66 for sure. Looks like a Valiant. (Canadian Dart) US Darts didn't have the emblem on the sail panel and the 273 emblem was further down behind the wheel opening.
This is a good resource as I was figuring out my 64 Windsor Valiant. I can't see in the image provided... Perhaps you can get more detail out of the original photo.
Canadian Valiant wheel covers were like the American Plymouth Valiant, only with the Valiant emblem and not the Plymouth on the centre hub. The reverse this year was true for the "Valiant Signet" fender plates - ads showed them ahead of the wheel opening in the fender depressions, but production models had them between the opening and the front door. The Dart GT in 1966 had little air splits on the front fender tips with "GT" etched into them. The Canadian Signet had the windsplits, but less the "GT" etching.
The Barracuda had the Barracuda emblem on the steering wheel, rear window trim and front grille. Apparently early models had "Valiant" on the trunk, but I have only seen "Barracuda" nameplates on the trunk. The name "Plymouth", naturally, was nowhere to be seen.
