Especially if they go the charter route.Who knows? You might even find that a catamaran is best for you!
Welcome to SBO @HopeToSeaTheWorld. As you can see (sea), there's no shortage of experience and help on this forum. It's good to add you to our crew.
Obviously the answer to what kind of sailing you want to do is right there in your name. I have some experience with living aboard and cruising from decades ago when I was a kid to a young adult. I have no idea what is availible on the market today. I grew up in Clearwater and spent time on the coast of Maine. A Florida cruiser, especially one on the Gulf coast, will likely be of shallower draft and one found else where, may be deeper. Most boats in the forty to fifty foot range I have found very comfortable. Not all sail well.
I would like to suggest you locate an experienced surveyor who sails. You can probably find one not too far away. Talk to them, in advance, about what you are looking for. The surveyor will know what's being bought and sold. They will have no stake in which boat you buy from whom. They will want to make you feel comfortable with their expertise, and they may already know which specific boats are likely candidates to checkout.
Please keep in mind that the purchase price is not the end cost and if you are thinking that you have 'x' amount to buy a boat with, you might want to find a boat for 'x/2' and reserve the rest for ownership costs.
Of the boats I have experience with, as World cruisers, I liked the Freedom 44 and the Shannon 50. I think the Amel Super Maribu will be out of reach, but, like I said earlier, It's been a long time since I've had experience with these things.
It's great to welcome you to our little group and we all look forward to reading more about your new and exciting adventures.
-Will (Dragonfly)