Georgian Bay water is perfectly fine to filter. Two quart nalgenes ought to do you or one dromedary. We pack our Expeds in the back and two fit against the bulkead. Each is about a liter size. I suspect you have a really big thick Thermy ( there are lots of models.) Yes you do have to work on that bag.. Again we have OR compression drybags that allow a bag to fit in an eight inch Valley hatch.
Georgian Bay is a nice place to kayak.. been there many times. You might consider bear spray. Not necessarily on the water but there have been incidents in the French River Delta.
The real challenge is packing kayaks for a ten day trip to the Everglades with water. That bleeping little front hatch was a pain. Water bottle all fit but made the bow heavy.
We will be out on Superior for 19 days and currently looking at a mound of freeze dried and dehydrated food in our family room. Fortunately I have a Mad River Monarch since the Shenai doesn't have that much volume. As far as your tent..consider packing tent and poles separately.
Compression dry bags are really your friend. They are pricey...but they have made many a trip more maneagble for us.
Free Standing Boat Racks
Kayak Kaboose Trailer
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