He was campaigned internationally in 2006, winning the in.
He made his debut in the Group 1 Tattersalls Gold Cup over ten and a half furlongs at the Curragh on 22 May and started third choice in the betting behind Bago and Azamour.
On 27 June, Grey Swallow was moved up in distance for the over one and a half miles at the Curragh.
The colt was off the course for three months before starting favourite for the Killavullan Stakes at.
The grey colt raced behind the leaders before moving up to third place behind North Light and Rule of Law with a quarter mile left to run.
After a break of two and a half months, Grey Swallow returned for the over one a and a quarter miles at Leopardstown on 11 September in which he was matched for the first time against older horses.
He entered the ownership of Rochelle Quinn and was sent into training with at the ,.