# List of Windward Islands first-class cricketers

The Windward Islands cricket team is a composite team representing the member associations of the Windward Islands Cricket Board of Control, which itself is a member association of the larger West Indies Cricket Board. The team incorporates players from several small islands in the Lesser Antilles, an island arc in the Caribbean Sea. These countries are Dominica, Grenada, Saint Lucia, and the Saint Vincent and the Grenadines, which, from 1940, made up the British Windward Islands colony (sustained until 1958). Although matches were played in the islands from the late 19th century, a combined team was not formed until the early 1950s, when semi-annual matches against a representative Leeward Islands team commenced. The Windwards played its first match at first-class level in December 1959, against a touring English side.
For the inaugural 1965–66 season of the Shell Shield, the Leewards and Windwards associations together entered a "Combined Islands" team, an arrangement which persisted on and off until the 1981–82 season, when the associations began to consistently enter separate teams. However, the Windwards still played regularly at first-class level during this time, against other West Indian domestic teams and touring international teams. Since its re-entry into the main domestic first-class competition, the team has played every season, although the team has never won the competition. In total, the Leewards have played 229 first-class matches, winning 48, drawing 66, losing 115, and having eight matches abandoned. Of these, 183 matches were played in the main West Indian domestic competition. A total of 185 players have played at least one first-class match for the team since its debut.

## Key

| Statistics: ‡ – served as captain † – served as wicket-keeper M – number of matches played R – total runs scored in career HS – highest score * – denotes batsman was not out Avg – average runs scored per dismissal 100 – number of centuries in career 50 – number of half-centuries in career | W – total wickets taken in career BB – best bowling figures in an innings Ave – average runs conceded per wicket 5i – number of five-wicket hauls in career 10m – number of ten-wicket hauls in career C – catches taken S – stumpings effected | Nationalities:  Antigua and Barbuda (1)  Barbados (2)  Dominica (52)  England (2)  Grenada (39)  Guyana (1)  Saint Lucia (32)  Saint Vincent and the Grenadines (58) | Note: where players have strong ties to multiple countries, both nationalities are listed. For at least one player during the early years of the team, information on place of birth and/or nationality is lacking. These players are marked . |

## List of players

Statistics only include first-class matches played for the Windward Islands, and are correct as of 14 June 2013:
| No. | Name | First | Last | M | R | HS | Avg | 100 | 50 | W | BB | Ave | 5i | 10m | C | S |
| 01 | Johnny Steele | 21 Dec. 1959 | 21 Dec. 1959 | 1 | 16 | 8 | 8.00 | 0 | 0 | – | – | – | – | – | 1 | 0 |
| 02 | Eldon Bramble | 21 Dec. 1959 | 21 Dec. 1959 | 1 | 28 | 16 | 14.00 | 0 | 0 | – | – | – | – | – | 0 | 0 |
| 03 | Evelyn Gresham ‡ | 21 Dec. 1959 | 8 Mar. 1968 | 8 | 180 | 25 | 12.00 | 0 | 0 | 15 | 4/13 | 25.80 | 0 | 0 | 1 | 0 |
| 04 | Alphonso Roberts | 21 Dec. 1959 | 21 Dec. 1959 | 1 | 1 | 1 | 0.50 | 0 | 0 | – | – | – | – | – | 1 | 0 |
