in the wind. The answer is blowin' in the wind."
The Wilderness was designed for a paddler and a load of gear, so you can expect that with only a paddler, it'll sit light on the water and blow around a little.
One thing you could do is to make up an emergency bag containing what you would need if, while out on a day trip, you were blown to shore and stranded. A minimalist tent, pad, sleeping bag, some long-storage food, etc. Allow yourself maybe 50 pounds. Seal it up in a dry bag, and whenever you're out on a day trip, have it tied in your boat just in front of you. (Mind the trim.) Another supplementary source of ballast is a camel water bag on the bottom of the boat.
Taking these things on all day trips, you will be safer and the boat will be within its load design range.
The Kayak Wing
URCHIN Portable Anchor
Paddler's Truck Rack
Classic Freestanding Rack