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.
Interstate 287
In 2008, a private firm, Polimeni Associates, proposed to construct a more than tunnel across Long Island Sound between Rye and Oyster Bay. This proposed tunnel would be the longest highway tunnel in the world, with its length exceeding that of the Lærdal Tunnel in Norway by a mile. It would start at the junction with the Cross Westchester Expressway and the New England Thruway in Rye and end at NY 135 and NY 25 in Syosset. Estimated to cost approximately $10 billion, it would feature three tubes: the outer tubes would have three lanes of vehicular traffic each and the inner tube would be used for maintenance. The proposed tunnel, which is to be operated by a private firm, is still awaiting approval to begin construction.