim cash prizes: $2,000 for gold and $1,000 for silver. Visitors find a yacht display from Naples Marina, cars from Mercedes-Benz of Naples and Mercedes-Benz of Bonita Springs, and a 35-vendor market.