Pan-American Highway
The Pan-American Highway is a network of roads stretching across the American continents and measuring about in total length. Except for a rainforest break of approximately , called the Darién Gap, the roads link almost all of the Pacific coastal countries of the Americas in a connected highway system. According to "Guinness World Records", the Pan-American Highway is the world's longest "motorable road". However, because of the Darién Gap, it is not possible to cross between South America and Central America with conventional highway vehicles. Without an all-terrain vehicle, it is necessary to circumnavigate this terrestrial stretch by sea.
Yonge Street
Yonge Street was formerly a part of Highway 11, which led to claims that Yonge Street was the longest street in the world. Running (mostly) concurrent with Yonge as far north as Barrie, then continuing beyond through central and northern Ontario to the Ontario-Minnesota border at Rainy River, the highway was over long. But Yonge Street could only be called the longest street in the world if were fully synonymous with Highway 11, which has never been the case.