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Help with Israel Trip (First Timers): Some Basic Questions

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Hello--My husband and I are considering a trip to Israel for my 40th birthday next year. I just had a few basic (yet random) questions to help get us started. Your help is much appreciated! Kind thanks.
1) I am so confused as the "best" time to visit, weather-wise. I see so many conflicting opinions. We would maybe visit: Tel Aviv, Jerusalem, Dead Sea, and maybe Eilat. Is November too rainy? What about May?
2) What is readers' honest opinion on Eilat? We are considering Eilat due to the fact that we are scuba divers and Eilat is a convenient jump off point to Petra. I know previous reviewers say Egypt Red Sea diving is superior (I've been---it is pretty incredible). Is the vibe in Eilat similar to Sharm-el-Sheikh?
3) How many days do you advise are appropriate to stay in Tel Aviv?

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