The art of cruising is one that's done best behind the wheel of a convertible, and you can always take it up a notch and opt for a classic convertible to really savor a good drive. Finding the right classic convertible can be a task, you would want the looks on point, performance that's decent and a cabin that provides comfort and aesthetic. Present today is the perfect union of what makes a great classic convertible and takes shape with this lovely 1968 Oldsmobile 442 Convertible. With a reported 33,144 miles on the clock, this isn't just a convertible built for chilled out drives, this mighty behemoth of a machine is also proper '60s muscle as well.
This 1968 Oldsmobile 442 Convertible with its yellow exterior is guaranteed to make you fall in love at first glance. The unique exterior color perfectly complements the era it comes from and the exterior features a new convertible soft top that is finished off in Black. While it can be a challenge, a walk around this large cruiser reveals all its exterior components in place, you would find this machine's chrome and a set of American racing wheels in place for this beauty's shoes. Looking to go all original? The current owner reports that the original Oldsmobile wheels are present as well. The black interior of this 1968 Oldsmobile 442 Convertible is a trip back to an iconic '60s cabin. Step inside and you are treated to a new black leather interior that has yellow piping and trim finished in yellow to match the exterior. Look around and you are treated to this classic’s interior components in place with the exception of an aftermarket audio player in place to crank out some smooth 60s tunes.
Now onto the muscular component of this 1968 Oldsmobile 442 Convertible. Pop open the hood of this classic beauty and you are treated to a true gem in the muscle car world, the mighty 442 V8 motor. The current owner reports that the big V8 motor has seen some upgrades which include a fuel slayer carburetor, look closely and you will even find what is reported original features which include an original air filter cover. This muscular classic convertible features new control arms and a 3.08 rear end for a more refined drive feel. Speaking of drive feel, this '60s classic channels all its thunderous performance to its rear wheels through a TH400 automatic transmission that is reported to be fully restored for smooth gear shifts.
1968 Oldsmobile 442 Convertible
400ci V8
TH400 3-Speed Automatic Transmission
RWD
Yellow Exterior
Black Leather Interior w/ Yellow Piping
Current Owner Reports Numbers Matching Motor & Transmission
Bluetooth Stereo
American Racing Wheels
All-Weather Fleece Lined Cover
Quick Fuel Tech Carburetor
New Control Arms
Original Wheels
Original Air Filter Cover
New Top Reported By Current Owner
Recent On Frame Restoration Reported By Current Owner
3.08 Rear End
The Oldsmobile 442 was a muscle car made between 1964 and 1980. The name was revived for some later years as well, but the era stated above is arguably the most interesting one. As is the name. Sounds pretty random, doesn’t it? 442 or 4-4-2. Well, you see, it has a meaning, because the original 442 came with a 4-barrel carburetor, 4-speed manual transmission and 2 exhausts (dual exhaust configuration). Now do you get it? We had to do some research too, to get it. Either way, we have a 1967 Oldsmobile 442 Supreme for sale right now from Statham, Georgia. The car is a numbers-matching example with a 4-speed Muncie, a 400ci V8 and original 442 badging too. Grab it quick!
Now here’s a legend of the muscle car scene, the fearsome Oldsmobile 442. Made between 1964 and 1980 as a proper performance machine, it was well-known for decimating nearly all comers at the drag strip. The 442 was potent out of the box, but it could also be tuned with near unlimited scope. Today, those who seek a 442 do so not only for its performative capabilities but its style as well. That’s why we are proud to offer this Torrance-based second-generation 1969 Oldsmobile 442 for sale. With under 107,000 miles, it’s definitely been enjoyed but has so much more to give. Of course when you’ve got a 400ci V8 under the hood and a stick shift to control it with, you don’t want to end journeys too quickly…
The Oldsmobile 442 earned its reputation in the golden muscle car era by combining power, presence, and everyday drivability. By 1970, it stood shoulder to shoulder with GM’s finest offerings, and today it remains one of the most respected names of the period. Our featured 1970 Oldsmobile 442 Holiday Coupe, finished in blue inside and out, brings that legacy back with a recently rebuilt powertrain and modern precision engineering. Located in Orland Park, Illinois, this example is powered by a period-correct but non-numbers-matching 455ci V8, paired with a Turbo 400 transmission. With a reported rebuild date of May 2023, this 442 offers a fresh take on classic American muscle.
