
Every person packs differently, both in what they bring and how they pack it, and you will discover what's best for you through trial and error.
You are going to forget something you need -- that's just how it is. Remember that, in the vast majority of places you go, even most developing countries, you can buy what you absolutely need.
Some general packing tips:
A soft-sided, wheeled backpack, with zip-off day-bag, is, in my opinion, ideal. A soft-sided, wheeled backpack allows you to pull the bag most of the time, and to throw it on your back as needed. Your back will love you for pulling the bag most of the time rather than wearing it. Make sure it's durable, for the times you will walking on very unforgiving sidewalks. It's up to you to decide if you want to buy a bag you know you can usually carry on (small planes are very limited on the size of bag they can allow to be carried on) or if you want a bag to usually check.
Make sure you only take the number of bags you can carry by yourself for at least five blocks, even a quarter of a mile, unless you are going to always take a cab everywhere. I believe that you absolutely should NOT bring more bags than you yourself can carry up and down 15 steps and at least five blocks entirely by yourself. You cannot transfer from one train or bus to another by yourself easily if you are struggling with bags -- and it also makes you a prime target for thieves. You cannot count on someone helping you in the airport or a train station as you struggle with your bags. And if you get on a train and have more bags than you can handle, other passengers will NOT be nice to you.
One piece of your luggage should be the largest allowed for the seat in front of you in front of you in economy class on a plane. On full flights, if you are one of the last people on the plane, there will be no room in the overhead compartments by the time you board; in such circumstances, if you have just one bag that fits in the seat in front of you, you won't have to check your bag (so long as this is the only bag you are carrying on). If you can learn to pack for an entire weekend using just this bag (and your purse will need to fit into this bag when you check in at the airport), you guarantee that you can always carry your bag on a flight instead of checking it. And if you have a second, checked bag, you have a back-up in case that bag is late at your arrival (very likely if you have to transfer from one flight to another).
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