I think any of the boats you are considering would be fine for sailing and enjoying your time on them, even if your plan is to sell it a few years later.
The Jeanneau or Beneteau
or other similar ones would be fun to sail and cruise
When I think of the area you want to sail (Florida and Bahamas and "thin water"), the thought that comes to my mind is how much PEACE OF MIND you would have knowing that you are in a boat that can go all the way up to the beach!
That is why the Seaward appeals to me as much as some cruising cats (which may have more room but unneeded room in your case). Those lifting keels and lifting rudders are cool. Sail right up to the beach if you want!
But even more important than that "peace of mind" when it comes to navigating shallow waters, I would enjoy exploring in areas that no one else goes to before
(even if they are small islands and the keys) and knowing that even IF the water
gets very shallow, I would not be at great risk (of course you should always take care to avoid breaking waves on reefs).
So, I agree with Raindog. I think that "beachability" would be a BIG plus in my mind.
I would utilize that ability to explore and "Go where no boat has gone before."
And that would be FUN FUN FUN to me as I would go shallow. After that, you may decide you need more boat, a bigger boat, etc. Then sell it and move up or over to something else, knowing that you have already "done it" in the beachable boat. The next bigger boat may be limited in draft, but take you to other places. That said, the Seawards have deep draft when the keel
But like I said earlier, any of those boats you are considering would be NICE to have and sail.
Also: Thanks for the comment on my site (one of mine). I am glad you liked it.
An artist always appreciates comments from people who like his or her work.
Of course that page you linked is really an old bio page and only has a few photos on it, mostly self-portraits so my clients can see me before speaking with me. Many more images
of my work (various subjects) are shown on other pages via links and especially my most recent multi-year project
to photograph horses and equestrians in the American West. I call that my "Equestrian Project