Zach,
I sometimes pick up Jack Crevalle fishing for snook and red’s in the flats south of Marco. They are kinda like a little Permit. Really feisty for their size. We use a lot of purple EP’s in 2/0. Snook like them and there isn’t a big glob of lead to break your rod. Eight weight’s are fine. If your friend can throw a normal saltwater taper floater 80 feet or so, he should be okay. I use an Orvis redfish I think its called.
Try fishing the beach at high tide especially early in the morning. Watch for stingrays if you get in the water. Walk the beach about 10 feet back and watch for snook running the slot parrallel to the beach. You can usually see them coming. They will be spooky though.
Naples beach off Port Royal liiks like this,

I actually caught a real live Permit off that beach. Really rare. Most people would say “you really caught a Pompamo,”