ABOUT US

bringing you a truly unique experience
At Caddyman, we aim to provide you with the best possible service and a truly unique experience. Whatever the occasion, you will always reach your destination in style, turning heads all the way.
Our cars are available for all weddings, debutantes, formals, special events, and occasions.
Melbourne’s most distinctive chauffeur-driven wedding car hire service. Stunning Rose Pink Pearl Convertible and Red Convertible.
OUR TEAM
CADILLAC WEDDING AND CAR HIRE
We absoletly love our role in your important event

WAYNE
Owner | DRIVER

CLARE
OWNER | DRIVER

DON
DRIVER
OUR HISTORY

Caddyman Cadillac Occasions “Melbournes King of Cadillacs “ will be around for many years to come Theres a Cadillac Occasion in all of us.
Caddyman Cadillac Occasions Car Hire – MELBOURNE’S “KING OF CADILLACS”
Caddyman Cadillacs has the most distinctive range of chauffeur-driven cadillacs within the wedding industry, spanning over 27 years now across Melbourne and surrounding areas. Our Cadillacs have been the choice of thousands of brides and grooms, along with supporting many of the largest wedding suppliers and we proudly continue these partnerships today.
Our spectacular fleet is led by our famous Rosie, an immaculate 1959 Rose Pink Pearl Four-Door Classic Convertible. The only one of its kind in the world, she captivates any audience and photographer.
Rosie is now backed up with our newest trophy, Ellie Mae, a classic Series 2 Two-Door Coupe. Ellie Mae has a rich, mirror-like, deep red paint and gorgeous white leather interior, sure to be a photographer’s dream with her scenic windows.
In addition we feature Queen B, the choice of many brides and grooms. Queen B is a stunning Two-Door Convertible with striking white paint, polished chrome wheels and stand out red interior. Just imagine driving Sunset Strip in this 1966 Coupe Deville.
The Pres is an award winning ex-government 4-Door Fleetwood Deluxe, all the way from Los Angeles where she served the nation. She boasts an immaculate luxury interior with wood grain inserts in the doors and polished chrome features throughout. She has mirror-like Siberian Green metallic paint, one of a kind.
Caddyman Cadillac Car Hire has always been a family-run business, pioneered into a huge success with our love of the industry and the Cadillac brand. For over 15 years, highly motivated founders Wayne and Clare have attended all wedding expos and events and partnered with many wedding suppliers to grow the Caddyman name and brand.
In 2024, Caddyman took out the ABIA Best Wedding Transport Company Award and in 2025, we are again in the finals. Wayne and Clare are extremely devoted to their Cadillacs and the Caddyman brand, still supporting all wedding expos today and carrying on our industry partnerships. Here at Caddyman Cadillac Occasions, we believe there is a Cadillac Occasion in all of us.
CADDYMAN operating since 2010
For an obligation-free quote, please contact our team
HISTORY of the cadillac

Car Features
The car may be over 40 years old, but it does come with a few modern luxuries. Some of these include a fully restored leather interior, electric windows, electric seats, a heater for the cold Melbourne winters, and full air conditioning for the red hot summers. The Caddy is also fitted with a radio/CD player so you can rock along to your favorite tunes while being driven in luxury..
Responsible for the ground-breaking design of the 1959 Cadillac was G.M. design chief Harley Earl. Born into a family of coachbuilders in 1893, he grew up in the then sleepy town of Hollywood. The family formed Earl Automobile Works in 1908.
In 1914, Earl attended Stanford University, and the family income was primarily earned from making chariots for epic movies. Bought out by a local Cadillac dealership in 1919, the company was given over primarily to customizing car bodies. Around this time, Harley Earl developed the now standard technique of modeling new car designs out of clay.
During these early years of the automobile, looks were not really considered a priority until General Motors’ chairman Alfred P. Sloan realized that the aesthetics of a car could greatly improve its desirability to the consumer. Harley Earl was invited to General Motors to head the new Art and Colour section.
Earl’s first success was with the ‘La Salle’ in 1927. He developed his first ‘dream car,’ the Buick Y-Job, in 1937. Harley Earl had several commercial successes with Cadillacs, Chevrolets, Pontiacs, Oldsmobiles, and Buicks by the time he retired in 1959. Harley Earl was a true pioneer, inventing two-tone paint, chromium plating, and the tail fin, but he was never recognized for his achievements with any form of award.
The 1959 Cadillac was where Harley Earl reached the extremes of his vision in automobile design: longer, lower, and more ornate. The tail fin was first introduced in 1948 and was said to be inspired by the World War II P-38 fighter. The early fins were fairly modest. In 1957, the fins steadily grew until 1959, when they peaked, dominating the look of the car.
Several features of the car are said to resemble the look of aircraft from this period, and the large wrap-around windscreen could give a cockpit-like feel. By the time of his death in 1969, Harley Earl had been responsible for the design of around fifty million cars, give or take a couple.
Size is everything
The 1959 Cadillac was by no means a small car. It was certainly designed to make an impression wherever it traveled. The only problem is, they just don’t make car spaces big enough these days. Compared to today’s family cars, you can clearly see what a giant it was, although it was not unusual for cars around this era to be so large.
1959 Cadillac
Length 6477mm Width 2057mm Height 1382mm Wheelbase 3302mm Weight 2295kg |
BMW 3 series
Length 4471mm width 1739mm height 1415mm wheelbase 2725mm Weight 1520kg |
Holden Commodore
Length 4884mm Width 1842mm Height 1450mm Wheelbase 2788mm Weight 1572kg |
OUR AWARDS