Watch me get flamed here... Big Bags? Beach Towels? That is what comes on and off cruise ships...

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My point less is more, secure footwear is valuable, most of us could circle a bunch of stuff you do not need on a sailing trip and will only be a burden to tot, try to keep dry, and clean up after. Who will be the maid on her hands and needs on your boat?

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If it looks like it can hold sand or cannot be washed off easily in the salt water off the back of the boat consider leaving it at home... bring a little more easy to carry cash in its place.