| Event | Year | Start | End | Races | Teams |
|---|---|---|---|---|---|
| Pumpkin Patch Regatta | 1999 | 23 Oct | 24 Oct | ||
| Carl Miller Regatta | 1999 | 02 Oct | 03 Oct | ||
| East Coast Championship | 1999 | 24 Sep | 26 Sep | 7 | 26 |
| Mid-Atlantic Championship | 1999 | 11 Sep | 12 Sep | 3 | 13 |
| Oak Harbour Regatta | 1999 | 14 Aug | 14 Aug | 5 | 7 |
| Fishing Bay Annual | 1999 | 14 Aug | 15 Aug | ||
| Hyannis Annual | 1999 | 30 Jul | 01 Aug | 6 | 11 |
| New England Championship | 1999 | 17 Jul | 18 Jul | 6 | 15 |
| Hampton Annual | 1999 | 03 Jul | 04 Jul | ||
| South Bay Regatta | 1999 | 01 Jul | 01 Jul | 6 | 7 |
| North American Championship | 1999 | 31 May | 04 Jun | 7 | 14 |
| Bristol Spring | 1999 | 22 May | 23 May | 7 | 6 |
| Hampton Trapeze | 1999 | 15 May | 16 May | 5 | 6 |
| Hoover Spring Regatta | 1999 | 15 May | 16 May | 10 | 7 |
| No Gas | 1999 | 08 May | 09 May | 5 | 5 |
| Richmond YC Spring Small Boat Invite | 1999 | 08 May | 09 May | 6 | 10 |
| Richmond Regatta | 1999 | 01 May | 01 May | 6 | 10 |
| WRSC Spring | 1999 | 01 May | 02 May | 5 | 12 |
| Oak Harbor Spring Free | 1999 | 24 Apr | 25 Apr | 15 | 5 |
| Santa Cruz | 1999 | 24 Apr | 25 Apr | 15 | |
| Hi-Per | 1999 | 10 Apr | 11 Apr | 8 | 6 |
| Pre-Spring | 1999 | 27 Mar | 27 Mar | 7 | |
| West Coast Midwinters | 1999 | 13 Feb | 14 Feb | 6 | 5 |
| Florida Midwinter | 1999 | 08 Jan | 10 Jan | 7 | 15 |
| RYC Midwinters #2 | 1999 | 03 Jan | 03 Jan | 3 | 7 |