Mhedlund-
You’ve gotten great advice, and it sounds like you’re going to have a great trip and maybe even a lot more fun just getting ready for it.
The C&F SW Flyboxes are great, but very pricey. They have a couple of different models, (scroll down to bottom of link), and there may be knockoffs out there for less:
http://www.bearlodgeangler.com/c_&_f_fly_boxes.htm
If you go that route, either the Tarpon (to hold both big stuff and smaller stuff ) or the Permit for redfish sized stuff plus something else to carry larger stuff (like a bugger barn or other plastic box with flat sided foam on both sides) might be the way to go… The Bonefish one would likely be better if you were carrying a lot of relatively smaller flies and going somewhere else (sizes for Florida bones are typically bigger than other destinations)
One thing that seems to work for me is an unbreakable clear 6 compartment plastic box about 8? x 12? with adjustable dividers from a hardware store, and a box of plastic fly sleeves about 1?? x 9? to store larger flies like Deceivers
http://clouserflyfishing.stores.yahoo.net/plflysl.html
The sleeves keep the deceivers from getting all tangled up with each other, and you can really pack them in the those compartments. You can use this to restock the boxes you take with you on the water (or throw it in a bag if you go on a boat).
As far as flies go, local folks can give you a better idea of what to use, and Deceivers and
Clousers probably would cover a lot of bases. Depending on what you?re fishing for you might want to consider some of these, just to throw out some ideas:
Clousers- 2-1/0 chart, chart over white, tan over white, pink, brown (from wrong side of natural bucktail)
Deceivers 1/0 - 3/0 light ones for clear water (white, blue over white or olive over white etc), some for stained water (2/0- 3/0 black or chartreuse)
Some stuff for dredging deepwater cuts, channels and offshore oil platforms etc if you might do any of that. 3/0 Half and Halfs, or rabbit strip stuff in chart, white or black
Topwater some crease flies or simple hardfoam poppers with bucktail tails on long shanked 2/0 SW hooks. Throwing these can be a blast for ladyfish, jacks, specs etc.
Crittery looking things like Kwans, anything by Borski, or simple takeoffs on clousers with marabou and cactus chenille etc. in root beer and olives in redfish sizes
Crab patterns like a Del Brown Permit fly in size 1 in tan
Spun deerhair head ?muddler? looking flies or divers are fun to fish on the surface in the back country for snook etc. Examples might be 2/0 Snake Flies for ?v waking?, Dahlberg Divers etc.
Weedless stuff- a few smaller 2 or 1 bendbacks might be good, and tie some of your other flies with a mono weed guard. Divers should probably get a loop and Borski stuff a V type guard out of stiff 20lb mono.
Stuff for toothy critters pre rigged with a short wire leader. Maybe a red white 3/0 Seaducer for sharks, and/or a 2/0 barracuda braided ?needlefish? looking thing?
One thing you should add to your kit, if you don?t have one, is a yellow handled Luhr Jensen Hook file (about 6 bucks) to pre-sharpen and touch up hooks, along with polarized sunglasses, hat, good spf stuff, etc.
Hope some of this this helps,
peregrines