AFAIK, in theory it is. You could go Jordan–>Israel–>Gaza–>Egypt. Subject, of course, to whatever political winds are blowing at the time.
Of course, good luck getting from Egypt to any OTHER Arab country once you’ve got those nice Israeli stamps in your passport. Libya would be out of the question, but heading to Sudan might be possible…
Wish I could provide the exact issue, but about two years ago, Car & Driver ran an article about an American husband-wife team who planned to circumnavigate the globe in a combined land-sea vehicle. The “Dobberton Land Orbiter”, as the machine was dubbed, was constructed out of a Heil tank trailer, of all things. At the time of the article, it had been tested on water, but I recall the writer being highly sceptical of the machine’s ability to negotiate ocean waves.
The journey has not taken place as yet; apparently the couple split up and ownership of the orbiter is being disputed in the divorce proceeedings.
Of course this trip is possible (except through the channel tunnel). Traditional route shouls take you through all the scenic destinations: Croatia, Croatia, Serbia, Iraq, Iran and Afghanistan before driving through tranquil Kahmir. Let us know how you get on .
So I gather the consensus is this:
Can you? Yes.
Would you want to? No, not really. A surprising amount of the world is hostile to the West (lumping Western Europe with North America here) and would not look kindly on our traipsing around their land. Other countries, like Mexico, are not hostile to the US (theoretically) but have so many local problems (bribery at all levels, crime rampant, complete lack of infrastructure) you had better watch yourself over there. Sibera, the Empty Quarter in Saudi Arabia, etc., and other nearly uninhabited regions have problems all their own: No infrastructure, natural problems (extreme temperatures, dangerous life forms, dangerous landforms), and no communications with the outside world (a satellite phone can’t set a broken leg). I, myself, wouldn’t try it.