I haven't had your experience, but I am a mother and grandmother and sympathise with you hugely. All I can suggest from travelling with an adult type 1 for 35 years, is test, test, test. I would check on your holiday insurance too. I think that hospitals in Portugal will be fine, if you need them, but you should be able to avoid that .
Is your toddler still in nappies? If so, it might be an idea to get some urine testing sticks. you could test a nappy and save pricking the little mite occasionally. Incidentally, the forearm has fewer nerve sensors than the fingers, so you might try alternative site testing, your meter booklet will tell you how.
I hope you can work out a way to take this holiday safely. You need it