Your cockpit design is your most difficult thing to overcome. If theres any possible way to open up the front v berth to make it useable for storage, do it. You may have to cut and trim out an access port.
You'll have to get plywood or a small stack of 1x12's cut to fit to line the cockpit and provide a surface to sleep on...blow up an air mattress and use a sleeping bag.
Setup a boom tent to cover you....dew will form on you at night and in the morning if you don't. The tent cover can be an inexpensive blue tarp.
This is why you have to open up the v berth...otherwise storing all this stuff is going to be a problem. Face facts man...you have a day sailor. It's just not designed for overnighting. Not saying you can't....just that you're using chisel when you need a screwdriver.
Other option is to camp onshore: tent, sleeping bag.
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1982 Catalina 25 #2897
Eagle Mountain Lake, Texas