| TROPHY | 2003 Winner | |
| OPENING REGATTA | ||
| Com. J. Gilbert Scheib | Pass Christian YC | |
| Com. Auguste Capdevielle | Southern YC | |
| Com. John Dane Masters |
Pensacola YC- Neil McMillan Bob Fleege-Carlos Melville |
|
| 420 | Paul Kleinschrodt - Ashley Hall-Buccaneer YC | |
| Race Management Excellence | ||
| JUNIOR LIPTON REGATTA | ||
| Junior Lipton | Southern YC | |
| "Uncle Roy" Troendle-last race | Edward Conrad - SYC | |
| Com. Leslie Beardsportsmanship | Bay-Waveland YC | |
| SIR THOMAS J. LIPTON CHALLENGE CUP | ||
| Lipton 1/2 Model | Southern YC | |
| Floyd Davis | 1st Race | Sanders Kane - Bay-Waveland YC |
| J. Fred Clerc | 2nd Race | Dwight LeBlanc III - Southern YC |
| Com. Mike Johnson | 3rd Race | Scott Sonnier - Southern YC |
| Com. Larry Beauvais | Last Race | Bruce Mahoney - Houston YC |
| Lipton Sportsmanship | Pass Christian YC | |
| OFFSHORE CHALLENGE CUP | ||
| Spring Hill College | Overall | New Orleans YC |
| Tiburon - John Dane | ||
| Final Finale - Benz Faget | ||
| Zephyr - Scott Tonguis | ||
| Fair American - Chris Wientjes-Ward Pitard | ||
| Mobile Yacht Club | Best 3 boat | Buccaneer YC |
| Larrikin - Ken Kleinschrodt | ||
| Wolfpac - John Wacker | ||
| Absolut - Andy Hall | ||
| "Buddy" Friedrichs | Class A | No Fear - Southern YC |
| OTHER CHAMPIONSHIPS | ||
| Com. Eugene Taylor | Lightnings | Larry Frost, III - Southern YC |
| Cock of the Walk | Top Scot Skipper | Steve Bellows - PYC |
| Multihull | Ocean Springs YC | |
| Jim Tucker | 1st in Fleet - Multihull | Brian Lambert - Will Rottgering |
| Schweppes | Match Racing | J. Dwight LeBlanc III |
| Knost Women's Championship | Pass Christian YC | |
| Com. Charles Galloway | Sunfish | Tom Whitehurst - PYC |
| John G. Curren | Fish Class | Pensacola YC |
| Jack & Flo Scheib Service Award - | Danny Killeen |