PFD (pockets):
Whistle, Compass/GPS, insect repellent, sunscreen, small soap bottle, multi-tool (or on belt).
Strapped/Loose:
Paddles, Maps, Bailer, sponge, 1 water bottle/paddler, collapsible/folding saw, extra rope, small bungees or caribiners to hold gear in place.
Day Pack: (Waterproof)
Rain gear, snacks, repair kit, flashlight, bear spray/bangers, small towel, toilet paper.
Lunch, in a ziploc or dry bag. (you don't want food smells to be associated with the Day Pack, which will probably not get hung from a tree or bear proofed)
If it is cold, stove & fuel, small pot, soups, mug, waterproof matches or lighter, change of clothing (in case of a dump).
Leave enough room in the Day Pack to allow for the shedding of layers as the sun warms you up in the afternoon.
Main Pack: (Waterproof)
This should contain everything that you need in camp.
Pack your tarp & tent on top of everything. You could be pulling off the water in the rain and the first things you need to set up are the tarp and tent.
Even though the main pack is waterproof, as soon as you open it, the contents could get soaked if it is raining. That is why I recommend using separate dry sacks for the various contents of the main pack.
Fuel bottles can usually fit into small gaps in the pack, if you are using
MSR bottles, especially the bottom.
Pack softer stuff in the side of the pack that will be against your back when portaging.
Take extra rope (1/8") for clotheslines, water bag hanging, extensions for the tarp ropes, storm lines for the tent, etc.
Dry Compression Sack Organization:
(Main Pack)Make sure that you "bleed" out all the air in the dry sack. Use separate Dry Sacks for the following (you will probably need more than one for clothing):
Personal Care Kit
Sleeping bag
Note: Most do not come with a dry bag. It is worth the extra money to get one.
Thermarest (sleeping pad)
Clothes (roll your clothes, don't fold - easier to stuff)
Breakfast food
Supper food
Lunch food (transfer daily to Day Pack)
Cooking/Kitchen stuff
Tent (pack poles separately)
Miscellaneous (all the stuff not covered elsewhere)
Start the trip with a spare dry sack for dirty laundry.
It separates dirty from clean and if you can wash the dirty laundry, but don't get it dried in time, it can be stored wet until you have time to dry it out (don't leave it wet too long).