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| Previous League Winners |
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| Date |
Division 1 |
Division 2 |
Division 3 |
Division 4 |
Division 5 |
Division 6 |
Division 7 |
Division 8 |
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| 1952/53 |
Newport |
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| 1953/54 |
Seaview |
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| 1954/55 |
Seaview |
Ryde |
JS Whites |
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| 1955/56 |
Newport A |
Newport B |
Yarmouth |
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| 1056/57 |
Newport/Ventnor |
Ryde A |
Niton B |
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| 1957/58 |
Newport/Ventnor |
Wootton A |
Sandown |
Yarmouth C |
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| 1958/59 |
Ventnor |
Niton |
Shanklin |
SARO |
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| 1959/60 |
Newport |
JS Whites A |
Cowes A |
Wootton B |
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| 1960/61 |
Newport |
Seaview A |
Seaview B |
Ventnor Cong |
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| 1961/62 |
Sandown A |
Seaview B |
Sandown B |
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| 1962/63 |
Sandown A |
Sandown B |
Niton B |
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| 1963/64 |
SARO A |
Cowes A |
SARO B |
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| 1964/65 |
SARO A |
SARO B |
Ryde Central |
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| 1965/66 |
SARO A |
Ryde Central |
Niton B |
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| 1966/67 |
SARO A |
Shanklin C |
Shanklin D |
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| 1967/68 |
BHC A |
Brighstone A |
Westhill A |
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| 1968/69 |
BHC A |
Yarmouth A |
Freshwater A |
Sandown C |
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| 1969/70 |
BHC A |
Westhill A |
Westhill B |
Ryde Central B |
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| 1970/71 |
BHC A |
Ventnor Cong |
Yarmouth C |
Yarmouth D |
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| 1971/72 |
BHC A |
Ryde Central |
Showell A |
Cowes C |
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| 1972/73 |
Sandown A |
Yarmouth B |
Cowes B |
Freshwater B |
Ventnor Cong |
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| 1973/74 |
Shanklin A |
Shanklin B |
NALGO A |
Sandown C |
Shanklin D |
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| 1974/75 |
Shanklin A |
Sandown B |
Shanklin C |
Newport B |
Newport C |
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| 1975/76 |
BHC A |
Westhill A |
Cowes B |
Shorwell B |
BHC C |
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| 1976/77 |
BHC A |
Newport A |
Newport B |
BHC C |
Newport D |
Shanklin E |
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| 1977/78 |
Sandown A |
NALGO A |
Newport C |
Brighstone B |
Eastmore A |
Solent A |
Solent B |
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| 1978/79 |
Sandown A |
Newport B |
Ventnor A |
Eastmore A |
Solent A |
Ventnor B |
Ventnor D |
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| 1979/80 |
Newport A |
Ventnor A |
Brighstone B |
Ryde C |
Ventnor B |
Ventnor C |
Wroxall |
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| 1980/81 |
BHC A |
Brighstone A |
Freshwater B |
Solent A |
Ventnor Cong |
Newport F |
Carisbrooke A |
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| 1981/82 |
BHC A |
Yarmouth A |
Solent A |
Cowes C |
NALGO F |
Wroxall A |
Binstead A |
Binstead B |
| 1982/83 |
Newport A |
Ryde A |
Whitecroft A |
Yarmouth C |
Solent B |
Seaview |
Binstead B |
BHC F |
| 1983/84 |
Newport A |
NALGO B |
Yarmouth C |
NALGO F |
Seaview A |
Binstead B |
Shanklin D |
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| 1984/85 |
Newport A |
Ryde A |
Shanklin B |
Freshwater C |
Shanklin C |
Solent B |
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| 1985/86 |
Newport A |
Yarmouth B |
Ryde B |
Westhill A |
Seaview B |
Shanklin D |
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| 1986/87 |
Yarmouth A |
Vectis B |
Seaview A |
Ryde C |
Shanklin C |
Freshwater D |
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| 1987/88 |
Yarmouth A |
Ventnor A |
Vectis C |
Ventnor C |
Westhill B |
Wroxall B |
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| 1988/89 |
Newport A |
Vectis B |
Newport D |
Newport E |
Whitecroft B |
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| 1989/90 |
Newport A |
Westhill A |
Freshwater B |
Solent A |
Westland C |
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| 1990/91 |
Newport A |
Ventnor A |
Yarmouth C |
Kingsway A |
Brighstone B |
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| 1991/92 |
Newport A |
Yarmouth B |
Savoy A |
Cowes B |
Westland D |
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| 1992/93 |
Freshwater A |
Savoy A |
Westland C |
Westland D |
Seaview |
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| 1993/94 |
Westland A |
Shanklin B |
Shanklin C |
Whitecroft B |
Westhill B |
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| 1994/95 |
Westland A |
Kingsway A |
Westland D |
Shanklin D |
Downside A |
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| 1995/96 |
Westland A |
Freshwater B |
Shanklin C |
Newport B |
Brighstone A |
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| 1996/97 |
Westland A |
Westland C |
Cowes A |
Whitecroft D |
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| 1997/98 |
Whitecroft A |
Westland D |
Vectis B |
Wroxall B |
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| 1998/99 |
Whitecroft A |
Newport A |
Ventnor A |
Kingsway B |
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| 1999/00 |
Yarmouth A |
Yarmouth B |
Newport B |
Yarmouth C |
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| 2000/01 |
Yarmouth A |
Vectis A |
Freshwater B |
Freshwater C |
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| 2001/02 |
GKN Westland A |
Westland B |
Nomads |
Whitecroft D |
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| 2002/03 |
Westland A |
Westland B |
Newport A |
RydeKings C |
Freshwater D |
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| 2003/04 |
Westland A |
Whitecroft B |
Freshwater C |
Freshwater E |
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| 2004/05 |
Westland A |
RydeKings A |
RydeKings B |
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| 2005/06 |
Westland A |
Whitecroft B |
Wroxall |
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| 2006/07 |
Westland A |
Newport A |
Newport B |
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| 2007/08 |
Westland A |
RydeKings A |
Ventnorians |
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| 2008/09 |
Westland A |
Vectis A |
Brighstone |
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| 2009/10 |
Westland A |
Whitecroft B |
Newport C |
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| 2010/11 |
Westland A |
Vectis B |
Fairway |
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| 2011/12 |
Vectis A |
Whitecroft B |
Fairway B |
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| 2012/13 |
Vectis A |
Vectis B |
Vectis C |
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| 2013/14 |
Vectis A |
Whitecroft B |
IoW Sports Club |
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| 2014/15 |
Fairway A |
IoW Sports Club |
Freshwater D |
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| 2015/16 |
Vectis A |
Ryde B |
Ryde C |
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| 2016/17 |
Vectis A |
Ryde C |
Ryde D |
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| 2017/18 |
Vectis A |
Yarmouth |
Wroxall A |
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| 2018/19 |
Ryde A |
Freshwater B |
Ryde D |
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| 2019/20 |
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