Basics: air, shelter, water, food, fire, tools.
Air no problem.
Shelter: North face shell gear, Mossy oak Bug mesh clothing (for tropics or to camo the north face stuff). Couple of tarps. Lots of cordage. Lots of clear 3 to 5 mil plastic sheets (for solar stills, drying food etc).
Other basic clothing.
Water: They make a water purifier that makes seawater drinkable (two of those); solar still equipment, Canteens and water jugs.
Food: Lifeboat rations for emergencies (they are not real tasty so you won't eat them unless you really need them), some food plant seeds.
Fire: several sparking tools and couple of water proof containers to hold char cloth
Tools: Shovel, spade, axe, pick, leatherman, wood chisel, files (wood and metal), hachet/tomahawk, E tool, Cold Steel Trail master, wheelbarrow, Mt. bike, tool kits for bike and guns. Books on pottery making, Tom Brown's books, Field guides on plants and animals and sea critters, manuals for weapons, medical. Several traps. Snares.
Tools: guns: T/C contender carbine with 44 mag and 22 RF barrels and scopes. S&W 629 with 4" brrl. A pair of S&W 317 kit guns. Slingshot. Compound bow. Ruger No 1 in 45-70. And about 10 or so H&R/NEF 12 gauge shotguns--trip wire guns etc. No repeating long arms to force economy. Lots of ammo.
Food would be mainly from animal and fish traps. And gathering/horticulture of plants.
If I am alone on a bear island I would wipe them out in very unsportsman like manner (traps, pits, etc). Because they could easily destroy your margin for survival by just breaking things.