Sealing arrangements and turbomachines are provided. A sealing arrangement includes a transition duct having an upstream end and a downstream end. The transition duct includes an aft frame that circumferentially surrounds the downstream end of the transition duct. A first stage nozzle is spaced apart from the aft frame and defines a gap therebetween. A sealing assembly is coupled to the aft frame. The sealing assembly includes a flexible sealing element that extends from the aft frame, across the gap, to the first stage nozzle. The flexible sealing element is forced into sealing engagement with the first stage nozzle by pressure from a compressed working fluid. The sealing assembly further includes a heat shield disposed between the flexible sealing element and the aft frame. The heat shield terminates within the gap.