'Heading SouthWest 2023' was a self-supported and adventure-cycling challenge across Portugal in one-stage. The route started in the Center of the most southwestern country of Europe and finished in the most southwestern region: Algarve. Along the on-road (set) route with around 1.100KM & 15.000M of climbing, long-distance cyclists faced the diversity of the Portuguese landscapes - from mountains of the Central System to the hills/plains in South. The 2nd edition started on June 4 2023 in Coimbra and finished in the 'Portuguese Cycling Mecca': Germano biciArte Café.