Year Performer Song Album / Notes 2018 Machel Montano and Superblue "Soca Kingdom '' 9th & 10th RM wins 2017 Ultimate Rejects featuring MX Prime "Full Extreme '' 2016 Machel Montano "Waiting On the Stage '' Monk Evolution 2015 Machel Montano "Like Ah Boss '' Monk Monte 2014 Machel Montano "Ministry Of Road '' (MOR) Happiest Man Alive 2013 Superblue "Fantastic Friday '' Soca Gold 2013 2012 Machel Montano "Pump Yuh Flag '' (PYF) Double M 2011 Machel Montano "Advantage '' The Return JW & Blaze "Palance '' Monkey Steak Play Soca 2009 Fay - Ann Lyons "Meet Super Blue '' 2008 Fay - Ann Lyons "Get On '' Best Of Best Soca 2008 2007 Machel Montano "Jumbie '' Book of Angels 2006 Machel Montano and Patrice Roberts "Band Of De Year '' (BODY) B.O.D.Y. 2005 Shurwayne Winchester "Dead or Alive '' Shurwayne Winchester "The Band Coming '' Press Play 2003 Fay - Ann Lyons (3rd official female winner) "Display '' Soca Gold 2003 2002 Naya George "Trinidad '' Soca Gold 2002 2001 Shadow aka Mighty Shadow "Stranger '' Shadow - Just For You 2000 Superblue / Iwer George (TIE) "Pump Up '' / "Carnival Come Back Again '' Soca Matrix / Iwer + Family 1999 Sanell Dempster (2nd official female winner) "De River '' Blue Ventures 1999 1998 Wayne Rodriguez "Footsteps '' Charge 1997 Machel Montano (1st Road March win) "Big Truck '' Heavy Duty Nigel Lewis "Moving '' 1995 Super Blue "Signal For Lara '' Happy Carnival 1994 Preacher "Jump and Wave '' Rattlesnake Wine 1993 Super Blue "Bacchanal Time '' Bacchanal Time 1992 Super Blue "Jab Jab '' In The Power 1991 Super Blue (formerly Blue Boy) "Get Something and Wave '' 10th Anniversary 1990 Tambu "No No We Eh Going Home '' The Cry 1989 Tambu "Free Up '' The Journey 1988 Tambu "This Party Is It '' Culture Mighty Duke "Is Thunder '' Yesterday Today Tomorro 1986 David Rudder "Bahia Gyal '' The Hammer 1985 Crazy "Soucouyant '' Caribbean Hits Makers 1984 Sparrow (8th Road March win) "Do n't Back Back '' King Of The World Blue Boy "Rebecca '' Superman 1982 Penguin "Deputy '' Life Is A Lollipop 1981 Blue Boy "Ethel '' Soca In Shaolin Temple 1980 Blue Boy (1st Road March win) "Soca Baptist '' (3rd soca song to win RM) Blueboy 's breakout song 1979 Poser "Ah Tell She '' (Smoke Ah Watty) 2nd soca song to win RM 1978 Calypso Rose (1st full soca song to win RM) "Come Leh We Jam '' (Soca Jam) Her Majesty CalypsoRose 1977 Calypso Rose (1st official female winner) "Give More Tempo '' (uptempo calypso) Action Is Tight 1976 Kitchener (11th and final Road March win) "Flag Woman '' (soca elements in bassline) Kitch: Home For Carnival Kitchener "Tribute to Spree '' Carnival Fever In Kitch Shadow "Bass Man '' Bass Man LP 1973 Kitchener "Rain - O-Rama '' We Walk 100 Miles 1972 Sparrow "Drunk and Disorderly '' Hotter Than Ever 1971 Kitchener "Mas ' At Madison '' Curfew Time With Kitch 1970 Kitchener "Margie '' Sock It To Me Kitch 1969 Sparrow "Sa Sa Yea '' 16 Carnival Hits (Ice) 1968 Kitchener "Miss Tourist '' Play Mas ' With Kitch 1967 Kitchener "Sixty Seven '' 16 Carnival Hits (Ice) 1966 Sparrow "Obeah Wedding '' Calypso Genius Vol. 1 1965 Kitchener "My Pussin '' Mr. Kitch (RCA Victor) 1964 Kitchener "Mama This is Mas '' Lord Kitchener (RCA) 1963 Kitchener "The Road '' Klassic Kitchener Vol. Two 1962 Lord