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Produced and directed by Geoffrey Dunn and Michael Horne with co-producers Mark Schwartz, Eric Thierman, associate producers Alvin Daniel, Sandra Derrell and Andrew Marcano (Lord Superior), Calypso Dreams is an intimate portrait of some of the true Calypsonians in Trinidad and Tobago, in performance and in conversation. Shot over 3 years in Port of Spain, Trinidad, the documentary includes such legendary calypsonians as Lord Pretender, Lord Kitchener, The Mighty Bomber, Relator, Lord Superior, Brigo, Mystic Prowler, Calypso Rose, The Mighty Sparrow, Terror, Valentino, Blakie, David Rudder, Regeneration Now, The Mighty Duke, Conqueror and many others.

The producers at In For a Penny, In For a Pound Productions will screen the film internationally, release the accompanying soundtrack in Winter of 2006, and will produce a series of live performances throughout North America and Europe during 2006 featuring artists profiled in the documentary.

Special guest Bonnie Raitt joins Calypso Rose on stage at the Premiere after party at the Sweetwater in Mill Valley, California, for a rousing version of "Wha She Go Do?"