MikeSail,
I also live in the Tampa area and sail st pete beach and Shell Key every chance I get. I also venture into the gulf 3-4 miles fairly often and have sailed from Ft Desoto to Egmont Key when weather, wind and tide favor the expedition.
Bottomline, in my opinion, you can't lose with the outback--get the hobie cart that slides into the scuppers and add a furler for the sail and you can take this yak anywhere and enjoy almost any sailing condition.
My kit: My wife has an outback (2012) and I have a Pro Angler 14 (2012), both with the sail kit (turbo fins an upgraded rudder), neither of us use amas. Neither yak has ever capsized and I've had them out in winds above 20+ (not that I recomend it), with the sails furled of course. The ability to furl sails is critical and allows you to manage your sailing comfort level regardless of the yak you choose. In the future I plan to add a Revo 13 and a TI to my fleet--I do not beleive a man should have an upper limit to the number of boats in his inventory
Performance: My wife's outback sails FAST and stable; I would say a full .5 or 1 mph faster than my Pro Angler 14 (I have a GPS on my pro angler and constantly monitor speed), depending on the conditions. I either peddle to keep up with her outback or she furls her sail a little to slow down. For the Pro Angler, in 8-10 knots wind I can do about 3mph on a reach and running, but have had it over 4mph (without peddaling)--and the outback smokes my pro angler every time.
Usage: I usually have my pro angler loaded with a few folded chairs, cooler, and large beach umbrella. We use the Pro Angler as the "cargo ship" for our expeditions. The outback is the speed demon of the two and my wife loves it. FYI, I made our own furling kit using about $5 in PVC (youtube has many videos on how to make them), which in my opinion is easier to rig and use than the hobie kit.
I keep both yaks on a trailer, but also have the hobie cart (foam wheels) and can easily walk my wife's outback to the beach (I live about an 8 minute walk from the beach).
Good luck with your decision--you'll win regardless of the boat you choose.