At the 1990 Northern Lights Festival Boréal, Keelaghan and guitarist Oscar Lopez participated in a collaborative workshop exploring the fusion of Celtic and Latin music.

[1] In 2003, Keelaghan won first prize (Folk Category) of the 8th Annual USA Songwriting Competition.

Frequent guest musicians on his albums include Stephen Fearing and Hugh McMillan of Spirit of the West.

His latest CD, House of Cards (2009), produced by Keelaghan, is a collection of ten new original songs, some co-written with Karine Polwart, David Francey and others.

Keelaghan is the Artistic Director of the Summerfolk Music and Crafts Festival in Owen Sound since 2011.