Re: My first day sailer. What do you pack in yours?
Take a Sailing and Seamanship Course from your local Power Squadron, especially if you'll be sailing the coast at all. It isn't a sailing course per se', but teaches all that boating stuff that people that have "been around boat their whole lives" tend to be missing. Kind of a "don't know what they don't know" thing.
Small boat, consider free, downloadable Booklet Charts, in plastic covers in a three ring binder. I put my plastic covers in upside down and tape the bottom closed Keeps the water out. For a mast light, I've used a $4 LED puck light in a Walmart bag in a pinch. The bag takes some of the sting out of the LEDs and makes it look like a real light. But is it visible for 2 NM? Can't say.