The Cressy Trophy

Morton Starr Cressy, Jr. was a 1927 graduate of the United States Naval Academy and an avid sailor. The Cressy Trophy was presented to the Naval Academy by his wife in his memory. The Cressy Trophy Regatta was originally a multi-division invitational high school regatta sailed in 420s and Lasers, hosted by USNA since 1979, sometimes in conjunction with the ISSA Mallory Trophy Regatta. The Deed of Gift was changed in 1985 to rededicate the Cressy Trophy as the National High School Singlehanded Championship trophy, sailed in Lasers. Since 1990, it has been recognized by the Interscholastic Yacht Racing Association, now the Interscholastic Sailing Association (ISSA), as the ISSA National Singlehanded Championship. Competition now rotates annually among the several ISSA districts, in the Fall of the preceding calendar year.

  • 2006
    • Full Rig: Portsmouth Abbey
      • Juan Maegli
    • Radial Rig: Seminole High School
      • Mitch Hall
  • 2005
    • Full Rig: Sarasota High School
      • Christopher Enger
    • Radial Rig: Clearwater
      • Paige Railey
  • 2004
    • Full Rig: Pine View
      • Chris Branning
    • Radial Rig: Clearwater
      • Paige Railey
  • 2003
    • Full Rig: Toms River High School South
      • Clay Johnson
    • Radial Rig: Point Loma High School
      • Parker Shinn
  • 2002
    • Full Rig: The Bishop’s School
      • Andrew Campbell
    • Radial Rig: Coronado H S
      • Michael Anderson Mitterling
  • 2001
    • Full Rig: The Bishop ’s School
      • Andrew Campbell
    • Radial Rig: Coronado H S
      • Michael Anderson Mitterling
  • 2000
    • Full Rig: Southern Regional H S
      • Spencer Weber
    • Radial Rig: Lakewood H S
      • Peter Must
  • 1999 The Assets School
    • Andrew Lewis
  • 1998 Southern Regional H S
    • Spencer Weber
  • 1997 Clearwater Central Catholic High School
    • Brad Funk
  • 1996 St Petersburg H S
    • Rasmus Myrgren
  • 1995 The Bishop’s School
    • Jon Baker
  • 1994 Hotchkiss School
    • William Stout
  • 1993 Avon Old Farms School
    • John Torgerson
  • 1992 Largo Senior H S
    • Brett Davis
  • 1991 Largo Senior H S
    • Brett Davis
  • 1990 Largo Senior H S
    • Brett Davis
  • 1989 Palmetto Senior H S
    • Kevin Downey
  • 1988 Isadore Newman
    • Andy Lovell
  • 1987 Sarasota H S
    • Alex Ascencios
  • 1986 Miami Killian Sr H S
    • Jack Dreyfuss
  • 1985 St George’s School
    • Bill Shoemaker
    • Brad Swett
    • Cinda Duhn
    • Greg Ferguson
    • Hannah Swett
    • Julie Corigen
  • 1984 St George’s School
    • Bill Shoemaker
    • Amanda Kelly
    • Peter Johnstone
    • Brad Swett
    • Hannah Swett
  • 1983 Woodrow Wilson H S
    • Ron Rosenberg
    • Rich Polarea
    • Mike Goyan
    • Jim MacLeod
    • Mike Sentovich
  • 1982 Annapolis High School
    • Andrew White
    • Doug Hagen
    • Kevin Dunn
    • Russell Snyder
    • Jonathan Phillips
  • 1981 Tabor Academy
    • Zack Orlov
    • Jim Bowling
    • Tom O ’Toole
    • Ross Benfield
    • Steve Briggi
  • 1980 Wilson H S
    • Mike Segerblom
    • Jay Golison
    • Paul Kent
    • Steve Rosenberg
  • 1979 Newport Harbor H S
    • Ned Jones
    • Tim Sullivan
    • Jerry Noonan
    • Jordie Murphy
    • Jim Lawson