My experience of travelling with diabetes related 'paraphernalia' is that most Airports are perfectly okay with them in the carry-on baggage you typically take with you. The bonus (if you can call it that) is that you can decline the request to have bag(s) put in the hold as that will damage the insulin (it'll denature the insulin in a non-pressurised hold plus the temperatures will be very low). What you may want to be careful with is the size of the bag - that is much more likely to be something you will be picked up on, but after doing a recent intercontinental trip to the USA with United I took all my diabetes items (not a pump though) in a large camera bag (with cameras) which is just on the carry-on limit. They have never weighed it BUT people like RyanAir have been known to - just take items out and put them in your pockets to get below the weight limit, then put them back in the bag afterwards.....Yes; I know how bizarre that sounds but it is correct. The other alternative is to wear a 'photographers Gillet' jacket which has lots of pockets; you can put a lot of items in pockets!
Don't forget to also check if they allow a 'laptop bag' - you may be able to pack some items into one of those to give you more leeway. o be honest, looking at the size of some of the carry on bags I;ve seen, then i don't believe you will have a problem but, clearly, pack sensibly and check the airlines guidance etc. Have a good break!