Q:

A: There is a "autoroute" a highway that connects tunisia to libya and that road passes right from gabes on the south , and thats like the closest city to libya and it was used to pass suplies during ww2 to libya so am guessing thats you 1st stop.otherwise about the distance its close to 298 miles (480 km) to to the border but from Tunis, Tunisia to Tripoli, Libya, as the crow flies its 325 miles (523 km)