If you have a spare room start thinking about your packing early.
First, check the weather for your destination. Then check for any dress codes. Do you need formal wear for a cruise? Something to cover your shoulders in a church?
Plan your days. Do you know what you are doing each day? What you will need to wear? Start laying your clothes out so you can see everything. When you have everything you think you need put back 25% of it (my key to not over packing). You should be able to fit all of your clothes in a carry on suitcase without it being expanded. You'll want to expand it to fit all of your souvenirs in.
If you are going somewhere cold like Alaska plan on layers. You can always where a pair of jeans or sweatshirt more than once. Bring plenty of t-shirts to wear underneath.
If you are going somewhere warm like the Caribbean plan on taking more than one set clothes per day. You may also want an afternoon shower. The good thing about warm weather clothes is that they don't take up much room.
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