The Caribbean Allstars are pioneers in the Bay Area reggae scene and longtime regulars at Ashkenaz. The ensemble, whose geographical roots range from Jamaica and South America to West Africa and the U.S., began joining together their musical forces and international backgrounds during the early 1970s. Out of such predecessors as Obeah and the Sons of Creation, the Caribbean Allstars were formed and became the founding fathers of Bay Area roots reggae. Although many musicians have come through the band since its founding, it has long been guided by its director, Trinidad-born drummer Hugh “Sweetfoot” Maynard.

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