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I've had a sit on top kayak (very old ocean kayak classic) completely fill with water twice. It was just slightly negatively bouyant. I was able to swim it through the surf without too much problem, and I was pretty far outside. I always wear a wetsuit because I feel safer knowing I can swim in if everything goes downhill and I sometimes launch through big surf. Towing a flooded kayak I think would take a lot of energy because it would want to sink a little. If one person could be in the water sort of holding it up, that would make it much easier but this would depend on water temperature and what the kayakers are wearing.
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