| 05 | Owen Jackson | 21 Dec. 1959 | 21 Dec. 1959 | 1 | 49 | 25 | 24.50 | 0 | 0 | 0 | 0/2 | – | 0 | 0 | 0 | 0 |
| 06 | Ken Walker | 21 Dec. 1959 | 21 Dec. 1959 | 1 | 4 | 2 | 2.00 | 0 | 0 | – | – | – | – | – | 0 | 0 |
| 07 | Garnet Brisbane | 21 Dec. 1959 | 18 Mar. 1961 | 2 | 27 | 16* | 9.00 | 0 | 0 | 2 | 2/45 | 36.00 | 0 | 0 | 2 | 0 |
| 08 | Theo Redhead | 21 Dec. 1959 | 18 Mar. 1961 | 2 | 61 | 19* | 20.33 | 0 | 0 | 8 | 5/39 | 14.50 | 1 | 0 | 0 | 0 |
| 09 | Garnett Niles † | 21 Dec. 1959 | 18 Mar. 1961 | 2 | 2 | 1 | 0.50 | 0 | 0 | – | – | – | – | – | 1 | 0 |
| 010 | Frank Mason ‡ | 21 Dec. 1959 | 18 Mar. 1961 | 2 | 12 | 9 | 3.00 | 0 | 0 | 2 | 1/16 | 25.00 | 0 | 0 | 1 | 0 |
| 011 | Vivian Eli | 21 Dec. 1959 | 21 Dec. 1959 | 1 | 0 | 0* | 0.00 | 0 | 0 | 0 | 0/7 | – | 0 | 0 | 0 | 0 |
| 012 | Clifford Lewis | 18 Mar. 1961 | 18 Mar. 1961 | 1 | 34 | 30 | 17.00 | 0 | 0 | – | – | – | – | – | 0 | 0 |
| 013 | Horace Williams | 18 Mar. 1961 | 8 Apr. 1971 | 5 | 125 | 54 | 13.88 | 0 | 1 | 0 | 0/1 | – | 0 | 0 | 5 | 0 |
| 014 | Leonard Gittens | 18 Mar. 1961 | 18 Mar. 1961 | 1 | 34 | 32 | 17.00 | 0 | 0 | – | – | – | – | – | 0 | 0 |
| 015 | Clem John ‡ | 18 Mar. 1961 | 25 Jan. 1969 | 9 | 421 | 77 | 28.06 | 0 | 1 | – | – | – | – | – | 3 | 0 |
| 016 | A. la Roque | 18 Mar. 1961 | 18 Mar. 1961 | 1 | 29 | 18 | 14.50 | 0 | 0 | – | – | – | – | – | 0 | 0 |
| 017 | I. Athaley | 18 Mar. 1961 | 18 Mar. 1961 | 1 | 3 | 2 | 1.50 | 0 | 0 | 0 | 0/14 | – | 0 | 0 | 0 | 0 |
| 018 | Henry Elwin | 22 May 1965 | 27 Mar. 1967 | 5 | 163 | 34 | 16.30 | 0 | 0 | – | – | – | – | – | 3 | 0 |
| 019 | Tony Renwick | 22 May 1965 | 22 May 1965 | 1 | 14 | 13 | 7.00 | 0 | 0 | – | – | – | – | – | 0 | 0 |
| 020 | Irvine Shillingford ‡ | 22 May 1965 | 2 Apr. 1982 | 37 | 2250 | 238 | 36.29 | 3 | 11 | 1 | 1/15 | 46.00 | 0 | 0 | 38 | 0 |
| 021 | J. Sardine | 22 May 1965 | 22 May 1965 | 1 | 20 | 13 | 20.00 | 0 | 0 | 5 | 5/81 | 16.20 | 1 | 0 | 0 | 0 |
| 022 | Mike Findlay ‡† | 22 May 1965 | 6 Apr. 1978 | 26 | 1118 | 90 | 27.95 | 0 | 10 | – | – | – | – | – | 50 | 12 |
| 023 | Winston Mauricette | 22 May 1965 | 25 Nov. 1965 | 2 | 36 | 20* | 36.00 | 0 | 0 | 1 | 1/18 | 44.00 | 0 | 0 | 0 | 0 |
| 024 | Kelleb Laurent | 22 May 1965 | 28 Jul. 1973 | 9 | 123 | 38 | 10.25 | 0 | 0 | 35 | 6/39 | 19.37 | 3 | 1 | 6 | 0 |
| 025 | Jerome Mellow | 22 May 1965 | 27 Mar. 1967 | 5 | 32 | 21 | 4.57 | 0 | 0 | 15 | 5/62 | 25.00 | 1 | 0 | 2 | 0 |
| 026 | David Archer | 22 May 1965 | 16 Feb. 1967 | 3 | 17 | 11* | 5.66 | 0 | 0 | 1 | 1/27 | 121.00 | 0 | 0 | 0 | 0 |
| 027 | E. Lowe | 25 Nov. 1965 | 25 Nov. 1965 | 1 | 33 | 22 | 16.50 | 0 | 0 | – | – | – | – | – | 0 | 0 |
| 028 | Jerome Pierre | 25 Nov. 1965 | 25 Nov. 1965 | 1 | 0 | 0 | 0.00 | 0 | 0 | 6 | 4/32 | 6.16 | 0 | 0 | 1 | 0 |
| 029 | Hollis Bristol ‡ | 16 Feb. 1967 | 8 Mar. 1968 | 3 | 120 | 86 | 24.00 | 0 | 1 | – | – | – | – | – | 1 | 0 |
| 030 | Bryan Mauricette † | 16 Feb. 1967 | 14 Apr. 1972 | 4 | 47 | 20 | 9.40 | 0 | 0 | – | – | – | – | – | 1 | 0 |
| 031 | C. Charlemagne | 16 Feb. 1967 | 8 Mar. 1968 | 3 | 12 | 8* | 6.00 | 0 | 0 | 5 | 3/37 | 32.00 | 0 | 0 | 3 | 0 |
| 032 | Earl Cenac | 15 Mar. 1967 | 14 Jan. 1978 | 4 | 47 | 22 | 9.40 | 0 | 0 | – | – | – | – | – | 6 | 0 |
| 033 | Tyrone Harbin | 15 Mar. 1967 | 27 Mar. 1967 | 2 | 60 | 36 | 15.00 | 0 | 0 | 0 | 0/12 | – | 0 | 0 | 0 | 0 |
| 034 | Sparrow Duncan | 15 Mar. 1967 | 7 Apr. 1970 | 8 | 252 | 42 | 22.90 | 0 | 0 | 5 | 1/20 | 46.40 | 0 | 0 | 4 | 0 |
