James O. Heyworth Memorial Trophy Race to Mackinac Section Trophy Elapsed Year Boat Owner Club Type of Yacht Time Division Section 1940 Keewaydin Edgar B. Tolman, Jr. Chicago YC 35' Sloop 76:38:59 Cruising D 1941 Duchess Hobart Olson Milwaukee YC 31' Cruising Cutter 67:58:57 Cruising D 1942 Wench Henry T. Holsman Chicago YC 31' Cutter 71:38:06 Cruising D 1943 Duchess Hobart Olson Milwaukee YC 31' Cruising Cutter 65:22:09 Cruising D 1944 Duchess Hobart Olson Chicago YC & Milwaukee YC 31' Cruising Cutter 92:46:56 Cruising D 1945 Sparkle Dr. Edwin A. Reinholtzen Chicago YC 35' Cutter 80:14:05 Cruising D 1946 Keewaydin Edgar B. Tolman, Jr. Chicago YC 35' Sloop 74:35:30 Cruising D 1947 Sparkle Dr. Edwin A. Reinholtzen Chicago YC 35' Cutter 59:18:26 Cruising D 1948 Sparkle Dr. Edwin A. Reinholtzen Chicago YC 35' Cutter 47:26:15 Cruising D 1949 Vanitie Edward H. Schultz, Jr. Chicago YC 32' Cutter 66:03:38 Cruising D 1950 Fleetwood Nicholas J. Geib Chicago YC Custom 39' Ketch 57:12:24 Cruising D 1951 Fleetwood Nicholas J. Geib Chicago YC Custom 39' Ketch 63:37:47 Cruising D 1952 Fleetwood Nicholas J. Geib Chicago YC Custom 39' Ketch 49:56:19 Division 2 D 1953 Fleetwood Nicholas J. Geib Chicago YC Custom 39' Ketch 60:57:57 Division 2 D 1954 Fleetwood Nicholas J. Geib Chicago YC Custom 39' Ketch 76:48:39 Division 2 D 1955 Rangoon David B. Silberman & Albert E. Stern Columbia YC 37' Sloop 88:56:23 Division 2 D 1956 Fleetwood Nicholas J. Geib Chicago YC Custom 39' Ketch 51:13:17 Division 2 D 1957 Meteor III Henry Burkhard Bayview YC 38' Cutter 50:37:11 Division 2 D 1958 Rangoon David B. Silberman & Albert E. Stern Columbia YC Sloop 75:58:39 Division 2 D 1959 Feather II William G. Peacock, Jr. Columbia YC 32' Yawl 63:48:03 Division 2 D 1960 Dauntless II Thomas J. Hanson Bayview YC Pilot Sloop 62:20:11 Division 2 D 1961 Blue Horizon Dick Kaup Chicago YC Rhodes 34' Cutter 61:05:38 Division 2 D 1962 Victory Charles C. Harrison Milwaukee YC 38' Yawl 70:28:28 Division 2 2 1963 Mara Kent H. Hughes St Joseph River YC 35' Sloop 71:48:52 Division 2 5 1964 Yare Donald M. Smith Bayview YC 36' Sloop 62:48:40 Division 2 5 1965 Wildwind Charles S. Berk Columbia YC Alberg 35 74:58:47 Division 2 5 1966 Rogue Don B. Wittenberg Chicago YC 35' Sloop 75:31:09 Division 2 5 1967 Flying Buffalo Karl Ness & Maurice DeClercq Bayview YC 34' Sloop 51:58:33 Division 2 5 1968 Meteor III Henry Burkhard Bayview YC 38' Cutter 43:35:47 Division 2 5 1969 Red Jacket G. Bernardoni & M. Schwartz Columbia YC ILW34C 72:08:42 Division 2 5 James O. Heyworth Memorial Trophy Race to Mackinac Section Trophy Elapsed Year Boat Owner Club Type of Yacht Time Division Section 1970 Decision David W. Howell Chicago YC Palmer Johnson 37 49:40:50 Division 2 5 1971 Decision David W. Howell Chicago YC Sparkman & Stephens 37 54:57:07 Division III 5 1972 Contagious Dr. James Norman North Cape YC Block Island 36 47:00:59 Division III 5 1973 Pied Piper Richard E. Jennings Chicago YC Van De Stadt 39 64:07:15 Division III 5 1974 Patriot III Rudy Vedovell Macatawa Bay YC Ranger 37 51:11:29 Division III 5 1975 Pied Piper Richard E. Jennings Chicago YC Peterson 1 Ton 68:03:22 Division III 5 1976 Dandelion Roger H. Wadsworth North Cape YC Morgan 37 55:18:49 Division III 5 1977 Ragtime Tittle & Gasser Michigan City YC Peterson 34 