Autoblog and Yahoo may earn commission from links in this article.Bring a Trailer has surfaced an absolute gem for classic American muscle enthusiasts: a 1966 Pontiac GTO Convertible. The listing specifies that under the hood lies a 389-cubic-inch V8 that breathes through a retrofitted Tri-Power induction setup. Paired with a four-speed manual transmission, this is a purist's dream setup for a weekend cruiser.Bring a TrailerView the 3 images of this gallery on the original articleWhat It's Worth Right NowThe current bid sits at a highly approachable $27,500, though with seven days remaining in the auction, you can expect that number to climb significantly. Finding a clean, well-documented GTO convertible with three pedals and a Tri-Power induction system is becoming increasingly difficult, and the market generally reflects a strong premium for these highly desirable configurations.Bring a TrailerView the 3 images of this gallery on the original articleCondition and DetailsThis GTO was meticulously refurbished in 2020 by Glasgo & Co. in Akron, Ohio, before the seller acquired it in 2021. It was repainted in its factory-correct Nightwatch Blue and fitted with a replacement white power-operated convertible top. The exterior looks aggressive yet refined, sporting stacked headlights, a simulated hood scoop, and brilliant chrome trim. It currently rides on 15-inch American Racing Torq Thrust wheels wrapped in BFGoodrich Radial T/A white-letter tires added in 2022.AdvertisementAdvertisementMechanically, the 389ci V8's retrofitted Tri-Power system, originally made famous by earlier GTO iterations, features triple Rochester two-barrel carburetors and foam air cleaners. The drivetrain feeds a Safe-T-Track differential, while a dual exhaust system with Flowmaster mufflers ensures a thunderous exhaust note. The cabin remains mostly period-correct with channeled blue vinyl bucket seats, woodgrain dashboard accents, and a classic wood-rimmed steering wheel.Bring a TrailerView the 3 images of this gallery on the original articleThe OfferThe vehicle is offered on Bring a Trailer with a clean Wisconsin title in the seller's name. In addition to the car itself, the winning bidder will receive highly coveted PHS Automotive Services documentation, authenticating the vehicle's factory build. The sale also includes a removed set of original Rally I-style wheels equipped with redline tires, giving the next owner the option to easily return the car to a purely stock appearance.SpecificationDetailMakePontiacModelGTO ConvertibleYear1966Mileage11,000Engine389ci V8 with retrofitted Tri-PowerPower360 horsepowerTransmissionFour-speed manualDrive typeRear-wheel drive with Safe-T-Track differentialExterior colorNightwatch BlueInterior colorBlue VinylCurrent bidUSD $27,500Bring a TrailerView the 3 images of this gallery on the original articleWhat Makes the 1966 Pontiac GTO UniqueThe 1966 model year represents a high-water mark for Pontiac's styling department. It fully embraced the Coke bottle design that defined the golden age of American performance, featuring sweeping rear fenders, a recessed split grille, and louvered taillights. The addition of the Tri-Power setup on this specific car captures the pinnacle of 1960s hot-rodding culture, offering a unique visceral intake roar that a single four-barrel carburetor simply cannot replicate.Bring a TrailerView the 3 images of this gallery on the original articleFinal ThoughtsThis drop-top perfectly threads the needle between concourse-level garage queen and highly drivable street machine. The unassisted drum brakes and steering mean you'll have to put some muscle into driving this muscle car, but that is exactly where the charm lies. While later Judge models lean heavily into wild graphics and sheer bravado, this Nightwatch Blue 1966 convertible offers a cooler, more understated kind of cool, until you drop the hammer and let those three carburetors open up. It's an American icon that prioritizes an engaging, analog driving experience.Bring a TrailerAdvertisementAdvertisementDisclaimer: This post is for informational purposes only. We are not a dealership or broker. All vehicle specifications, pricing, and availability are subject to change without notice. We are not responsible for typographical errors, omissions, or the accuracy of the provided information. Please verify all details directly with the seller.Autoblog aims to feature only the best products and services. If you buy something via one of our links, we may earn a commission.This story was originally published by Autoblog on Aug 13, 2026, where it first appeared in the Car Buying section. Add Autoblog as a Preferred Source by clicking here.