Luggage And Bags: I used a rucksack for my two week trip. Something I forgot though was a day sack...it caused no problems until I got to Wadi Dhahr and wanted to go for a walk...the other tourists there must have thought I was a complete nutcase wandering round the desert with a fast-disintegrating plastic bag!
Clothing/Shoes/Weather Gear: Nothing special really, although women should dress modestly (no shorts, better to cover up arms and chest, and bring a headscarf to enter mosques). Things are more relaxed at Aqaba, but still beach wear is fairly conservative (the local women bathe fully clothed).
Oh yes, if you're going to Petra and Wadi Rum (and you should if you are going to Jordan), bring some good strong shoes to cope with all the walking you'll be doing.
Toiletries & Medical Supplies: Most things are available in Jordan, so don't panic if you forget something. Suncream was difficult to get in Syria as no one there uses it, and I'd imagine the situation is the same in Jordan, so bring enough to last your stay. Toilet paper is usually provided in hotel bathrooms, but have a stash for emergencies.
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