54:48:52 IOR 5 1978 Hubub Joseph Kennecott Pentwater YC 58:20:36 IOR 5 1979 Dandelion Roger H. Wadsworth North Cape YC 1 Ton 47:14:05 IOR 5 1980 Thunderbird Rodney S. Wallace Wayzata YC Custom 35 62:21:53 IOR 5 1981 Cadence Theodore J. Reese Michigan City YC Peterson 34 64:17:03 IOR 5 1982 Red Shift Norman H. Nie New Buffalo YC Peterson 34 57:51:18 IOR 5 1983 Decisive William Gearing Chicago YC Wylie 34 60:51:57 IOR 5 1984 Quintessence David E. Alteies St Joseph YC Peterson 34 46:26:59 IOR 5 1985 Airborne Craig T. Hall Macatawa Bay YC Chance 36 49:30:25 IOR 5 1986 Dragonbreath Denise McNamara Midwest Open Racing Fleet Hunter 34 49:52:47 IMS 7 1987 Rocking Horse Alexander Curtiss Chicago YC Ranger 33 38:37:18 IMS 7 1988 Aces Wild Jack Levy Columbia YC Baltic 35 56:58:10 IMS 8 1989 Liberte 89 Lex Raas Yacht Club de Cherbourgh Beneteau 35 84:31:32 IMS 8 1990 Hot Canary Holland Capper Chicago YC Tartan 10 42:24:12 IMS 8 1991 Wizo Willard J. Harman Michigan City YC Ericson 39 49:02:01 IMS 6 1992 Leading Lady Eugene C. Miller, Jr. Leland YC C&C 39 49:32:27 LMPHRF 6 1993 Can Can Clemens Boltz Chicago YC Beneteau 42 39:57:24 LMPHRF 6 1994 Experience Charles E. Kuehn Marinette & Menominee YC Soverel 39 45:06:35 LMPHRF Div I 5 1995 Revelation Kevin M. Alcock Chicago YC J105 55:21:41 PHRF 5 1996 Eagle Jerome F. & Shawn O'Neill Chicago YC Tripp 36 44:19:25 PHRF 5 1997 Outrageous Jeff Comeaux Chicago YC Beneteau 42 41:57:04 PHRF 5 1998 Fourth of July Dr. Ronald DeBruin Chicago YC Frers 38 45:37:15 PHRF 5 1999 Fourth of July Dr. Ronald DeBruin Chicago YC Frers 38 58:56:07 PHRF 5 James O. Heyworth Memorial Trophy Race to Mackinac Section Trophy Elapsed Year Boat Owner Club Type of Yacht Time Division Section 2000 Fourth of July Dr. Ronald DeBruin Chicago YC Frers 38 62:59:57 PHRF 5 2001 Station Wagon Michael Bremer Macatawa Bay YC SR 33 51:26:33 PHRF 5 2002 Thunderbolt James Burch Bayview YC Tripp 33 37:32:48 Trophy 5 2003 Retriever David Verdier Macatawa Bay YC Alden 52 47:28:35 Trophy 5 2004 Etage Carol & John Kunze Macatawa Bay YC C&C 38 74:41:27 Trophy 7 2005 Flight Simulator Tom Reese Youngstown YC Corsair 28R 43:44:41 Multihull 2 2006 Wings Anthony Bowker & Robert Nelson Columbia YC C&C 53 54:03:48 Trophy 9 2007 Gamera Mathew Scharl Midwest Open Racing Fleet F-25C 49:19:38 Multihull Multihull 2008 Nana Alan G. Baske & William McCaffery Waukegan YC Ericson 39 59:23:48 Trophy 8 2009 Realt Na Mara Tom & Joe Londrigan Island Bay YC J109 66:17:59 Trophy J105 2010 Retention Mark & Joni Croll Waukegan YC LS 10 59:22:07 Trophy T10 2011 Goblin Paul Akers None Nelson Marek 50 33:52:42 Trophy 1 2012 TFWB Relentless George & Scott Petritz Grand Traverse YC J29 48:02:04 Double-Handed Double-Handed 2013 Sufficient Reason Mitchell Padnos & Tracy Brand Macatawa Bay YC J122 48:47:50 Trophy 4 2014 Chaya Doin Joshua & Marc A Rubenstein Columbia YC Jeanneau 409 48:52:59 Cruising 1 2015 Intangible Tom Falck Chicago YC Tartan 3700 64:01:18 Cruising 2 2016 Hot Ticket Mike & Bob Kirkman Bayview YC J120 38:51:56 Cup J120 2017 Wizard David & Peter Askew Bayview YC Reichel/Pugh 74 27:41:57 Trophy Turbo 2018 Husaria Krzysztof Kaminski Polish Yachting Assn NA Farr 47 45:28:29 Cup 2 2019 Wired Brian Angioletti & Chuck Norton Chicago Corinthian YC Beneteau 40.7 50:59:29 Trophy Beneteau 40.7