A tubular insertion system (10) as an endoscope system includes an insertion unit (20) including a bendable portion (23) that is bent, a bending operation mechanism (39) that operates the bendable portion (23). The tubular insertion system (10) further includes a bending operation amount detection/calculation device (61) that detects bending operation amount to calculate bending operation amount information indicating bending operation amount, a bent shape detection/calculation device (71) that detects a bent shape of the bendable portion (23) that is actually bent to calculate bent shape information indicating the bent shape, and a first operation support information acquisition unit (151) that acquires first operation support information indicating support of the operation of the bendable portion (23) based on at least one of the bending operation amount information and the bent shape information.