| 035 | Joe Gibbs | 27 Mar. 1967 | 14 Apr. 1973 | 8 | 50 | 25 | 7.14 | 0 | 0 | 23 | 7/49 | 22.26 | 1 | 0 | 1 | 0 |
| 036 | George Samuel | 8 Mar. 1968 | 8 Mar. 1968 | 1 | 24 | 24 | 24.00 | 0 | 0 | – | – | – | – | – | 0 | 0 |
| 037 | Fred Trimmingham | 8 Mar. 1968 | 8 Mar. 1968 | 1 | 4 | 4 | 4.00 | 0 | 0 | 1 | 1/29 | 33.00 | 0 | 0 | 0 | 0 |
| 038 | Grayson Shillingford | 8 Mar. 1968 | 7 Mar. 1979 | 22 | 270 | 35 | 10.38 | 0 | 0 | 52 | 5/79 | 27.53 | 1 | 0 | 5 | 0 |
| 039 | Emanuel Charles | 17 Jan. 1969 | 25 Jan. 1969 | 2 | 16 | 8 | 5.33 | 0 | 0 | – | – | – | – | – | 0 | 0 |
| 040 | Rupert Polius | 17 Jan. 1969 | 23 Sep. 1972 | 5 | 51 | 24 | 5.10 | 0 | 0 | – | – | – | – | – | 2 | 0 |
| 041 | Augustus Gregoire † | 17 Jan. 1969 | 25 Jan. 1969 | 2 | 68 | 43* | 34.00 | 0 | 0 | 0 | 0/1 | – | 0 | 0 | 1 | 0 |
| 042 | Rupert Branford | 17 Jan. 1969 | 17 Jan. 1969 | 1 | 8 | 8 | 4.00 | 0 | 0 | 0 | 0/46 | – | 0 | 0 | 0 | 0 |
| 043 | Douglas Cambridge | 17 Jan. 1969 | 25 Jan. 1969 | 2 | 12 | 8 | 4.00 | 0 | 0 | 2 | 2/49 | 24.50 | 0 | 0 | 0 | 0 |
| 044 | Nicholas Dougan | 25 Jan. 1969 | 25 Jan. 1969 | 1 | 0 | 0 | 0.00 | 0 | 0 | – | – | – | – | – | 0 | 0 |
| 045 | Oswald Clovey | 25 Jan. 1969 | 26 Feb. 1976 | 2 | 5 | 4 | 5.00 | 0 | 0 | 0 | 0/8 | – | 0 | 0 | 1 | 0 |
| 046 | Ralph Lowe | 16 Jan. 1970 | 7 Apr. 1970 | 3 | 61 | 23 | 12.20 | 0 | 0 | – | – | – | – | – | 1 | 0 |
| 047 | McFord Zamore | 16 Jan. 1970 | 7 Apr. 1970 | 3 | 95 | 70 | 23.75 | 0 | 1 | 9 | 4/28 | 17.44 | 0 | 0 | 3 | 0 |
| 048 | Hilton Nedd | 16 Jan. 1970 | 27 Feb. 1970 | 2 | 103 | 96* | 51.50 | 0 | 0 | – | – | – | – | – | 2 | 0 |
| 049 | David Defoe | 16 Jan. 1970 | 19 Sep. 1972 | 7 | 108 | 34* | 15.42 | 0 | 0 | 16 | 4/23 | 20.06 | 0 | 0 | 1 | 0 |
| 050 | Martial Francis | 16 Jan. 1970 | 14 Apr. 1973 | 9 | 122 | 28 | 10.16 | 0 | 0 | 18 | 4/78 | 33.11 | 0 | 0 | 2 | 0 |
| 051 | Lennox Lamothe | 16 Jan. 1970 | 27 Feb. 1973 | 2 | 16 | 14 | 5.33 | 0 | 0 | 1 | 1/18 | 52.00 | 0 | 0 | 2 | 0 |
| 052 | Vincent Elwin | 7 Apr. 1970 | 8 Apr. 1971 | 3 | 103 | 59 | 17.16 | 0 | 1 | 0 | 0/1 | – | 0 | 0 | 1 | 0 |
| 053 | Norbert Phillip ‡ | 7 Apr. 1970 | 1 Mar. 1985 | 39 | 1626 | 96 | 29.03 | 0 | 11 | 114 | 7/33 | 24.00 | 6 | 0 | 11 | 0 |
| 054 | George Alfred | 14 Jan. 1971 | 23 Sep. 1972 | 4 | 140 | 38 | 17.50 | 0 | 0 | 0 | 0/1 | – | 0 | 0 | 2 | 0 |
| 055 | Vibart Bute | 14 Jan. 1971 | 14 Apr. 1972 | 3 | 40 | 23 | 10.00 | 0 | 0 | 0 | 0/0 | – | 0 | 0 | 0 | 0 |
| 056 | Cecil la Roque | 14 Jan. 1971 | 14 Jan. 1971 | 1 | 7 | 6 | 3.50 | 0 | 0 | 0 | 0/41 | – | 0 | 0 | 0 | 0 |
| 057 | Douglas Haynes | 15 Jan. 1972 | 14 Apr. 1972 | 1 | 36 | 36 | 18.00 | 0 | 0 | – | – | – | – | – | 1 | 0 |
| 058 | Lockhart Sebastien ‡ | 15 Jan. 1972 | 25 Feb. 1989 | 59 | 3298 | 219 | 34.00 | 5 | 20 | 8 | 4/49 | 42.75 | 0 | 0 | 32 | 0 |
| 059 | Colville Browne | 15 Jan. 1972 | 12 Jan. 1981 | 13 | 360 | 60 | 16.36 | 0 | 1 | 1 | 1/4 | 16.00 | 0 | 0 | 9 | 0 |
| 060 | Zepton Greaves | 19 Sep. 1972 | 23 Sep. 1972 | 2 | 58 | 23 | 14.50 | 0 | 0 | 0 | 0/12 | – | 0 | 0 | 0 | 0 |
| 061 | Victor Joseph | 14 Apr. 1973 | 26 Feb. 1976 | 6 | 256 | 74 | 25.60 | 0 | 2 | 0 | 0/3 | – | 0 | 0 | 4 | 0 |
| 062 | Brindley Charles | 14 Apr. 1973 | 14 Apr. 1973 | 1 | 3 | 3 | 1.50 | 0 | 0 | – | – | – | – | – | 0 | 0 |
| 063 | Earl Fraites | 14 Apr. 1973 | 8 Jan. 1977 | 7 | 214 | 38* | 17.83 | 0 | 0 | 6 | 4/84 | 33.83 | 0 | 0 | 6 | 0 |
