RedactedNarrative: Vessel One was operating Northbound in the Intra coastal Waterway, in the area of the 235 Channel Marker in the Crossroads, in Martin County, Florida. Vessel One was traveling behind a larger sport fish vessel on plane and attempted to cross over the other vessel's wake. Vessel One approached the large wake on plane at approximately a 90 degree angle. Vessel One's bow pitched and then went under the next wake, causing the vessel to fill up with water. Vessel One then pitched a second time on the next wake, and the operator jumped off the vessel. The two other occupants onboard were ejected. One of the occupants onboard hit their head on the vessel right before they were ejected.