A tubular insertion system includes an insertion unit including a bendable portion, a bending operation mechanism that operates the bendable portion. The tubular insertion system further includes a bending operation amount detection/calculation device that calculates bending operation amount information, a bent shape detection/calculation device that calculates bent shape information, and a first operation support information acquisition unit that acquires first operation support information based on at least one of the bending operation amount information and the bent shape information.