| 064 | Derek Abraham | 28 Jul. 1973 | 26 Feb. 1976 | 4 | 25 | 12 | 4.16 | 0 | 0 | 4 | 2/29 | 49.75 | 0 | 0 | 6 | 0 |
| 065 | Peter Thomas | 28 Jul. 1973 | 7 Mar. 1979 | 9 | 87 | 24* | 7.25 | 0 | 0 | 20 | 4/47 | 35.15 | 0 | 0 | 2 | 0 |
| 066 | Adrian King | 28 Jul. 1973 | 6 Apr. 1978 | 2 | 32 | 19 | 16.00 | 0 | 0 | 13 | 6/50 | 14.38 | 0 | 0 | 3 | 0 |
| 067 | Matthew George | 3 Mar. 1975 | 26 Feb. 1976 | 4 | 192 | 89 | 38.40 | 0 | 1 | – | – | – | – | – | 2 | 0 |
| 068 | Stanley Hinds | 3 Mar. 1975 | 13 Feb. 1986 | 34 | 535 | 72 | 12.73 | 0 | 1 | 124 | 6/19 | 25.13 | 6 | 1 | 25 | 0 |
| 069 | Hubert Annibaffa | 3 Mar. 1975 | 7 Mar. 1979 | 12 | 43 | 8 | 4.30 | 0 | 0 | 33 | 3/33 | 29.21 | 0 | 0 | 6 | 0 |
| 070 | Sam Isles | 26 Feb. 1976 | 26 Feb. 1976 | 1 | 29 | 28 | 14.50 | 0 | 0 | – | – | – | – | – | 0 | 0 |
| 071 | Eusfield John | 4 Jan. 1977 | 26 Mar. 1977 | 3 | 79 | 44 | 13.16 | 0 | 1 | – | – | – | – | – | 2 | 0 |
| 072 | Frederick Thorpe | 4 Jan. 1977 | 18 Mar. 1983 | 7 | 240 | 62 | 20.00 | 0 | 1 | 4 | 3/47 | 15.75 | 0 | 0 | 6 | 0 |
| 073 | Ignatius Cadette † | 4 Jan. 1977 | 11 Apr. 1987 | 32 | 742 | 84 | 15.45 | 0 | 2 | – | – | – | – | – | 53 | 9 |
| 074 | Thomas Kentish | 4 Jan. 1977 | 9 Mar. 1992 | 56 | 949 | 40 | 14.60 | 0 | 0 | 135 | 6/69 | 32.16 | 4 | 0 | 41 | 0 |
| 075 | Desmond Collymore | 10 Jan. 1978 | 8 Feb. 1990 | 28 | 688 | 87* | 19.11 | 0 | 2 | 70 | 5/34 | 30.80 | 1 | 0 | 16 | 0 |
| 076 | Linton Lewis | 6 Apr. 1978 | 1 Feb. 1991 | 31 | 1220 | 128 | 24.40 | 2 | 5 | 0 | 0/2 | – | 0 | 0 | 19 | 0 |
| 077 | John Patrick | 6 Apr. 1978 | 6 Apr. 1978 | 1 | 7 | 6 | 3.50 | 0 | 0 | – | – | – | – | – | 0 | 0 |
| 078 | Montgomery Warner | 2 Mar. 1979 | 11 Mar. 1980 | 2 | 93 | 45 | 23.25 | 0 | 0 | 0 | 0/3 | – | 0 | 0 | 3 | 0 |
| 079 | Winston Davis ‡ | 11 Mar. 1980 | 24 Jan. 1992 | 26 | 410 | 60 | 11.38 | 0 | 1 | 118 | 7/57 | 24.56 | 6 | 1 | 7 | 0 |
| 080 | Lewis Paul | 11 Mar. 1980 | 11 Mar. 1980 | 1 | 1 | 1 | 0.50 | 0 | 0 | 4 | 3/72 | 27.50 | 0 | 0 | 0 | 0 |
| 081 | Joseph Jack | 11 Mar. 1980 | 11 Mar. 1980 | 2 | 6 | 6 | 2.00 | 0 | 0 | 3 | 2/63 | 60.00 | 0 | 0 | 2 | 0 |
| 082 | Lance John ‡ | 12 Jan. 1981 | 21 Feb. 1992 | 54 | 2981 | 137 | 31.05 | 3 | 20 | 0 | 0/4 | – | 0 | 0 | 28 | 0 |
| 083 | Joseph Guiste | 12 Jan. 1981 | 12 Jan. 1981 | 1 | 14 | 10 | 7.00 | 0 | 0 | – | – | – | – | – | 0 | 0 |
| 084 | Harold Williams † | 12 Jan. 1981 | 12 Jan. 1981 | 1 | 4 | 4 | 2.00 | 0 | 0 | – | – | – | – | – | 0 | 0 |
| 085 | Kenny Hobson | 12 Jan. 1981 | 17 Feb. 1984 | 2 | 2 | 2 | 0.66 | 0 | 0 | 2 | 1/24 | 25.00 | 0 | 0 | 2 | 0 |
| 086 | Shane Julien | 4 Mar. 1982 | 11 Apr. 1987 | 14 | 946 | 123 | 35.03 | 2 | 7 | – | – | – | – | – | 4 | 0 |
| 087 | Wilf Slack ‡ | 4 Mar. 1982 | 18 Mar. 1983 | 9 | 585 | 97 | 36.56 | 0 | 3 | 2 | 2/15 | 20.50 | 0 | 0 | 13 | 0 |
| 088 | Albert Texeira | 4 Mar. 1982 | 1 Mar. 1985 | 14 | 345 | 48* | 17.25 | 2 | 7 | – | – | – | – | – | 14 | 0 |
| 089 | Cecil Elwin | 21 Jan. 1983 | 3 Feb. 1984 | 6 | 89 | 30 | 9.88 | 0 | 0 | – | – | – | – | – | 5 | 0 |
| 090 | Julian Charles ‡ | 4 Feb. 1983 | 6 Mar. 1992 | 46 | 1741 | 114 | 22.61 | 1 | 6 | 17 | 4/20 | 37.00 | 0 | 0 | 41 | 0 |
| 091 | Neil Williams | 4 Feb. 1983 | 21 Feb. 1992 | 17 | 638 | 66* | 23.62 | 0 | 3 | 54 | 5/33 | 23.98 | 5 | 0 | 8 | 0 |
| 092 | Javan Etienne | 21 Jan. 1984 | 1 Feb. 1990 | 26 | 312 | 32 | 12.00 | 0 | 0 | 60 | 6/35 | 33.81 | 1 | 0 | 10 | 0 |
