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 Pocket knife

 First-aid kit

 Waterproof matches and something you can keep a flame going with (such as a candle) only when necessary to start a fire in order to save a life

 Mosquito repellent

A daypack is just the thing for strolling Waikiki’s Ala Wai Canal (ssss1).

Tennis shoes?

I’ve noted in the hike descriptions whether tennis shoes are okay or whether I think you should wear boots. I base that recommendation on the length of the hike and the difficulty of the terrain. What tennis shoes may lack that boots can provide are ankle support and soles that grip. Only you can decide how important those are to you.

Boot care

If you’re going to hike a lot, be sure your boot seams are freshly sealed and you’ve freshly waterproofed the entire boot, including the cloth part, if any. Use a heavy-duty waterproofing compound like a wax, and bring some of it along in order to renew the coating if necessary. Chances are your boots will get wet, especially in the winter. And they’ll stay wet, because things dry slowly in the tropical humidity. It’s pretty tough on the boots and, together with the abrasion of mud particles, could cause boot seams to fail.