A bicycle brake and shift operating device is provided with a bracket, a brake operating member, a shift operating unit and a release operating member. The bracket includes a grip portion having first and second exterior lateral sides. The brake operating member is pivotally coupled to the bracket at a brake operating member pivot axis along a braking plane disposed between the first and second exterior lateral sides. The release operating member is pivotally coupled to the bracket at a release operating member pivot axis such that a user operating portion moves along an operating path between a rest position and a releasing position. As the user operating portion moves along the operating path from the rest position to the releasing position, the user operating portion moves closer to the brake operating member to perform a releasing operation in response to movement of the user operating portion.