| 093 | Charles Walters | 11 Feb. 1984 | 14 Apr. 1984 | 3 | 4 | 2 | 1.33 | 0 | 0 | – | – | – | – | – | 0 | 0 |
| 094 | Sydney Murphy | 11 Feb. 1984 | 3 Apr. 1987 | 7 | 29 | 7* | 4.14 | 0 | 0 | 12 | 2/46 | 58.66 | 0 | 0 | 4 | 0 |
| 095 | Francis Maurice | 31 Jan. 1985 | 5 Feb. 1993 | 6 | 116 | 20* | 11.60 | 0 | 0 | – | – | – | – | – | 6 | 0 |
| 096 | Wesley Thomas | 15 Feb. 1985 | 8 Feb. 1991 | 21 | 418 | 69 | 16.72 | 0 | 1 | 46 | 4/63 | 33.04 | 0 | 0 | 11 | 0 |
| 097 | Roy Marshall | 22 Feb. 1985 | 1 Sep. 2000 | 50 | 1656 | 112 | 18.81 | 1 | 4 | 138 | 7/99 | 25.06 | 5 | 2 | 34 | 0 |
| 098 | Steve Mahon | 17 Jan. 1986 | 5 Mar. 1993 | 17 | 440 | 45 | 14.66 | 0 | 0 | 0 | 0/1 | – | 0 | 0 | 7 | 0 |
| 099 | Dawnley Joseph ‡ | 21 Mar. 1987 | 12 Feb. 1999 | 61 | 3326 | 134 | 30.23 | 4 | 17 | 5 | 2/29 | 39.00 | 0 | 0 | 50 | 0 |
| 100 | Junior Murray ‡† | 21 Mar. 1987 | 12 Jan. 2007 | 93 | 5075 | 218 | 32.74 | 8 | 26 | – | – | – | – | – | 195 | 24 |
| 101 | Darwin Telemaque | 29 Jan. 1988 | 8 Feb. 1990 | 9 | 315 | 71 | 19.68 | 0 | 1 | – | – | – | – | – | 6 | 0 |
| 102 | Darren Williams | 26 Jan. 1988 | 26 Feb. 1988 | 2 | 66 | 26 | 16.50 | 0 | 0 | 3 | 2/44 | 33.33 | 0 | 0 | 0 | 0 |
| 103 | Joey Pierre | 26 Feb. 1988 | 8 Feb. 1997 | 16 | 632 | 73 | 21.06 | 0 | 3 | – | – | – | – | – | 8 | 0 |
| 104 | Ian Allen | 26 Jan. 1989 | 16 Feb. 1996 | 33 | 459 | 36 | 11.47 | 0 | 0 | 77 | 7/48 | 35.90 | 2 | 0 | 9 | 0 |
| 105 | Dominique Lewis | 25 Feb. 1989 | 25 Feb. 1989 | 1 | 4 | 2* | 4.00 | 0 | 0 | 3 | 2/26 | 31.33 | 0 | 0 | 0 | 0 |
| 106 | John Eugene | 26 Jan. 1990 | 14 Mar. 2003 | 45 | 1908 | 139 | 23.26 | 3 | 4 | 0 | 0/0 | – | 0 | 0 | 23 | 0 |
| 107 | Mervin Durand | 8 Feb. 1990 | 8 Feb. 1991 | 4 | 136 | 31 | 19.42 | 0 | 0 | 14 | 7/15 | 22.57 | 1 | 0 | 4 | 0 |
| 108 | Cameron Cuffy | 11 Jan. 1991 | 6 Feb. 2004 | 45 | 212 | 15 | 4.60 | 0 | 0 | 133 | 7/80 | 22.84 | 7 | 0 | 20 | 0 |
| 109 | Ervin Warrican | 8 Feb. 1991 | 3 Feb. 1995 | 6 | 144 | 44 | 12.00 | 0 | 0 | 8 | 3/77 | 55.12 | 0 | 0 | 7 | 0 |
| 110 | Casper Davis | 24 Jan. 1992 | 5 Feb. 1999 | 40 | 816 | 54 | 15.11 | 0 | 1 | 100 | 7/58 | 27.44 | 5 | 0 | 20 | 0 |
| 111 | Leroy Lewis | 24 Jan. 1992 | 24 Jan. 1992 | 1 | 9 | 5 | 4.50 | 0 | 0 | 1 | 1/35 | 65.00 | 0 | 0 | 0 | 0 |
| 112 | Mathias Walsh | 31 Jan. 1992 | 21 Feb. 1992 | 4 | 43 | 25 | 7.16 | 0 | 0 | – | – | – | – | – | 2 | 0 |
| 113 | Rawl Lewis ‡ | 31 Jan. 1992 | 26 Feb. 2010 | 108 | 4136 | 117* | 25.37 | 2 | 21 | 260 | 7/66 | 30.37 | 11 | 0 | 79 | 0 |
| 114 | Uzzah Pope † | 7 Feb. 1992 | 1 Sep. 2000 | 32 | 1006 | 91 | 17.96 | 0 | 5 | – | – | – | – | – | 62 | 9 |
| 115 | Alton Crafton | 6 Mar. 1992 | 17 Apr. 1998 | 8 | 168 | 31 | 12.00 | 0 | 0 | – | – | – | – | – | 3 | 0 |
| 116 | John Prince | 5 Feb. 1993 | 5 Mar. 1993 | 3 | 13 | 6 | 4.33 | 0 | 0 | 3 | 2/9 | 27.00 | 0 | 0 | 1 | 0 |
| 117 | John Sylvester | 12 Feb. 1993 | 25 Jan. 2001 | 20 | 643 | 70 | 17.37 | 0 | 4 | 1 | 1/10 | 20.00 | 0 | 0 | 22 | 0 |
| 118 | Kester Sylvester | 26 Feb. 1993 | 21 Feb. 2003 | 37 | 1054 | 113 | 15.50 | 1 | 5 | 1 | 1/66 | 118.00 | 0 | 0 | 32 | 0 |
| 119 | Nixon McLean | 26 Feb. 1993 | 3 Feb. 2000 | 18 | 376 | 52 | 16.34 | 0 | 1 | 41 | 5/37 | 30.41 | 1 | 0 | 3 | 0 |
| 120 | Mervyn Thomas | 5 Mar. 1993 | 10 Feb. 1995 | 4 | 88 | 39 | 12.57 | 0 | 0 | 0 | 0/0 | – | 0 | 0 | 0 | 0 |
| 121 | Gosnel Cupid | 7 Jan. 1994 | 20 Jan. 1995 | 7 | 198 | 49 | 14.14 | 0 | 0 | – | – | – | – | – | 4 | 0 |
