The Pilots returned to the final in 2009 after winning the North Division where they faced the Forest City Owls and lost in two games.

Hank Morgan is the winningest coach in Coastal Plain League history, with 378 wins as of the end of the 2019 CPL season.

Morgan broke the previous record of 289 wins, held by former Fayetteville SwampDogs manager Darrell Handelsman, on Saturday, July 25, 2015.

In the East Division Championship Series the Pilots faced the 1 seed Edenton Steamers who beat the Fayetteville Swampdogs to advance.

In the West the Florence RedWolves won the Division Championship after sweeping regular-season titles and they advanced to face the Pilots.

In game three the Pilots trailed by one before the RedWolves committed three errors and allowed Peninsula to score eight runs, which sealed the title.