Chillin Island is an internet radio/video/art show created by Ashok Kondabolu (aka Dapwell), and hosted with the rappers Despot and Lakutis (Alec Reinstein and Aleksey Weintraub, respectively.) They're all from New York City, WHOOPTY-DOO.

Part of the Know-Wave radio network, Chillin Island shows are a combination of music, interviews, listener calls, and other assorted derelectish behaviors.

We have been part of shows and organized talks at the Whitney (smokeforblues 2013), Queens Museum (Queens International 2016), The Guggenheim (stillspotting 2012), MCA Chicago, the Greene Space/WNYC, and Ravensbourne College (UK). We had our first gallery show "YO FIGHT MY MANS" at Babycastles in NYC.

Previous guests include Natasha Lyonne, Danny Brown, A$AP Yams (RIP), Killer Mike, El-P, Action Bronson, Lizzi Bougatsos, Fat Tony, Mae Whitman, Party Supplies, Dre Skull, Darq E Freaker, Total Freedom, Hot Sugar, Gordon Voidwell, Hannibal Burress, Alia Shawkat, Jon Caramanica, Ezra Koenig (Vampire Weekend), Skepta, Neon Indian, Lil Internet, Rudimental, Kitty Pryde, Pete and Pete, Makonnen, Young Chop, etc.