Blakie "Maria '' Trinidad All Time Calypso 1961 Sparrow "Royal Jail '' Sparrow The Conqueror 1960 Sparrow "May May '' Calypso King Of Trinidad 1959 Lord Caruso "Run the Gunslingers '' Ten For The Road 1958 Sparrow "Pay As You Earn '' 16 Carnival Hits (Ice) 1957 Lord Christo / Nelson Cato "Chicken Chest '' / "Doctor Nelson '' Two competitions 1956 Sparrow (1st Road March win) "Jean and Dinah '' (Yankee 's Gone) Sparrow 's breakout song 1955 Obernkirchen Children 's Choir "The Happy Wanderer '' (Valderi, Valdera!) German pop song 1954 Lord Blakie "Steel Band Clash '' 1953 Vivian Comma / Spit Fire "Madeline Oye '' / "Bow Wow Wow '' Two competitions 1952 Spit Fire "Post, Post Another Letter For Thelma '' 1951 Mighty Terror "Tiny Davis Blow '' 1950 Mighty Killer "In A Calabash '' 1949 Lord Wonder "Ramgoat Baptism '' 1948 Lord Melody or King Radio "Canaan Barrow '' or "Who Dead Canaan? '' To confirm correct winner 1947 King Pharaoh "Portuguese Dance '' (Vishki Vashki Voo) 1946 Kitchener (1st official Road March win) "Jump In The Line '' Competition renamed 1945 World War II (No Official Carnival): Lion "(All Day All Night,) Mary - Ann '' Calypso Carnival (Decca) 1944 World War II (No Official Carnival): Radio "Brown Skin Girl '' 1943 World War II (No Official Carnival): Invader "Rum & Coca Cola '' Lord Invader Calypso 1942 World War II (No Official Carnival): Kitchener "Green Fig '' Kitchener 's breakout song 1941 Lion (aka Roaring Lion) "Whoopsin Whoopsin '' 1940 Lord Beginner "Run Yuh Run '' 1939 King Radio "Mathilda '' Rough Guide To Calypso 1938 Lion (aka Roaring Lion) "No Nora Darling '' 1937 Lion (aka Roaring Lion) "Netty Netty '' Roaring Lion Sacred 78 's 1936 Lion (aka Roaring Lion) "Advantage Could Never Done '' 1935 Lion (aka Roaring Lion) "Dingolay Oy '' 1934 Railway Douglas "After Johnny Drink Me Rum '' 1933 King Radio "Wash Pan Wash '' 1932 King Radio (1st official "Leggo '' champion) "Tiger Tom Play Tiger Cat '' 1st official competition 1931 King Houdini "Mr. Huggins '' (Remake) 1930 Inveigler "Captain Cipriani '' 1928 Mentor "Mr. Huggins '' 1927 Atilla The Hun "??? '' (Song to be confirmed) 1926 Sam Manning "Camilla '' Sam Manning Volume 1 1925 King Houdini "Fire Brigade Water the Road '' 1924??? (Singer to be confirmed) "Mavis Powder '' 1923 King Houdini "Sly Mongoose '' 1922 Atilla The Hun "Toddy '' 1920 Atilla The Hun "Bigman Sweetman '' 1918 World War I (No Official Carnival) (No champion "Breakaway / Leggo '' chosen) 1917 World War I (No Official Carnival) (No champion "Breakaway / Leggo '' chosen) 1916 World War I (No Official Carnival) (No champion "Breakaway / Leggo '' chosen) 1915 World War I (No Official Carnival) (No champion "Breakaway / Leggo '' chosen) 1911 Lionel Belasco "Poeme One '' Year b4 1st recordings 1906 Sophie Mataloney (aka Jamette Matador) "Pauline '' (Adaptation of Guadeloupe folk song) Sung in Patios & English 1899 Chantwell "Prisonié Lévéz '' (Version of 1830 's Hit) Sung in Patios & English 1897 Chantwell "J'ouvert Band '' Sung in Patios & English 1834 Congo Barra or other early Calypsonian "Point De Six Ans '' (means "No Six Years '') Protest Calypso in Patios
who won the most road march in trinidad
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