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| Date | Issue # | Topic |
| Th 2 September | 50 | Together Alone: Innovative Around the World Race |
| F 3 September | 51 | Book Review: Godforsaken Sea |
| Tu 7 September | 52 | Star and Farr 40 News |
| Th 9 September | 53 | Successful Mission for American Star Sailors |
| F 10 September | 54 | Star Worlds and Friday Book Review |
| M 13 September | 55 | Weekend sees Star and J 44 titles decided |
| Tu 14 September | 56 | Farr 40 Worlds tied up |
| Th 16 September | 57 | Mumm 30 Worlds Day 1 |
| F 17 September | 58 | Lords of the Ocean and Day 2 of the Mumm 30 Worlds |
| M 20 September | 59 | Mumm 30's,Sydney Harbour and C(update) |
| Tu 21 September | 60 | USA Team at Sydney, Rolex Weather |
| Th 23 September | 61 | Olympic Sailing, Women's Sailing and The Race |
| F 24 September | 62 | Rolex Regatta, Sydney Harour and Record News |
| M 27 September | 63 | Rolex wrapup/Sydney Harbour anaylsis |
| Tu 28 September | 64 | Mini Transat Start and Summer of '99 Photo |
| Th 30 September | 65 | (C)update and Summer of 99 in Photos |