1778 Entire to a wine merchant in Madeira datelined "Montserrat 14th August 1778" with message inside mentioning corresponding with a wind merchant in St. Christopher, endorsed "per Hilsborough Packet" and rate "1/-" paying rate to UK and likely carried by favour to Madeira, very fine (Image)

1890 (Dec 3) 1d Carmine on buff postal stationery card (1884-87 issue) to London uprated with Leeward Islands 1/2d keyplate tied by "A08" numeral, with despatch cds below, nice commercial usage (ordering chemicals) (Image)

1898 (Nov 23) Front to London with Leeward Islands 1897 Jubilee 1/2d (5) tied by Montserrat cds, fine and rare, fewer than ten examples of the Sexagenary issue exist on cover used in Montserrat according to the vendor (Image)

1902 (Oct 9) OHMS envelope with Leeward Islands 1902 KEVII 1d in two strips of three & single tied by Montserrat cds, sent registered from the Treasury to the USA, arrival bs, minor cover faults (Image)

1903 (Feb 9) Envelope sent registered to Liverpool with 1902 1d surcharge set of 3 tied by Montserrat cds paying the correct rate, arrival bs, very fine (Image)

1903 (Apr 2) Leeward Islands KEVII 1d postal stationery envelope to HAWAII, uprated with KEVII 1/2d and 1d, tied by Montserrat cds, NY and San Francisco transits, Kohala arrival cds, slightly toned, very rare destination (Image)

1903 (Dec 3) 2d Registration envelope sent to the USA, uprated with 1903 2 1/2d tied by Montserrat cds, arrival bs, minor tone spots, fine (Image)

1904 (Jan 11) Envelope sent registered to Germany with 1903 1s green & bright purple tied by Montserrat cds, London and arrival bs, very fine philatelic franking (Image)

1908 (Dec 24) 1d Postal stationery envelope to the Netherlands, cancelled by Montserrat cds, underpaid with three 5c postage dues applied at Heemstede on arrival, fine and attractive (Image)

1914 (Mar 28) Envelope to Bohemia with 1908-14 5s tied by large Montserrat cds, registered label adjacent (type 5), Prague arrival adjacent, very fine and attractive philatelic franking (Image)

1916 (Jul 5) Envelope sent registered to the Colon Panama Canal Zone with 1908-14 2d & 2 1/2d tied by large cds, reverse with NY and Cristobal arrival ds, fine and very unusual destination (Image)

1930 (Jun 30) First Air Mail to St. Kitts, cover to Barbados with 1922-29 1s & 1/2d tied by large cds, with St. Kitts and arrival bs (plus smudge of arrival on front), fine (Image)

1932 (Sep 15) Envelope to the USA with 1932 1/2d tied by "HARRIS / MONTSERRAT" village cds (type V5) with further strike and GPO Plymouth cds adjacent, fine (Image)

1941 (Oct 21) Envelope to the USA with 1938-48 3d tied by GPO Plymouth cds, side with "OPENED BY CENSOR" buff seal (inscription 3x56mm, type CL2b), Antigua bs, very fine and scarce (Image)

1943 (Nov 29) Envelope to Antigua with Leeward Islands 1938-51 1 1/2d tied by GPO Plymouth cds with left side showing "P.C. 90. / OPENED BY EXAMINER / _ _" white seal (type CL5a) with ms "AA 78", Antigua bs, minor foxing, fine (Image)

1944 (Mar 27) Envelope to St. Kitts with Leeward Islands 1938-51 1 1/2d tied by GPO Plymouth cds with left side showing "P.C. 90. / OPENED BY EXAMINER / _ _" white seal (type CL5a) with ms "AA 260", arrival bs, small corner portion missing on reverse, fine (Image)

1944 (Jun 20) OHMS envelope (inscription covered) to St. Kitts with three 1938-48 1/2d tied by GPO Plymouth cds with left side showing "P.C. 90. / OPENED BY EXAMINER / _ _" white seal (type CL5a) with ms "AA 59", arrival bs, fine (Image)

1944 (Dec 4) Envelope to Dominica with 1938-48 2d tied by GPO Plymouth cds with side showing "P.C. 90. / OPENED BY EXAMINER / _ _" pale grey seal with ms "RR/77", arrival bs, opened for display, fine (Image)

1945 (Feb 23) Envelope to St. Kitts with Leeward Islands 1938-51 1 1/2d tied by GPO Plymouth cds with side showing partially torn away "P.C. 90. / OPENED BY EXAMINER / BB/202" pale grey seal, arrival bs, fine (Image)

1945 (Dec 18) OHMS envelope sent by registered airmail to Wales with 1938-48 2s6d tied by GPO Plymouth cds, with Antigua, Miami and NY bs, very fine (Image)

1946 (Feb 27) Leeward Islands KGVI 1d red postal stationery envelope sent registered to the USA with 1938-48 2 1/2d, 1s and 2s6d tied by GPO Plymouth cds, reverse with Antigua and Miami arrival cds, fine and scarce usage of this postal stationery with only six examples recorded by the vendor used from Montserrat (Image)