Abstract: A convertible trailer system includes a convertible trailer having a segmented lower deck, and a segmented upper deck mounted thereover. The segmented lower deck includes floating forward and rear belly ramps which are independently actuable relative to each other so as to be selectively raised and lowered relative to a pair of side rails which define the belly forward of the trailer wheels. When in a fully lowered position the belly ramps are lowered to a lower extremity between the pair of side rails so as to be substantially entirely below uppermost edges of the pair of side rails. When in an elevated position the belly ramps are elevated so as to be co-planar with or above the uppermost edges of the side rails whereby freight may be loaded laterally onto the belly ramps over the pair of side rails.