Hello Hamood,
1. UAE: you probably know more about that than I do. Insurance at the border.
Iran: better check with the embassy. You probably need a Carnet de Passages from your auto club. Try to get insurance on arrival, but I doubt you will be successful in Bandar Abbas.
Turkey: insurance at the border, unless you arrange Green Card in advance, which will cover you for EU. Use your CdP, if you have one, otherwise pay a fee. I don't know whether you need a visa.
EU: you must have GC, probably available at the border with TR. Check visa requirements. No border crossings until UK, for which you will need a separate visa.
Original bike registration. If it's in Arabic script only you need an official translation. Your auto club should be able to help you.
2. Ferry Sharjah - Bandar Abbas, but check that it's running.
Cross Iran-TR at Orumyieh/Sero. This crossing is easy and quick. In Italy motorways are very expensive for bikes. I would stick to the small roads in the centre, if you have time. France: the SE corner, but stay away from the coast.
3. Starting in June is probably ideal. But: how long have you got? To really enjoy this trip you will need at least 10 weeks.
4. Depends very much on what you are interested in and how much time you have. You will need to do a little thinking and research, then post questions in the trip planning forum. This will be an awesome trip if you have 3 months, it will be hard to do in 2 months and trying to do this in one month will be a record-breaking attempt that may well fail.
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