In the last 5-10 years carry on items have really taken a beating. You cannot have liquids that are over a certain amount, no bottles water, my wife even had a screw driver taken out of her eyeglass repair kit. It is enough to make you want to check everything (resist that urge). Here is my list of 5 that you should carry on with you.
5. Electronics- camera, ipod, e-reader, tablet computer, it doesn't really matter. They will all be banged around if you check them. They may even disappear from your baggage all together. Just keep them with you in your carry on, or don't take them.
4. Toiletries- Grandma was right. Keep a spare pair of undies, tooth brush, travel toothpaste, and face wash with you in the off chance that your checked bags get lost. Sure you can always buy what you need in most places but that can be a hassle. Plus do you really want to be breaking a new pair of undies in on your trip?
3. Spare clothing- if you have room to toss in an extra set of clothing I recommend it. You will want something to put on when you arrive and if your stuff is lost this will give you a buffer before you have to go to the store. It seems like a rehash of #4 but it is a good thing to be prepared for.
2. Medications- ALWAYS take any prescription drugs with you on the plane in their original pharmacy issued bottles. Otherwise you will be held up and possibly miss your plane, or potentially make everyone in the security line behind you really angry.
1. Identification/placards- You would be surprised how many people pack their cute little purses with their ID or passport in them and don't realize it until they are at the ticketing desk. Hell even my wife and I forgot the disabled parking pass when we went to Hawaii this year. I am not saying it won't happen, just that this list will help you remember.
Runner up:
A spare inner tube and tire change kit. This happens when you are in a hurry, have plans or just when it isn't convenient. Be prepared.
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