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Newcomer's first trip to the Middle East...needs advice!

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So, my husband and I are planning our first trip to the Middle East. Our primary goal is to go to a friend's wedding in Tel Aviv, but we thought that since we will be in the area we should just give'er and fulfill one of our travel dreams to wander the Middle East.

We will be traveling from Sept. 15 to Oct. 11. We are planning to visit Lebanon, Syria, Israel, Jordan and Egypt. I understand this is extremely ambitious from everything I've read but would really like to see it though.

I have a lot of questions but will just start out with a few:

To tour or not to tour? My husband and I HATE tours but I see that a lot of people tend to go for them in the Middle East. Would it be completely nuts to just adventure on our own with no guide? We are quite seasoned travelers but I am having second thoughts about traveling alone after reading some posts...

Clothing for women? I understand that I should cover it up while I am in the region but would say, loose fitting capri pants and a 3/4 sleeve top with close-toed shoes be considered risque?

Where should we spend more time? I would really like to spend the majority of time in Lebanon and Egypt but does anybody have advice on other countries they really enjoyed that we should spend more time in?

That's it for now, I think. Thanks in advance!

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