The sheer versatility of Ford’s Mustang that continues to the current sixth generation ensures that there’s an option for everyone. Want a drop-top? Done. Prefer a sleek and sporty fastback coupe? Done. Want a boulevard cruiser with adequate power? You can buy it. Want something with enough horsepower and torque to blow your tire budget in an evening? Call up Ford, Shelby, Roush, Saleen or Hennessey. This 1966 Ford Mustang Convertible is from the iconic first generation and represents a fine blend of top-down cruising and meaty V8 muscle. Reportedly having undergone a full restoration in 2017, it’s got a few upgrades to make life better.
The most iconic body style of the first generation Mustang is the fastback, but there was also a hardtop and convertible offered. Sporting a Tuxedo Black paint job, this 1966 Ford Mustang Convertible is ideal if you prefer cruising and enjoying the weather. The car looks brilliant courtesy of the recent restoration, with all badges and brightwork present and correct. Venture about the red interior and it’s classic Sixties in a capsule. Four occupants can enjoy the open-air cruising, but when it gets warm, raise the top and crank up the aftermarket A/C unit for chilled breezes. Who said that you had to compromise in a Sixties car?
The first generation Mustang was offered by Ford with an array of no less than ten engines during its 1964 ½ - 1973 production run, with engines added and dropped each year. This 1966 Ford Mustang Convertible packs a suitably brawny but compact 289ci (4.7L) beneath its hood, good for over 200hp and 280lb-ft when new. Drive goes to the rear wheels via a three-speed automatic transmission for effortless and fuss-free cruising. You don’t need to worry about carburetors either, as this car has seen a useful upgrade in the shape fuel injection being recently installed. The brakes up front have been upgraded to discs for added stopping power.
The Fox Body Mustang remains one of the most iconic American performance cars of the late 20th century, and this 1989 Ford Mustang GT Convertible captures that spirit perfectly. Powered by Ford’s legendary 5.0L V8, this example represents the golden era of affordable V8 performance, where simplicity, sound, and raw driving feel defined the experience. Showing approximately 109,889 miles, this Mustang stands as a well-preserved and highly recognizable piece of Ford performance history. With its desirable color combination, factory GT styling, and open-top configuration, it offers both nostalgic appeal and genuine enthusiast value—making it an excellent entry point into classic American muscle.
This 1967 Ford Mustang Convertible Shelby GT350 Replica captures the spirit of Shelby performance while benefiting from a host of well-chosen modern upgrades. Showing just 2,489 miles, this example reflects a fresh, thoughtfully executed build designed for both visual impact and real-world drivability. Finished in Raven Black and outfitted with signature Shelby-inspired details, it delivers the presence of a classic American performance icon without the compromises of a period drivetrain. Adding to its appeal, this Mustang was previously owned by country music artist Pat Green, giving it a unique story that sets it apart from typical builds. Whether you’re after a show-ready cruiser or an engaging weekend driver, this GT350 tribute offers a compelling blend of style, performance, and provenance.
The 2012 Ford Mustang Shelby GT500 Convertible represents the final evolution of the iron-block supercharged 5.4L era before Ford transitioned to the lighter 5.8L platform. With 45,169 miles on the odometer, this example delivers raw American muscle paired with open-top driving excitement. Producing a factory-rated 550 horsepower, the GT500 stood as one of the most powerful production Mustangs of its time, blending brute force with surprising refinement. Finished in Race Red with iconic Le Mans stripes, this car captures the essence of Shelby heritage while offering modern amenities like navigation and SYNC. For enthusiasts seeking a visceral, analog driving experience with serious collector appeal, this GT500 Convertible checks all the boxes.
The 1959 Ford F-100 represents the final year of Ford’s second-generation F-Series, blending classic 1950s styling with improved drivability and refinement. This example shows just 46,738 miles and presents as a clean, well-maintained truck that retains its vintage character while benefiting from tasteful updates. Finished in an appealing Meadow Green, it captures the charm of late-’50s pickups while offering added usability thanks to features like power steering. With its solid presentation and lightly upgraded mechanicals, this F-100 is an ideal candidate for cruising, shows, or weekend use.
This 2019 Ford F-250 Super Duty XLT is far from your average diesel pickup—it’s a fully built show-and-go truck that blends heavy-duty capability with an aggressive custom presence. Showing 94,081 miles, this example has been extensively modified with a towering lift, oversized wheels and tires, and a highly detailed suspension setup finished in a striking red accent theme. At the same time, it retains desirable factory options such as the FX4 Off-Road Package, XLT Premium Package, and advanced towing technologies, making it just as functional as it is eye-catching. With its massive stance, integrated fuel system upgrades, and lighting features, this truck stands out as both a capable workhorse and a showpiece build.
The 1966 Ford Fairlane 500 Convertible is a standout example of classic American open-top motoring, elevated by the presence of a desirable GTA-spec 390ci V8. Showing 11,364 miles on the odometer, this Fairlane blends vintage styling with thoughtful upgrades that enhance both reliability and driving enjoyment. The GTA engine—originally associated with Ford’s performance-oriented Fairlane GT/A models—adds an extra layer of appeal, delivering strong torque and smooth power delivery. Finished in light blue metallic over a blue interior with a white convertible top, this car embodies the spirit of effortless cruising with a performance edge.
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