AntiguaDeathEntertainmentNewsRegional Calypso legend Sir Rupert ‘King Swallow’ Philo has died by Barbados Today 12/09/2020 written by Barbados Today Updated by Desmond Brown 12/09/2020 0 min read A+A- Reset FacebookTwitterLinkedinWhatsappEmail 593 Calypso legend Sir Rupert ‘King Swallow’ Philo has died. The popular Antigua and Barbudan calypso star passed away on Friday. Sept. 11 after a prolonged illness. He was surrounded by his family. Over his illustrious career, Philo was known for his social and political commentary, as well as his many hits which include Fire in the Backseat, Subway Jam, Party In Space and Satan Coming Down. He earned several calypso crowns over his career and won Antigua’s road march titles five times. Sir Rupert was knighted by his country for his outstanding contribution to culture and to calypso. You Might Be Interested In Crystal Beckles-Holder, 2nd runner up in regional competition GUYANA: Body of child found after gold mine collapses Business owners disappointed Barbados Today Stay informed and engaged with our digital news platform. The leading online multimedia news resource in Barbados for news you can trust. You may also like Four remanded on robbery, firearm charges 08/09/2026 Mottley calls for stronger CARICOM-Africa ties 07/09/2026 Hope Foundation mourns loss of founder Shelley Weir 07/09/2026