A tip bolster (32) for supporting a wind turbine blade (40) on a railcar (14) includes a clamp (360) including first and second clamp arms (364, 366) having first and second jaws (384, 386), respectively, and supporting a pliable saddle (394) extending therebetween, the pliable saddle (394) being configured to support a portion of the blade (40) interposed between the first and second clamp arms (364, 366) and to conform to an exterior surface thereof.