Absolutely, move up to a keel boat if that is your plan anyway. Dingies are definitely harder to sail and less comfortable. Sailboats and airplanes are the same in this regard. The bigger each gets, the easier they are to sail/fly, unless something goes wrong. Just don't exceed your troubleshooting ability. A small keelboat is nearly as simple as the sunfish.
P.S. Yes, a jet is easier to actually fly than a single prop trainer, until something goes wrong.
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In the harsh marine environment, something is always in need of repair. Margaritas fix everything.