going on a hoiladay

we my opinion in response to question 3 is pram if you are going to be doing a bit of exploring out and about. A backpack is easy but I found we needed somewhere for Kobe to sleep if we were out all day. I know at that age they can walk for ages but the heat and excitment can make for a tired grumpy child. Our friends thought they wouldnt bother and we ended up hiring a pushchair for them.
As for the medicine, take it with you. Things like infant pamol etc you can get over there but it will be expensive cos your not getting it on prescription. Plus there are no guarantees you will get the same stuff as here.

Even better is to put the medication in your carry on luggage so they can see it easily if they want to question.

Nappies, take enough for the trip over and until you can get to a supermarket. They sell Huggies over there so you don't have to worry about the bulkyness of them. If he is still on a formula of some sort, see if they sell it over there, then just take a few packets until you can get a whole can.

If you are looking at going get your passports now if you can afford it. Sometime there can be delays and the last thing you need is the worry about are they going to make it before you leave.

See if your friend can borrow a pushchair over there from a friend of hers. That way you don't have to worry about taking on over.

See if you can get one of those lightweight buggies, they are so good for travelling.

And have you thought about how you'll entertain him for the flight? Don't pack too much or you'll just have to lug it everywhere. But a couple of toys or books that he hasn't seen before might be a good idea... depends what he likes.

Have you thought about where he'll sleep over there? Will he be in a "big bed" by then or will you need to arrange a portacot over there?