| Event | Year | Start | End | Races | Teams |
|---|---|---|---|---|---|
| Canadian Olympic Regatta | 1999 | 26 Aug | 29 Aug | 8 | 20 |
| Weymouth Open | 1999 | 21 Aug | 22 Aug | 6 | 20 |
| Oak Harbour Regatta | 1999 | 14 Aug | 14 Aug | 5 | 7 |
| Fishing Bay Annual | 1999 | 14 Aug | 15 Aug | ||
| Dansk Mesterskab | 1999 | 13 Aug | 15 Aug | 6 | 15 |
| Kingston No Frills Regatta | 1999 | 07 Aug | 08 Aug | 10 | 7 |
| Abersoch Open | 1999 | 06 Aug | 08 Aug | 3 | 11 |
| Hyannis Annual | 1999 | 30 Jul | 01 Aug | 6 | 11 |
| New England Championship | 1999 | 17 Jul | 18 Jul | 6 | 15 |
| Ontario Championship | 1999 | 17 Jul | 18 Jul | 9 | 8 |
| Santa Cruz | 1999 | 17 Jul | 18 Jul | 6 | 9 |
| World Championship | 1999 | 04 Jul | 10 Jul | 5 | 157 |
| Hampton Annual | 1999 | 03 Jul | 04 Jul | 5 | 4 |
| Eastern Canadian Championship | 1999 | 02 Jul | 04 Jul | 7 | 13 |
| Pre-Worlds | 1999 | 02 Jul | 04 Jul | 4 | 88 |
| South Bay Regatta | 1999 | 01 Jul | 01 Jul | 6 | 7 |
| Nieuwpoort | 1999 | 25 Jun | 27 Jun | 9 | 16 |
| Nepean One Design | 1999 | 19 Jun | 20 Jun | 7 | 8 |
| Short Course Championship | 1999 | 12 Jun | 13 Jun | 6 | 20 |
| Canadian Championship | 1999 | 11 Jun | 13 Jun | 5 | 18 |