Hi New Guy,
I'm on the East coast of Florida and I too recently made the step up to a larger boat (moved from a 17' Palm Beach CC to a Parker 2320). Not sure if you have looked at the sport cabins, but they might be worth a gander if you like the Parker build. I spent hundreds of hours offshore on two 24' cuddy cabins (much like the WA) owned by friends before I upgraded, and personally, I wouldn't trade my 2320 for anything.
A couple of factors drove my decision; first, my wife and I got caught on the CC in a horrendous FL storm and legitimately thought we might die. I may still die from lightning in my 2320, but I'll be warm and dry, plus I can put the wipers on and run while playing Metallica's "Ride the Lightning" and drinking a beer.
Second, the layout is pretty much perfect for Florida offshore. I can load my gear the night before and lock the pilothouse, I have all the dry storage you could ever need, and the massive cockpit accomodates all my gear and friends, whether I'm trolling, bottom fishing, diving, or having a cocktail party on the river. It's like the pickup truck of boats.
Last, there are a lot of myths out there about the pilothouse boats, but they are mostly bs. ("They're hot" and "they pound" are the two most common). The pilothouse is not hot, you can open 4 windows and a door. It is way cooler in the Florida heat than trying to squeeze under a dinky T-Top on a CC. As for the "pounding," I use my tabs a lot in heavy seas and I make sure the load is distributed properly. And I slow down. If you try to run 25-28mph in 3-4ft short period seas in any 24' boat (ok, maybe not a cat), you will pound. I am frequently the only boat coming through the inlet while all the pretty Everglades and Pretenders are parked neatly on the sandbar.
I think this is mostly a testament to the Parker design and build quality. My boat is as dry as they get (never a single drop in the bilge) and very well assembled. I trust it when I'm 30mi offshore.
But opinions are like...bellybuttons. Everybody's got one. No boat is perfect, what matters is what you want to use it for. No way could I fish the skinny water mangroves of the Indian River Lagoon in my 2320, so if that's your jam, you'll have a tough time in a WA (even if you put a $6,000 trolling motor in it). But if you want to chase cobia on the beach, troll for kings, or bottom fish for snapper, you'll be a happy camper with a Parker. Personally, I would take bluewater over inshore 10 times out of 10.
Hopefully this wasn't too much of an op/ed post, but thought I would share how happy I am with my boat in case it makes a difference for you (regardless of the model). Good luck with your search, I hope you find a boat that puts a smile on your face!