Incidents and accidents
On 19 April 2011 a Fly Montserrat aircraft ran off the runway and crashed into the embankment after the aircraft endured brake trouble all weekend.
On 7 October 2012 a Britten-Norman Islander, operating as FlyMontserrat Flight 107 to John A. Osborne Airport, crashed at V. C. Bird International Airport in Antigua and Barbuda seconds after takeoff at 4:15pm. The pilot and one of the three passengers died in the crash; another passenger died later in hospital. A Preliminary Accident Report stated that the right engine was not operating and the propeller was not feathered; and that "significant quantities" of water had been found in the fuel supply to the aircraft's starboard engine.
On 16 October 2012, another of the airline's planes ran off the runway at the John Osborne Airport in Montserrat.
On 23 September 2019, a FlyMontserrat plane skidded off the runway after landing at the John Osborne Airport in Montserrat.
On 22 September 2022, a FlyMontserrat plane en route to Antigua blew an engine a few minutes after departing from Montserrat.
