Here's an article, from BoatUS, about boat security systems.
https://www.boatus.com/magazine/2014/december/boat-security-systems.asp
So, CLaPierre, how close to your dream of shoving off to see the world are you? Are you looking to buy used and prepared for the time and expense of a project or are you looking for ready to sail, everything you ever wanted, right out of the box?
An interim boat to your dream boat means you can compromise until your ready. A compromise might be a trailersailer. A trailersailer means you can bring her home to keep secure, but also, work on and modify within a limited budget and restricted access times. That opens up the market to lower initial investment and budgets repairs and upgrades.
If you have the means to buy up, there are some very nice trailerables that may not really be much of a compromise. The Hake Seawards, for example, are a very nice boat, by any standards, that are a full-size coastal/bluewater cruiser, but launch from a boat ramp. They are pricey, even used. Plus, you need the vehicle to tow them with.
Then there is the Com-Pac pilothouse 23. A true trailersailer and more affordable.
There are others you can look into. It all depends on the kind of sailing you expect to do. If you are looking for a boat your family can provision for a week+ long cruise to the Keys or island hop around the Bahamas, a bigger boat in a marina or on a mooring sounds like what you want. A good security system for a distant boat starts with a good marina and insurance. Remote monitoring is getting easier and cheaper all the time.
If you would like to take a long weekend trip down to the Keys, for instance, something on a trailer may be the better option. You don't have to sail to get there. Trailer her to the area you want to sail and drop her in the water.
-Will (Dragonfly)