The early 1970s marked a golden era for American muscle, and the 1971 Oldsmobile Cutlass Supreme remains one of the standout personal luxury performance coupes of the period. This particular 1971 Oldsmobile Cutlass Supreme Coupe shows 38,958 miles and has been extensively restored and tastefully customized to deliver classic muscle car presence with upgraded usability. Under the hood sits a reportedly newer 455ci V8 with less than 1,000 miles on the engine, giving this Cutlass the kind of big-block torque that perfectly suits its long-hood proportions. Finished in a rich custom Burgundy paint finish over a reupholstered Burgundy and Black interior, this example blends period-correct attitude with thoughtful upgrades including aftermarket air conditioning, updated wiring, and a custom audio setup. For buyers seeking a turn-key classic cruiser with real V8 presence and unmistakable 1970s styling, this Oldsmobile makes a strong impression.
The 1965 Oldsmobile Dynamic 88 Convertible captures the essence of mid-1960s American cruising, blending bold styling with smooth V8 performance. As part of Oldsmobile’s full-size lineup, the Dynamic 88 offered a perfect balance of luxury and everyday usability, and this convertible variant adds an extra layer of open-air enjoyment. Showing over 91,000 miles, this example presents as a well-preserved classic with timeless appeal. Finished in red over a black interior, it delivers a striking and period-correct color combination, while the desirable 425ci “Super Rocket” V8 ensures it has the power to match its presence.
Oldsmobile’s flagship full-size offering, the 88 soldiered on from 1949 until 1999, across ten generations. It was popularly considered to be a fine family car, and that’s likely where this 1950 Oldsmobile 88 Sedan began life seventy six years ago. The car comes to you with a suitably Fifties black suit, a nice white interior and a healthy 70,041 miles on the odometer. It’s got the famous Rocket V8 under the hood, hooked up to a 4-speed Hydra-Matic automatic transmission! Yes, a four-speeder in 1950, how lavish. So if you’d like to cruise around in a car from the Fifties and see what driving was like way back then, this car is up for grabs in West Palm Beach, Florida.
The C3-generation Chevrolet Corvette represents one of the most iconic eras in American sports car history, instantly recognizable for its dramatic curves, long hood, and unmistakable road presence. By 1977, Chevrolet had refined the formula into a more comfortable grand touring machine while preserving the unmistakable V8-powered character that made the Corvette a household name. This 1977 Chevrolet Corvette Coupe, showing approximately 65,005 miles, presents as an appealing example that combines classic styling with thoughtful performance-minded upgrades. Finished in eye-catching Light Blue over a Light Buckskin interior, this Corvette offers far more than stock appeal thanks to a replacement 350ci LT1 V8, upgraded 4L60E 4-speed automatic transmission installed in 2023, and a newer dual exhaust system. For buyers seeking a C3 that retains its vintage charm while benefiting from modern drivability enhancements, this Corvette strikes a compelling balance between nostalgia and usability.
The Z32-generation Nissan 300ZX remains one of the defining Japanese sports cars of the 1990s, representing the era when Japanese automakers were fiercely competing to build technologically advanced grand touring machines that could challenge European rivals. Introduced for the 1990 model year, the redesigned 300ZX brought sharper styling, improved chassis dynamics, and a far more sophisticated drivetrain than its predecessor. This particular 1990 Nissan 300ZX Coupe 2+2 shows approximately 42,461 miles, making it an especially appealing example for enthusiasts seeking a relatively low-mileage Z32 with the added practicality of the longer-wheelbase 2+2 configuration. Finished in Cherry Red Pearl and equipped with a 5-speed manual, removable T-top roof panels, and tasteful performance upgrades including a Greddy cat-back exhaust and aftermarket injectors, this is the kind of analog Japanese sports car that continues to gain appreciation among collectors.
The Ferrari F355 is widely celebrated as one of the finest analog supercars of the 1990s, a machine that perfectly captures the era when exotic performance was defined by naturally aspirated power, razor-sharp handling, and pure driver engagement. Introduced as the successor to the 348, the F355 represented a major leap forward for Ferrari, pairing timeless Pininfarina styling with a screaming V8 that remains legendary among enthusiasts. This particular 1995 Ferrari F355 Berlinetta shows approximately 43,209 miles and stands apart from virtually every other F355 on the market thanks to its unmistakable custom presentation. Finished in Nero over Beige leather and equipped with the highly coveted 6-speed gated manual transmission, this Berlinetta blends Ferrari’s analog magic with bold modern customization including a Liberty Walk widebody kit, HRE wheels, air suspension, and upgraded Brembo braking. For the buyer seeking an F355 that refuses to blend into the background, this is a dramatic reinterpretation of one of Ferrari’s most beloved driver’s cars.
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