Current
The Endeavour Trophy, which represents a section of a racing mast, was presented to the Lo300 by Bill & Cindy Redding. It was first presented in 2007.
This trophy is awarded to the yacht with the Best Corrected Time in Fully Crewed White Sail Division I of the LO300
| 2006 | Penguins Mother | M. Little, EYC |
| 2007 | Zig Zag | M. Desjardins, CBYC |
| 2008 | Blaze | G. Yates, OC |
| 2009 | Stormtrooper | B. Wright, BHYC |
| 2010 | Sansei | Jeffrey Imai, QCYC |