re: Difference in fishing from Skiff, Flats, and Bay

I wouldn't do it OP, personally. Its one thing if you know exactly what type of specific fishing boat you want, or you just want say a 14 flat boat.

In your situation with the details you've listed, I'd just try and find a boat that can do it all with.

Some things to keep in mind with multiple boats is you have multiple registrations, multiple insurance potentially, multiple motors to service, and multiple boats to store.