Largest tire I can fit ?? In a 66 300

BiPolar

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Whats the largest tire I can fit in the rear of the 66 300 with skirts amd 4.5 backspacing on 14 rallys rims? Any trail and error? Or basically can i stuff a 27x 8.5 winter tire in there....
 
The 14 inch rims really do limit your tire size choices. click the link in my last post for some really good recommendations.
 
Quite aware of the 14 limitations but got these 14 RALLY and gonna use them. Looking to wrap on these kuhmo road venture at71
27x8.5 r14
 
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At Carlisle a few years I saw a '66 300 with 16: Vintique wheels that looked surprisingly nice on it. Anything larger will definitely look "modified," for what it's worth...…
 
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