The Outstanding Cruiser of the Year Award is voted on by the MPYC Cruising Club and presented at the Commodore's Ball.

  • 2009 Sam & Bill Fleetwood
  • 2008 Sam & Bill Fleetwood
  • 2007 Paul Brocchini
  • 2006 Jack Allen
  • 2005 Charles Jacobson
  • 2004 (not awarded)
  • 2003 (not awarded)
  • 2002 Sharon Halvorson
  • 2001 Charles Jacobson
  • 2000 Sharon Halvorson
  • 1999 Sam & Bill Fleetwood
  • 1998 Sharon Halvorson
  • 1997 Robinson Jeffers
  • 1996 John King
  • 1995 Norm & Cherie Seidel
  • 1994 George Penley
  • 1993 Jim Johns
  • 1992 Ron Gorrell
  • 1991 Dan Clarke