1999/00 Holloway Sands season

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Islands First Division

PosPWDLGFGAGDPts
33420685631+2566
Round / dateHomeScoreAwayPos
Round 1New Lincoln University0–2Holloway Sands3
Round 2Holloway Sands4–0Baptist Railway Athletic1
Round 3Palmerston United0–0Holloway Sands1
Round 4Holloway Sands0–2Lansdowne 19816
Round 5Holloway Sands0–0Racing Club6
Round 6Holloway Sands2–1Santiago de Brados6
Round 7Holloway Sands0–3Durham West End7
Round 8Holloway Sands0–0Serjeant's Bay9
Round 9Port Fowey Royals2–3Holloway Sands6
Round 10St Vincent All Stars2–1Holloway Sands7
Round 11Little Padstow1–2Holloway Sands7
Round 12Kintyre Coastguard1–2Holloway Sands7
Round 13Holloway Sands1–1Sancti Spiritus7
Round 14Holloway Sands1–0Hoxbeth Amateurs6
Round 15South Bay Sports0–2Holloway Sands6
Round 16Deportivo León3–1Holloway Sands6
Round 17Jessopstown Rangers2–1Holloway Sands7
Round 18Holloway Sands1–0Palmerston United7
Round 19Santiago de Brados1–3Holloway Sands7
Round 20Holloway Sands2–0Jessopstown Rangers5
Round 21Holloway Sands3–0New Lincoln University4
Round 22Holloway Sands1–1St Vincent All Stars5
Round 23Holloway Sands2–0South Bay Sports4
Round 24Holloway Sands5–1Port Fowey Royals3
Round 25Holloway Sands2–1Deportivo León3
Round 26Racing Club1–2Holloway Sands3
Round 27Serjeant's Bay3–2Holloway Sands4
Round 28Hoxbeth Amateurs0–1Holloway Sands3
Round 29Sancti Spiritus1–0Holloway Sands4
Round 30Baptist Railway Athletic2–1Holloway Sands4
Round 31Holloway Sands2–0Kintyre Coastguard4
Round 32Lansdowne 19811–1Holloway Sands3
Round 33Durham West End1–3Holloway Sands3
Round 34Holloway Sands3–0Little Padstow3
Play-off Semi-final, first legDurham West End0–2Holloway Sands
Play-off Semi-final, second legHolloway Sands3–0Durham West End
Play-off FinalHolloway Sands2–0Serjeant's Bay

FA Cup

Round / dateHomeScoreAway
First RoundMannion1–1Holloway Sands
First Round ReplayHolloway Sands3–2Mannion
Second RoundHolloway Sands1–1Edwalton
Second Round ReplayEdwalton1–2Holloway Sands
Third RoundQueenstown Riot3–2Holloway Sands

Brados Cup

Round / dateHomeScoreAway
Preliminary RoundDeportivo León3–1Holloway Sands