Kenny Chesney recently celebrated his 55th birthday in style while on tour with Kelsea Ballerini. The duo kicked off Chesney's I Go Back Tour at the John Paul Jones Arena in Charlottesville, Virginia on Thursday and celebrated his big day with friends on a private plane after their show in Pennsylvania. Chesney shared a picture of the party on Instagram, thanking his band member and his fans for the birthday wishes. Chesney intentionally planned his tour to visit cities outside of major markets, aimed at fans who might not come to stadium shows. He also brought Ballerini on the road with him after their collaboration on "Half of My Hometown," saying he has been one of her biggest fans ever since.