After trying numerous boots, I came to the conclusion that anything rigid on the ankle bone was not going to work for me. I switched to the NRS Boundary Socks (not the Boundary shoes) and wear them with my Keen Sandals. I don't know how much foot room you have in your kayak, but if you're considering the NRS Boundary Boot, and it fits the boat, then the NRS Boundary Sock + Sandals would work also.
I love the combination. For cold water/weather, I wear a thin liner sock in the Boundary Sock + the sandals. When I get out of the water, I only have to remove the Boundary Sock and tighten up the sandals. Although the liner sock is sometimes slightly damp from perspiration, my feet are dry and warm.
I also like that I don't have to have a separate pair of water shoes for summer or winter.
Paddler's Truck Rack
Kindle / iPad Cases
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