A fin module (10) for a surfboard (8) having a bore extending through the core between the top deck and the underside, including: a fin (12) comprising a core (18) and extending base portion (14), and a cover forming a fin blade (16) made of resilient material; and a fin box (20) having a cavity (24) for receiving the base portion (14) and adapted to receive an engagement end (32) of a connector (40) having a head (36) anchorable at the top deck and an elongate member (42) extendable through the core of the surfboard (8) to pull the fin box (20) toward the connector head (36).