Oceans? The OP was talking about the Chesapeake.
Personally I think the F-27
31 range is about perfect. I went around the Delmarva 4 times on a Stiletto 27 with my little girl for crew. It was a hoot, stopping at many small islands to explore. Then I jumped to a 34' 8500 pound cat, and it is both slower and more restricted by draft
(a whopping 3'3"). But my wife and daughter like it.
Much of it came down to money
and comfort; when I had the Stiletto I didn't have the scratch for an F-boat, and when I bough the PDQ
I wanted more comfort and off shore capability. I accidentally skipped perhaps the best step; a trailerable, fast, sea boat. I regret that.