Here are the history and recipients of each of the club's racing trophies, updated through 2009. [The seemingly whimsical alignment and spacing of the data columns is determined by the as yet invisible logic of the applicable website system.]
- Champagne Race — Any Sails or None
- Double Handed — Jib & Main - Class A
- Double Handed — Jib & Main - Class B
- Double Handed — Spinnaker - Class A
- Double Handed — Spinnaker - Class B
- Double Handed — Spinnaker - Class C
- Etchells Series — Overall Winner / Kelemen Cup
- Hot Ruddered Bum — Jib & Main - Class A
- Hot Ruddered Bum — Jib & Main - Class B
- Hot Ruddered Bum — Spinnaker - Class A
- Hot Ruddered Bum — Spinnaker - Class B
- Hot Ruddered Bum — Spinnaker - Class C
- Ladies Cup — A History
- Ladies Cup — Any Division, Class, or Club – First on Corrected Time / Samuel de Champlain Trophy
- Ladies Cup — Any Division, Class, or Club – First to Finish / Ted Brooks Trophy
- Ladies Cup — Any LCYC Member – First on Corrected Time / The Ladies Cup Trophy
- Ladies Cup — Any Non-Member – First on Corrected Time / Challenge Trophy
- Ladies Cup — Jib and Main – Class A / Failey Trophy
- Ladies Cup — Jib and Main – Class B / Dewey Mead Trophy
- Ladies Cup — Spinnaker – Class A / Danielson Trophy
- Ladies Cup — Spinnaker – Class B / Edlund Trophy
- Ladies Cup — Spinnaker – Class C / Ingalls Cup Trophy
- Ladies Cup — Spinnaker – Etchells Class / Hal Greig Trophy
- Lady Skipper — Jib & Main - Class A
- Lady Skipper — Jib & Main - Class B
- Lady Skipper — Spinnaker - Class A / Sherman Trophy
- Lady Skipper — Spinnaker - Class B / J Sinner Trophy
- Lady Skipper — Spinnaker - Class C / Class C Trophy
- MacDonough — Jib & Main - Class A
- MacDonough — Jib & Main - Class B
- MacDonough — Long Course Winner / MacDonough Trophy
- MacDonough — Spinnaker - Class A
- MacDonough — Spinnaker - Class B
- MacDonough — Spinnaker - Class C
- MacDonough — Spinnaker - Class D
- Odziozo — Jib & Main - Class A
- Odziozo — Jib & Main - Class B
- Odziozo — Overall Winner / Adventure Memorial Trophy
- Odziozo — Spinnaker - Class A
- Odziozo — Spinnaker - Class B
- Odziozo — Spinnaker - Class C
- Odziozo — Spinnaker - Class D
- Odziozo — Spinnaker - Etchells
- One-Design Advancement — Significant Contribution Award / Kimura Cup
- Schuyler Island — Jib & Main - Class A
- Schuyler Island — Jib & Main - Class B
- Schuyler Island — Spinnaker - Class A
- Schuyler Island — Spinnaker - Class B
- Schuyler Island — Spinnaker - Class C
- Tea Kettle — Jib & Main - Class A
- Tea Kettle — Jib & Main - Class B
- Tea Kettle — Spinnaker - Class A
- Tea Kettle — Spinnaker - Class B
- Tea Kettle — Spinnaker - Class C
- Wed Night Races — A History
- Wed Night Series — Jib and Main Overall Winner / Bibs Francis Trophy
- Wed Night Series — Spinnaker Overall Winner / Bibs Francis Trophy
- Weekend Series — Jib and Main Overall Winner / Cannon Trophy
- Weekend Series — Spinnaker Overall Winner / Billado Trophy
- Yachtsman of the Year — William B. Archey Trophy
- Youth Sailing — Most Improved Sailor Award
- Youth Sailing — Skipper of the Year Award / The 'Endurance' Trophy
- Youth Sailing — Sportsmanship Award / Bruce Hill Trophy
