Knife (to many uses, sharpen tools, hunt, crafting), Fishing Rod (obviously to hunt for food assuming this Tropical Island has a river), Tent (use as shelter, raw supplies just in case), Cooking Pot (to cook food, purify water.)
You guys not picking Tent or Tarp would die pretty quick. You underestimate the threat of exposure.
I'm surprised that the hand saw isn't getting much love. Incredibly useful tool.
Hand saw
knife
Boots
I'm torn between the fishing rod, cooking pot, and rope for the last spot.
Fishing rod seems like a good choice, as I'd die of starvation before learning to spear fishes.
Flare gun
Tent
Hiking boots don't seem useful on a tropical island.
water purifier or
Tarp if it's the urban dictionary definiton of the word.
there needs to be a few more questions answered, like whether theres a freshwater source or not, size of the island, whether there's line for the fishing rod... lotta stuff, but I'd go weed tent knife first aid kit I think, depending on amount of supplies in the first aid kit... rifle as a stand in for the first aid kit if I was unsatisfied with it, so I could shoot myself after the weed ran out (provided there are bullets)
You can make fire with out matches. Takes a bit longer but possible.
Fuck it...
Weed
Matches
Raft
ipod
...peace out.
Need to know if the pot has seeds in it ?
Rifle
Knife
Fishing Pole
and final answer pending.