| 122 | Dennison Thomas | 28 Jan. 1994 | 3 Feb. 2000 | 20 | 574 | 70 | 19.13 | 0 | 2 | 36 | 4/42 | 25.91 | 0 | 0 | 7 | 0 |
| 123 | McNeil Morgan | 27 Jan. 1995 | 15 Feb. 2002 | 29 | 287 | 35 | 6.67 | 0 | 0 | 66 | 4/27 | 25.86 | 0 | 0 | 14 | 0 |
| 124 | Bertram Stapleton | 10 Feb. 1995 | 7 Jan. 2000 | 3 | 49 | 19 | 12.25 | 0 | 0 | 0 | 0/1 | – | 0 | 0 | 4 | 0 |
| 125 | Preston Thomas | 24 Jan. 1997 | 31 Jan. 1997 | 2 | 23 | 18 | 5.75 | 0 | 0 | – | – | – | – | – | 3 | 0 |
| 126 | Balty Watt | 24 Jan. 1997 | 12 Jan. 2001 | 23 | 809 | 86* | 18.38 | 0 | 5 | 2 | 2/5 | 25.50 | 0 | 0 | 13 | 0 |
| 127 | Lee Stephen | 8 Feb. 1997 | 23 May 1997 | 2 | 39 | 17 | 9.75 | 0 | 0 | – | – | – | – | – | 2 | 0 |
| 128 | Brian Felix | 28 Feb. 1997 | 28 Feb. 1997 | 1 | 2 | 2 | 1.00 | 0 | 0 | – | – | – | – | – | 0 | 0 |
| 129 | Denis Byam | 10 Apr. 1997 | 16 May 1997 | 3 | 52 | 17 | 8.66 | 0 | 0 | – | – | – | – | – | 2 | 0 |
| 130 | Kenroy Martin | 10 Apr. 1997 | 26 Feb. 2004 | 15 | 264 | 65 | 10.56 | 0 | 1 | 6 | 3/5 | 12.66 | 0 | 0 | 11 | 0 |
| 131 | Adam Sanford | 23 May 1997 | 23 May 1997 | 1 | 30 | 30* | – | 0 | 0 | 2 | 1/5 | 27.50 | 0 | 0 | 0 | 0 |
| 132 | Joseph Parillon | 15 Jan. 1998 | 12 Feb. 1999 | 7 | 133 | 41 | 10.23 | 0 | 0 | – | – | – | – | – | 6 | 0 |
| 133 | Richie Richardson | 15 Jan. 1998 | 5 Mar. 1998 | 4 | 198 | 62* | 28.28 | 0 | 1 | 0 | 0/18 | – | 0 | 0 | 1 | 0 |
| 134 | Vernon Dumas | 22 Jan. 1998 | 5 Feb. 1999 | 8 | 154 | 31 | 10.26 | 0 | 0 | 10 | 4/36 | 27.00 | 0 | 0 | 6 | 0 |
| 135 | Devon Smith ‡ | 15 Jan. 1999 | 2 May 2013 | 82 | 5968 | 212 | 41.44 | 16 | 27 | 2 | 1/2 | 79.00 | 0 | 0 | 92 | 0 |
| 136 | Wayne Phillip † | 15 Jan. 1999 | 21 Jan. 2000 | 5 | 80 | 28 | 13.33 | 0 | 0 | – | – | – | – | – | 14 | 0 |
| 137 | Reynold McLean | 22 Jan. 1999 | 27 Jan. 2000 | 8 | 254 | 65 | 19.53 | 0 | 2 | – | – | – | – | – | 5 | 0 |
| 138 | Danny Harris | 7 Jan. 2000 | 1 Sep. 2000 | 4 | 21 | 13 | 4.20 | 0 | 0 | – | – | – | – | – | 2 | 0 |
| 139 | Tibbles Moore | 3 Feb. 2000 | 3 Feb. 2000 | 1 | 9 | 9 | 4.50 | 0 | 0 | – | – | – | – | – | 1 | 0 |
| 140 | Romel Currency | 1 Sep. 2000 | 7 Apr. 2006 | 31 | 1292 | 121* | 23.92 | 1 | 4 | 0 | 0/21 | – | 0 | 0 | 19 | 0 |
| 141 | Deighton Butler ‡ | 1 Sep. 2000 | 19 Feb. 2010 | 64 | 1225 | 66 | 14.93 | 0 | 4 | 176 | 5/29 | 26.20 | 2 | 0 | 42 | 0 |
| 142 | Camilus Alexander | 1 Sep. 2000 | 6 Mar. 2009 | 5 | 142 | 62 | 23.66 | 0 | 1 | 0 | 0/15 | – | 0 | 0 | 6 | 0 |
| 143 | Orlanzo Jackson | 1 Sep. 2000 | 11 Mar. 2005 | 27 | 537 | 54 | 11.93 | 0 | 1 | 91 | 8/79 | 28.18 | 3 | 1 | 13 | 0 |
| 144 | Kenroy Peters | 1 Sep. 2000 | 23 Mar. 2013 | 48 | 607 | 52 | 12.64 | 0 | 1 | 132 | 5/43 | 21.77 | 2 | 0 | 16 | 0 |
| 145 | Fernix Thomas | 1 Sep. 2000 | 4 Mar. 2005 | 26 | 334 | 45 | 13.36 | 0 | 0 | 77 | 8/28 | 27.31 | 4 | 1 | 14 | 0 |
| 146 | Shane Shillingford | 5 Jan. 2001 | 2 May 2013 | 66 | 1302 | 63 | 14.00 | 0 | 4 | 289 | 8/33 | 21.64 | 16 | 5 | 34 | 0 |
| 147 | Kirsten Casimir | 25 Jan. 2001 | 14 Mar. 2003 | 11 | 378 | 63 | 19.89 | 0 | 2 | 0 | 0/5 | – | 0 | 0 | 11 | 0 |
| 148 | Greg Wilson | 2 Feb. 2001 | 8 Feb. 2002 | 4 | 100 | 52* | 14.28 | 0 | 1 | – | – | – | – | – | 0 | 0 |
| 149 | Clyde Telesford | 1 Mar. 2002 | 1 Mar. 2002 | 1 | 14 | 11 | 7.00 | 0 | 0 | – | – | – | – | – | 1 | 0 |
| 150 | Darren Sammy ‡ | 31 Jan. 2003 | 6 Mar. 2013 | 43 | 1803 | 121 | 25.75 | 1 | 15 | 102 | 6/50 | 24.66 | 4 | 0 | 59 | 0 |
