Calico Jack was founded in 2011 by the brothers Toto(rhythm guitar) and Caps(drums). The band goal was to blend the attitude of 80’s classic heavy metal with modern Scandinavian folk metal and to wrap everything in a maritime atmosphere, inspired by folk songs and sea shanties of the Anglo-Saxon tradition.
In June 2013 Calico Jack entered the Frequencies Studio of Monza to record an EP entitled "Panic In The Harbour" containing 4 brand new songs that combined the power of classic heavy with a massive amount of alcoholic folk.
In 2019 the band released their first full-length under Italian label Underground Symphony, recorded at the Twilight Studio of Davide Tavecchia, with the collaboration of Laura Brancorsini (Furor Gallico) for the violin parts, and then at the Elnor Studio of Mattia Stancioiu(Labyrinth, Crown of Autumn) for mixing and mastering.
In 2023 the band signed with the Italian label Rockshots Records and released their second album 'Isla de la Muerte', recorded at Elnor Studios. The album increases the rate of heaviness and speed of the band's pirate metal, but the structure and style of the songs are also more varied than in the past. The album contains ‘Broadside Attack’ the band's most successful single to date.
In the following years the live activity continued with many forays along the coasts of Italy, a participation at Hörnerfest in Germany alongside Subway to Sally and opening dates for Folkstone, Furor Gallico, Negura Bunget, Mago De Oz, Storm Seeker, Diabula Rasa, Vision Divine and Elvenking.