Remember that time you wanted to start your own Rat Pack? This 1969 Cadillac DeVille convertible can make it happen with an amazing presentation, luxury features, its original big 472 V8, and plenty of room for all the friends.

Anyone who was anyone in the 1960s owned a top-of-the-line drop-top Caddy. And today that status symbol has only grown as this cruising machine sails into iconic prestige. The factory-correct shade of Athenian Blue was given a quality respray later in life. There’s even a hint of metallic to make sure the shine grabs attention no matter if it’s under the Las Vegas neon or at a Sunday car show. And matching that luster is the ultra-important brightwork. Bumpers were considered an art form in this era, and it’s great to see these chrome kings never had to do battle with the daily grind. Plus, the trim, bezels, and even the factory wheel covers are all straight and clean. It’s a well-done total package with a thoughtful style. For example, not only does the white convertible top look good against the dark blue, but also the light blue pinstriping is like a stylish mid-point between the two colors.

The white interior with blue carpeting means this one keeps a similar color combo with the roof down. And just like the exterior, there has been all the right care and investment in keeping the inside looking stylish and correct. Cadillac luxury means this classic has the kind of options that you’d want in a brand new car today. It starts with supple leather seating, and the front bench has a fold-down armrest and is 8-way power adjustable. You sit behind the original Caddy three-spoke steering wheel and gaze at a clear gauge package. But it’s not just comfortable for you. The DeVille’s full size means it really does offer relaxed seating for up to six. And no matter how many family or friends are along for the ride, you’re going to love being able to roll down all the windows with the touch of buttons, and drop the power folding top without having to leave the driver’s seat. This even has provisions for R134a air conditioning (it will need servicing to blow cold again.) There’s also power locks, cruise control, and an upgraded AM/FM digital tuner w/cassette to make it easier to play your Sinatra favorites.

Filling the engine bay is the monstrous 472 cubic-inch V8. This is the numbers-matching powerplant for the car, and it still looks quite factory-correct under the hood. The V8 fires up readily, and with a four-barrel carburetor on top, it gets off the line easily. And with the V8’s locomotive-like torque, this DeVille earns its easy-cruising nature. Add in power steering, a three-speed automatic transmission, front disc brakes, and Cadillac’s legendary ride, and this is the right classic for road trips near or far.

Price: $29,995

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Location: Lutz, Florida, United States