If you're going to be living aboard full time, a few things come to mind....
1. Electricity. Running your engine to generate power isn't sustainable, so your alternatives are (a) a generator, (b) solar, (c) wind, or (d) shore power. Can you live with running the gen-set every day? Will you be able to easily store the fuel for it? Will you annoy your neighbors by doing so? Is your boat's superstructure amenable to fitting solar cells? How about a wind generator? Both sustainable energy sources have lots of great choices in the marketplace, but may not be especially suited to any given vessel OR an individual's power needs.
You'll want to assess your average daily power needs, assess your storage battery bank capacity, and plan accordingly. Can you get away with pure solar? Possibly...it depends upon what you have aboard. All LED lighting helps enormously. A modern, efficient fridge-freezer with a swing compressor draws far less power than older equipment found on virtually all our boats. The previous owner installed a sub-woofer on our boat...what a power-sucker! Air conditioning? That's going to draw a ton of power. Will you need to pay for a slip a couple of nights each week to plug in? Do the math.
2. Water. Will you be installing a reverse osmosis water maker? What's your storage capacity? What are your water usage habits? Do you require a daily shower (or two)? How do you wash your dishes? Does your head flush with fresh water or salt? Will you be doing your laundry aboard or ashore? Which leads us directly to...
3. Wastewater. Both gray water (sink and shower, possibly laundry) and black water (toilet). Most areas nowadays are zero discharge areas, meaning you need a tank for your gray water. How much waste water will you generate? What sort of tank capacity do you have? You won't ever be able to pump black water overboard in your area, so you'll have to pump out ashore.
4. Connectivity. As a professor teaching distance education, you need a dependable high-speed data connection. Will you be relying solely upon your 3G/4G/LTE data plan? How much do you plan on tapping into fixed wifi hotspots? There are a variety of on-board solutions for antennas and "bridges" that amplify both cellular and wifi signals, greatly extending your ability to maintain connectivity without having to plug in at a dock. So you'll be setting up a wireless network on your boat if you employ such a system. Lots of good systems are available. Kicking it up a notch, there are a variety of satellite-based systems out there. Some have frighteningly expensive equipment, some have outrageously-priced data plans. Do your homework. Oh, what's the plan for receiving/forwarding mail? How about package delivery?
5. Climate control. Can you get by without air conditioning in your area? Plenty have done so, and continue to do so, but it's a serious issue in that part of the world. Conversely, you'll also need to heat your boat sometimes. By the way, you mention moisture control...that's a huge consideration. Enduring the cold months by using sweaters will leave your boat damp and moldy. You'll need a thoughtfully-designed scheme to ventilate and dehumidify your vessel during both the heating season and cooling season. In the winter, you will need to bring in dry, cold outside air, warm it (absorbing moisture), and send it outside. In the summer, you need to dehumidify and ventilate the heck out of the boat. A big part of moisture control is limiting the sources of moisture. For example, cooking with propane is super convenient but it dumps enormous amounts of water vapor into your boat. Does your shower ventilate well? Just the amount of moisture that one person exhales in a few hours is more than enough to have rivulets of water running down the inside of a sealed-up boat.
6. Activities of daily living. Lumping together such things as dishwashing, laundry, garbage storage and disposal, fridge/freezer capacity, dry food storage, clothing storage, entertainment (media), etc. Some folks have full laundry equipment aboard. Some have dishwashers. Some have garbage compactors. Of course, you can do without all of this stuff...what's the plan for accumulating stinky garbage in the hot Florida summers? Do you plan on recycling? How often will you need to replenish your supply of fresh produce? What's your plan for transportation while ashore? Will you carry a bicycle? What's the plan for moving supplies and waste between the boat and shore? Will you rely on tying up and dock carts for this or will you ferry with your dinghy? How will you get exercise and maintain physical fitness?
Lastly, I'm aware that Florida in particular has a history of controversial local regulations regarding folks anchoring out and living aboard in many areas. I'm not at all current on this stuff, but it's something to look into.
I lived aboard a sailboat for years, but was in a marina. I'm looking forward to hearing how your plan evolves!