First: Make 3 piles: essential items, maybe essential items, and fluff items. Remove all fluff items from your packing list and the least likely needed items from the maybe essential items list.
Tips:
1) Don't pack items that can be easily purchased at your destination (important: know which items are exceptions, ie. too costly, hard to find).
2) When deciding on your wardrobe, pick a color scheme and stick with it. And plan to do one load of laundry half way through your trip.
3) Pack items that can act as double duty, for example, workout pants can be worn to sleep in. Swim trunks could double as shorts.
4) Pack small, easily misplaced items inside shoes.
5) If all your planned activities will be casual, consider taking cheap clothes and tossing them.
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