Toby2 says it all. The ferry to Jeddah leaves Sawakin every Friday. The small town comes to life on Thursday when all the passengers arrive. Talking to an Italian who has done the trip, getting the Saudi transit visa is actually easier than it was just a few years ago though 72 hours is the maximum you get.
There Saptco has daily bus services from Jeddah to Amman at 10 AM so you shouldn't have any trouble getting out of Saudi Arabia within 48 hours.
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