| 151 | Kevile George | 7 Feb. 2003 | 7 Feb. 2003 | 1 | 2 | 2 | 1.00 | 0 | 0 | – | – | – | – | – | 1 | 0 |
| 152 | Liam Sebastien ‡ | 28 Feb. 2003 | 2 May 2013 | 47 | 1606 | 143 | 22.30 | 2 | 7 | 84 | 6/97 | 22.84 | 4 | 0 | 31 | 0 |
| 153 | Craig Emmanuel | 9 Jan. 2004 | 26 Feb. 2010 | 21 | 762 | 73 | 21.16 | 0 | 5 | 1 | 1/37 | 130.00 | 0 | 0 | 15 | 0 |
| 154 | Lindon James ‡† | 9 Jan. 2004 | 2 May 2013 | 51 | 1402 | 70* | 17.74 | 0 | 6 | – | – | – | – | – | 153 | 15 |
| 155 | Roland Wilkinson | 23 Jan. 2004 | 30 Jan. 2004 | 2 | 68 | 64 | 17.00 | 0 | 1 | – | – | – | – | – | 2 | 0 |
| 156 | Andre Fletcher † | 30 Jan. 2004 | 2 May 2013 | 47 | 2417 | 116 | 29.47 | 3 | 13 | 2 | 2/32 | 54.00 | 0 | 0 | 49 | 1 |
| 157 | Sergio Fedee | 19 Feb. 2004 | 23 Mar. 2012 | 12 | 304 | 39 | 15.20 | 0 | 0 | 0 | 0/7 | – | 0 | 0 | 9 | 0 |
| 158 | Marvin Noel | 14 Jan. 2005 | 21 Jan. 2005 | 2 | 16 | 10 | 4.00 | 0 | 0 | – | – | – | – | – | 2 | 0 |
| 159 | Hyron Shallow | 27 Jan. 2005 | 11 Jan. 2008 | 13 | 382 | 63 | 16.60 | 0 | 2 | 0 | 0/0 | – | 0 | 0 | 11 | 0 |
| 160 | Alvin La Feuille † | 18 Feb. 2005 | 20 Jan. 2007 | 8 | 381 | 70 | 23.81 | 0 | 02 | – | – | – | – | – | 1 | 2 |
| 161 | Jean Paul | 18 Feb. 2005 | 28 Jan. 2007 | 7 | 19 | 10* | 3.16 | 0 | 0 | 15 | 4/52 | 33.53 | 0 | 0 | 2 | 0 |
| 162 | Ezekiel Francis | 4 Mar. 2005 | 5 Feb. 2007 | 2 | 19 | 14 | 4.75 | 0 | 0 | 1 | 1/16 | 16.00 | 0 | 0 | 1 | 0 |
| 163 | Xavier Gabriel | 11 Mar. 2005 | 10 Apr. 2013 | 2 | 5 | 4* | 5.00 | 0 | 0 | 0 | 0/8 | – | 0 | 0 | 3 | 0 |
| 164 | Dennis George | 27 Jan. 2006 | 23 Mar. 2012 | 11 | 138 | 34* | 10.61 | 0 | 0 | 25 | 4/107 | 37.76 | 0 | 0 | 7 | 0 |
| 165 | Heron Campbell | 4 Jan. 2007 | 11 Jan. 2008 | 6 | 180 | 48 | 18.00 | 0 | 0 | – | – | – | – | – | 4 | 0 |
| 166 | Miles Bascombe | 28 Jan. 2007 | 26 Feb. 2010 | 16 | 607 | 54 | 21.67 | 0 | 2 | 0 | 0/7 | – | 0 | 0 | 6 | 0 |
| 167 | Ronald Etienne | 28 Jan. 2007 | 28 Jan. 2007 | 1 | 4 | 4 | 2.00 | 0 | 0 | 1 | 1/49 | 49.00 | 0 | 0 | 1 | 0 |
| 168 | Garey Mathurin | 5 Feb. 2007 | 2 May 2013 | 22 | 360 | 32 | 10.90 | 0 | 0 | 67 | 7/72 | 22.97 | 3 | 1 | 21 | 0 |
| 169 | Donwell Hector | 4 Jan. 2008 | 6 Mar. 2013 | 23 | 722 | 99 | 19.00 | 0 | 3 | 0 | 0/1 | – | 0 | 0 | 36 | 0 |
| 170 | Mervin Matthew | 4 Jan. 2008 | 25 Mar. 2011 | 15 | 303 | 40 | 15.94 | 0 | 0 | 34 | 4/25 | 25.02 | 0 | 0 | 7 | 0 |
| 171 | Nelon Pascal | 4 Jan. 2008 | 2 May 2013 | 38 | 310 | 36 | 7.04 | 0 | 0 | 109 | 5/50 | 30.06 | 4 | 0 | 17 | 0 |
| 172 | Salvan Browne | 14 Mar. 2008 | 21 Mar. 2009 | 2 | 18 | 14 | 4.50 | 0 | 0 | – | – | – | – | – | 3 | 0 |
| 173 | Raymond Casimir | 14 Mar. 2008 | 21 Mar. 2009 | 2 | 9 | 6 | 3.00 | 0 | 0 | 2 | 2/69 | 44.00 | 0 | 0 | 1 | 0 |
| 174 | Garvin Roberts | 9 Jan. 2009 | 16 Jan. 2009 | 2 | 16 | 12 | 5.33 | 0 | 0 | – | – | – | – | – | 2 | 0 |
| 175 | Kevin James | 23 Jan. 2009 | 1 Apr. 2011 | 11 | 371 | 55 | 17.66 | 0 | 1 | 6 | 4/38 | 28.66 | 0 | 0 | 3 | 0 |
| 176 | Johnson Charles | 30 Jan. 2009 | 2 May 2013 | 21 | 671 | 66 | 17.81 | 0 | 3 | 1 | 1/27 | 80.00 | 0 | 0 | 30 | 0 |
| 177 | Keddy Lesporis | 19 Feb. 2009 | 2 May 2013 | 25 | 1021 | 86 | 22.19 | 0 | 5 | – | – | – | – | – | 27 | 0 |
| 178 | Alston Bobb | 13 Mar. 2009 | 21 Mar. 2009 | 2 | 68 | 36 | 17.00 | 0 | 0 | 0 | 0/2 | – | 0 | 0 | 2 | 0 |
| 179 | Tyrone Theophile | 8 Jan. 2010 | 2 May 2013 | 17 | 591 | 91 | 19.70 | 0 | 3 | 0 | 0/0 | – | 0 | 0 | 16 | 0 |
