| July 1985 | The Guild sponsors 10 members of the RNLI Station at Selsey to the Freedom of the City of London. |
| 1987 | David Reid handed over as Clerk after 35 years in post. |
| 1989 | Following an initiative by Donald du Parc Braham during his time as Master in 1988, the Guild established an affiliation with 253 Provost Company Royal Military Police (Volunteers). |
| 23 July 1991 | Guild Member Frank Wells started a new charity under the Guild's purview: the Francon Trust. |
| 1993 | The Master, Sir Clifford Chetwood, commissioned a special fanfare entitled 'The Guild of Freemen of the City of London' and presented it to the Guild. |
| July 1994 | The Guild participated in the Livery Companies' Exhibition at Guildhall. |
| October 1994 | The Guild sponsored 10 members of the RNLI Station at Selsey to the Freedom of the City of London. |
| 24 February 1996 | The Master, Alderman Clive Martin, presented two silver goblets to the City of Coventry's Freemen's Guild to commemorate their golden jubilee. |
| 1997 | A reciprocal agreement to share selected membership privileges was reached with The Honourable Company of Freemen of the City of London of North America. |
| 1998 | The Guild's membership fell below 3,000. |
| 1999 | The Guild joined the Lord Mayor and others in bidding farewell to HMS London when she was decommissioned. |
| May 1999 | The Guild sponsored 9 members of the RNLI Station at Selsey and their long-standing supporters to the Freedom of the City of London. |
| June 2000 | To celebrate ancient traditions in the Millennium year, many Guild members joined others from the City to herd sheep across London Bridge. |
| 1 August 2001 | Colonel Derek Ivy handed over as Clerk after 14 years in post. |
| 12 April 2003 | On behalf of the Guild, The Master, Raymond Holl, presented the Gild of Freemen of the City of York with a silver Loving Cup to commemorate their golden jubilee. |
| October 2004 to July 2005 | The Guild sponsored 27 members of 253 Provost Company RMP to the Freedom of the City of London. |
| 14 February 2006 | The Guild sponsored 7 members of the RNLI Station at Selsey to the Freedom of the City of London. |
| 19 March 2008 | HRH The Princess Royal was installed as the Centenary Master. |
| April 2008 | The City of Coventry Freemen's Guild and the Gild of Freemen of the City of York presented gifts to commemorate the Guild's Centenary. |
| 29 July 2008 | The Guild celebrated its Centenary with a dinner at Gibson Hall, 13 Bishopsgate, in the presence of the Centenary Master. |
| September 2010 | Volume II of the Guild's history, written by Past Master Raymond Holl was published. It covers the period 1983 - 2008. |
| 16 March 2011 | Revised Articles of Association were approved by the Guild's Members at the Annual General Meeting. |
| 10 May 2011 | HM King Michael I of Romania hosted a Banquet in Bucharest for the Guild at which he was presented with a warrant appointing him an Honorary Royal Member of the Guild. |
