| Band of the Year Wins | Band Leader | Year | Band Portrayal |
| 10 | Wayne Berkley | 19731 | Secrets of the Sky |
| 1974 | Kaleidoscope |
| 1980 | Genesis |
| 1989 | Hero Myth |
| 1990 | Nineteen Ninety |
| 1991 | Swan Lake |
| 1992 | Titanic |
| 1993 | Strike up the Band |
| 1994 | Mirage |
| 1998 | Amarant- the Secret Garden |
| 6 | George Bailey | 1957 | Back to Africa |
| 1959 | Relics of Egypt |
| 1960 | Ye Saga of Merry England |
| 1961 | Yzantine Glory |
| 1962 | Somewhere in New Guinea |
| 1969 | Bright Africa |
| Harold Saldenah | 1955 | Imperial Rome |
| 1956 | Norse Gods and Vikings |
| 19582 | Holy War/the Atlantis |
| 1964 | Mexico 1519 - 1521 |
| 1965 | Pacific Paradise |
| 1968 | El Dorado, City of Gold |
| 5 | Edmund Hart | 1966 | Playing Cards |
| 1970 | Inferno |
| 19833 | Mas Sweet Mas |
| 1986 | Islands in the Sun |
| 1988 | Out of this World |
| Stephen Lee Heung | 1967 | China, the Forbidden City |
| 1975 | We Kind a People |
| 1976 | Paradise Lost |
| 1977 | Cosmic Aura |
| 19833 | Rain Forest |
| Peter Minshall | 1979 | Carnival of the Sea |
| 1987 | Carnival Is Color |
| 1995 | Hallelujah |
| 1996 | Song of the Earth |
| 1997 | Tapestry |
| 4 | Brian MacFarlane | 2007 | India — The Story of Boyie |
| 2008 | Earth: Cries of Despair, Wings of Hope |
| 2009 | Out of Africa: Africa-Her People, Her Glory, Her Tears |
| 2010 | Resurrection: The Mas |
| Legends | 1999 | Dynasty |
| 2000 | Streets of Fire |
| 2001 | 2001 - Now and Beyond |
| 20034 | Bedazzled |
| 3 | Irvin McWilliams | 1971 | Wonders of Bucco Reef |
| 1972 | Anancy Stories |
| 1978 | Know Your Country |
| Raoul Garib | 1982 | The Sting |
| 1984 | In the Market Place |
| 1985 | Gulf of Paria |
| Trini Revellers | 2004 | Arabian Nights |
| 2005 | Conquest of the Indies |
| 2006 | Rome, The Empire |
| 1 | Barbarossa | 2002 | Untamed |
| Russell Charter | 1963 | Gulliver's Travels |
| Zodiac Associates | 1981 | Jungle Fever |
notes:
1 - Bobby Ammon co-captain of the band with Wayne Berkeley
2 - Bobby Ammon co-captain of the band with Harold Saldenah
3 - tied for band of the year (Edmund Hart & Stephen Lee Heung)
4 - 2003 result is void due to a potest in the court.
first year of the large band category was 1957; 53 large band of the year titles.
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