28 December 2019. Day 1. Stage 1.
| LEG. Plettenberg Bay to Mossel Bay
| ESTIMATED TIME OF ARRIVAL AT FINISH. 11h15 TOTAL DISTANCE. 188.5km
| 07h30 | Roll call at Hobie Beach, Plettenberg Bay. | 08h00 | The challenge starts at Hobie beach and heads towards Natures Valley for the 1st check point and then backtracks to Waves for the 2nd check point, 3rd checkpoint on Plettenberg Bay's main beach and then onto a checkpoint at Brenton on Sea, passing Knysna on the seaward side of the Knysna Heads. After that it's on to beach checkpoints at Swartvlei and Wilderness after which it is on to check points at Glentana, Great Brak River, Little Brak River and then onto the finish at Santos Beach. | 12h00 | Surf Race – Mossel Bay (Santos Beach). | 18h00 | Pilots' briefing. |
| Distances. Day 1 / Stage 1.
| | Plettenberg Bay | ( START ) | ETA | | Nature's Valley | 20 | 08h20 | | The Waves | 13 | 08h33 | | Plettenberg Bay | 8.5 | 08h42 | | Brenton-on-Sea | 46 | 09h28 | | Swartvlei | 26 | 09h54 | | Wilderness | 20 | 10h14 | | Glentana | 30 | 10h44 | | Groot Brak River | 5 | 10h50 | | Klein Brak River | 8 | 11h00 | | Mossel Bay | 12 | 11h15 | | TOTAL DISTANCE | 188.5 | |  |
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