| 180 | Delorn Johnson | 26 Feb. 2010 | 2 May 2013 | 12 | 193 | 51 | 17.54 | 0 | 1 | 28 | 4/34 | 22.78 | 0 | 0 | 9 | 0 |
| 181 | Keron Cottoy | 4 Feb. 2011 | 25 Feb. 2011 | 2 | 35 | 11 | 11.66 | 0 | 0 | 2 | 2/30 | 72.00 | 0 | 0 | 7 | 0 |
| 182 | Atticus Browne | 11 Mar. 2011 | 23 Mar. 2012 | 6 | 100 | 29 | 8.33 | 0 | 0 | – | – | – | – | – | 4 | 0 |
| 183 | Dalton Polius | 17 Mar. 2011 | 10 Apr. 2013 | 10 | 327 | 77 | 20.43 | 0 | 1 | 14 | 5/50 | 30.14 | 1 | 0 | 6 | 0 |
| 184 | Kesrick Williams | 17 Mar. 2011 | 1 Apr. 2011 | 2 | 4 | 4* | 4.00 | 0 | 0 | 1 | 1/31 | 108.00 | 0 | 0 | 1 | 0 |
| 185 | Kavem Hodge | 9 Mar. 2012 | 9 Mar. 2012 | 1 | 1 | 1 | 0.50 | 0 | 0 | – | – | – | – | – | 0 | 0 |
| 186 | Johann Jeremiah | 15 March 2023 | 1 April 2023 | | | | | | | | | | | | | |

## List of captains

Twenty-five players have captained the Windwards in at least one first-class match, with Grenadian Rawl Lewis' 69 matches between 2000 and 2009 the most of any one player. Of the team's captains, seven were Dominican, four Grenadian, three Saint Lucian, eight Vincentian, two Barbadian and one (Wilf Slack) English, although Vincentian by birth.
| No. | Name | First | Last | M | W | D | L | T | Win% |
| 01 | Frank Mason | 21 December 1959 | 21 December 1959 | 1 | 0 | 0 | 1 | 0 | 0.00% |
| 02 | Clem John | 22 May 1965 | 25 November 1965 | 2 | 0 | 2 | 0 | 0 | 0.00% |
| 03 | Evelyn Gresham | 16 February 1967 | 27 March 1967 | 3 | 0 | 1 | 2 | 0 | 0.00% |
| 04 | Hollis Bristol | 8 March 1968 | 8 March 1968 | 1 | 0 | 1 | 0 | 0 | 0.00% |
| 05 | Irvine Shillingford | 17 January 1969 | 2 April 1982 | 19 | 4 | 6 | 9 | 0 | 21.05% |
| 06 | Mike Findlay | 16 January 1970 | 6 April 1978 | 12 | 4 | 4 | 4 | 0 | 33.33% |
| 07 | Norbert Phillip | 21 January 1983 | 1 March 1985 | 16 | 5 | 8 | 3 | 0 | 31.25% |
| 08 | Wilf Slack | 4 February 1983 | 4 February 1983 | 1 | 0 | 1 | 0 | 0 | 0.00% |
| 09 | Lance John | 17 January 1986 | 11 April 1987 | 8 | 2 | 1 | 5 | 0 | 25.00% |
| 10 | Lockhart Sebastien | 29 January 1988 | 29 January 1988 | 1 | 0 | 1 | 0 | 0 | 0.00% |
| 11 | Winston Davis | 4 February 1988 | 26 February 1988 | 4 | 0 | 0 | 4 | 0 | 0.00% |
| 12 | Julian Charles | 26 January 1989 | 6 March 1992 | 21 | 2 | 9 | 10 | 0 | 9.52% |
| 13 | Dawnley Joseph | 29 January 1993 | 5 February 1999 | 22 | 2 | 6 | 14 | 0 | 9.09% |
| 14 | Junior Murray | 26 January 1996 | 12 February 1999 | 11 | 2 | 0 | 9 | 0 | 18.18% |
| 15 | Rawl Lewis | 7 January 2000 | 11 April 2009 | 69 | 17 | 20 | 32 | 0 | 24.64% |
| 16 | Deighton Butler | 4 January 2008 | 11 January 2008 | 2 | 0 | 0 | 2 | 0 | 0.00% |
| 17 | Darren Sammy | 8 January 2010 | 6 March 2013 | 5 | 2 | 0 | 3 | 0 | 40.00% |
| 18 | Devon Smith | 29 January 2010 | 17 March 2017 | 5 | 0 | 1 | 4 | 0 | 0.00% |
| 19 | Liam Sebastien | 4 February 2011 | 7 April 2017 | 50 | 20 | 9 | 21 | 0 | 40.00% |
| 20 | Lindon James | 25 February 2011 | 9 February 2013 | 3 | 1 | 0 | 2 | 0 | 33.33% |
| 21 | Tyrone Theophile | 6 March 2015 | 18 January 2018 | 11 | 3 | 3 | 4 | 1 | 27.27% |
| 22 | Kyle Mayers | 15 April 2017 | 15 April 2017 | 1 | 0 | 0 | 1 | 0 | 0.00% |
| 23 | Kirk Edwards | 6 December 2018 | 7 February 2019 | 7 | 3 | 1 | 3 | 0 | 42.86% |
| 24 | Sunil Ambris | 21 February 2019 | 12 March 2020 | 7 | 1 | 1 | 5 | 0 | 14.29% |
| 25 | Kavem Hodge | 9 January 2020 | 27 February 2020 | 4 | 1 | 2 | 1 | 0 | 25.00% |