1999 Isle of Man TT

The 1999 Isle of Man TT was the 93rd edition of the event. David Jefferies won three TTs during the event, including the marquee Senior TT race, more than anyone that year. Jim Moodie broke the outright lap record on lap one during the Senior TT, with a 124.45 mph average, but he had to retire due to a shredded tyre on lap two.

The first race of the event, the Formula One TT, was red flagged on lap one after the TT career ending accident of Paul Orritt at Bray Hill. It was later restarted and won by Jefferies.

The sidecar honours were shared by Dave Molyneux and Rob Fisher, with Molyneux taking a new sidecar lap record in race one.

1998 Formula One TT and Senior TT winner Ian Simpson was not able to take part in the event due to leg injuries.

The event was marred by the death of four competitors: sidecar passengers Bernadette Bosman and Terry Fenton, and solo class riders Simon Beck and Stuart Murdoch. Beck was a podium finisher at the 1997 Isle of Man TT.

Lightweight 400 TT
Held simultaneously with the Lightweight 250 TT. ''Geoff McMullan and Nick Jefferies are tied for third place. ''