The Jaguar Heritage Driving Experience events will be based at the manufacturer's 200-acre Fen End test facility in the West Midlands.
The vehicles are taken from the collection of more than 500 British heritage cars that Jaguar recently bought from private collector James Hull.
A variety of experiences will be available, from one-hour drives to half-day Le Mans 24 Hours themed specials.
The Jaguar Experience costs between £95 to £250 and includes passenger rides alongside professional drivers and the option of driving heritage cars such as an E-type alongside a modern F-type.
The Le Mans Experience, at £750, includes drives in the C-type, D-type, XKSS and F-type R Coupé.
The headline 'Grace and Pace' package, which costs £2000, includes a full day of driving everything from post-war racers to sports saloons and roadsters, as well as creations of the company's Special Vehicle Operations division.
Jaguar Land Rover Special Operations boss John Edwards said: “The first time in Jaguar’s history that we have made a collection of vehicles of this calibre available for ‘arrive and drive’ experiences.
"It’s an extremely exciting new project that underscores the very essence of what Special Operations is all about – celebrating heritage with our eyes firmly on the future.”
The programme launches next month, with the first date scheduled for Friday 14 November.