I think if I could give five items to a friend of mine stranded on a desert island, I’d be more practical than comical.
- SPF 100+ sunblock
- A solar still to desalinate water
- A small toolkit
- Collected works of Shakespeare
- Solar-powered electronic of some kind, possibly a radio or cell phone (do those even exist?) OR Matches (if they don’t know how to start a fire without them)
My reasoning behind this is rather simple. I want my friend to eventually be rescued, so I need them to be alive when that happens. Hence the solar still so they can have potable water to drink. The toolkit can be used not just to build a crude shelter, but to clean/eat any fish so they’ll have food. If there are fruits and vegetables found on this island as well, more the better. The book is obviously to keep their mind occupied so they have something to do other than just state out at the water. If the solar-powered electronic is not possible for whatever reason, I’ll give them matches in the event of them not knowing how to start a fire without them. That can help with not only heat if it gets cooler at night, but to cook the food because unless you like sushi, raw fish won’t be very appetizing.