"Nautical Disaster" is a song by Canadian rock band The Tragically Hip.

[1] The song was performed by the band on their 1995 appearance on Saturday Night Live, along with their previous single "Grace, Too".

[2] However, many of the lyrics had already been written by 1993: as part of the coverage of the 1993 Another Roadside Attraction festival tour, Gord Downie had agreed to send Toronto Star music writer Peter Howell a postcard from Vancouver to detail his thoughts on the first performance — and the postcard that Downie ultimately sent consisted of most of the lyrics to "Nautical Disaster".

[3] In the version which appears on the band's 1997 live album Live Between Us, Downie incorporates a verse from "Bad Time to Be Poor", a song by that concert's opening act Rheostatics, and a verse from Jane Siberry's single "The Temple".

The song was covered by singer-songwriter Justin Rutledge, both on his 2014 EP Spring Is a Girl and his 2021 album Islands.