The wakesurfing system may include a first and second reel assembly arranged and configured to retract a discarded surf rope. The second reel assembly may be replaced by a retraction device. The first reel assembly may have a telescoping and rotatable boom and may be coupled to a side of the watercraft. The second reel assembly or retraction device may be coupled to a rear portion of the watercraft. The first reel assembly may have a first reel cord coupled to a handle of the surf rope, and the second reel assembly may have a second reel cord coupled to a proximal location of the surf rope. The first reel cord and either second reel cord or retraction device, and the surf rope, may be in a retracted position when not in use, and in an extended position when used by a wakesurfer.