| DATE | DAY | EVENT | SPONSOR/LOCATION |
| 3-14-2020 | Saturday | Stew Kalama Race | Keehi Lagoon |
| 03-28-2020 | Saturday | Malama Pono ‘Ia Kawele’a | Sand Island (Keola O Ke Kai) |
| 04-11-2020 | Saturday | Kahiau Iron Challenge | Keehi Lagoon (Keahiakahoe) |
| 04-18-2020 | Saturday | Malama Mauli Ola | Sand Island (New Hope) |
| 04-25-2020 | Saturday | Kala Kukea Race | Maunalua Bay (Hui Nalu) |
| 05-03-2020 | Sunday | Ka Lei O Ka Lanakila | Sand Island (Healani) |
| 05-09-2020 | Saturday | Kala`iomalulani Race | Heeia Kea Pier – Kahaluu Beach (Keahiakahoe) |
| 05-16-2020 | Saturday | George Perry Keiki Race | Kailua Beach (Lanikai) |
Regatta Races
| DATE | DAY | EVENT | SPONSOR/LOCATION |
| 06-07-2020 | Sunday | Clement D. Paiaina Regatta | Keehi Lagoon (Healani) |
| 06-14-2020 | Sunday | King Kamehameha Day Regatta | Kailua Beach (Kailua) |
| 06-21-2020 | Sunday | Father’s Day Regatta | Nanakuli Beach (Leeward Kai) |
| 06-28-2020 | Sunday | Waimanalo Regatta | Waimanalo Beach (Waimanalo) |
| 07-04-2020 | Saturday | Walter J. MacFarlane Regatta | Waikiki Beach (Outrigger) |
| 07-12-2020 | Sunday | John D. Kaupiko Regatta | Kaneohe Marine Base (Hui Nalu) |
| 07-19-2020 | Sunday | OHCRA Championships | Keehi Lagoon (OHCRA) |
| 08-01-2020 | Saturday | State Championship | Keehi Lagoon (Hui Wa`a) |
Long Distance Races
| DATE | DAY | EVENT | SPONSOR/LOCATION |
| 08-02-2020 | Sunday | Edie Van Gieson Classic | Sand Island – Nanakuli Beach (Leeward Kai) |
| 08-15-2020 | Saturday | Duke Kahanamoku Race [Women] | Kailua Beach Triangle (Lanikai) |
| 08-16-2020 | Sunday | Duke Kahanamoku Race [Men] | Kailua Beach – Duke Kahanamoku Beach (Lanikai) |
| 08-22-2020 | Saturday | Kailua Bay Challenge [Men] | Kailua Beach Triangle (Kailua) |
| 08-23-2020 | Sunday | Dad Center Canoe Race [Women] | Kailua Beach – Outrigger Canoe Club (Outrigger) |
| 09-13-2020 | Sunday | E Lau Hoe Race | Kailua Beach – Sand Island (OHCRA) |
| 09-20-2020 | Sunday | Henry Ayau Race | Maunalua Bay – Nanakuli Beach (Hui Lanakila) |
Molokai Races
| DATE | DAY | EVENT | SPONSOR/LOCATION |
| 09-27-2020 | Sunday | Na Wahine O Ke Kai [Women] | Molokai to Oahu |
| 10-11-2020 | Sunday | Molokai Hoe [Men] | Molokai to Oahu (OHCRA) |
