Yes, that is what most folks do. In your size range most probably have an
RIB, aka dinghy, at the size you are thinking of with a 5 hp
outboard or so. Of course you can always tow it in good
weather too. I wouldn't bother with trying to figure out how to convert an alcohol stove. If you find a boat that does not have propane though there is the expense of stove, line, solenoid (electrical switch to turn off gas at the tank,) and a tank that is in its own space that vents
overboard. Most boats in your size range will likely have this already. For what you have planned (Caribbean) a boat that has a shallower
draft (less than 5 feet) is probably your best choice. The
Pearson 365 (or something like it) would be the perfect boat I think. It is well made,
shallow draft,
ketch rig (which keeps your sail area lower, a good thing) skeg hung
rudder (strong but still very maneuverable) and faster than most heavy
displacement cruisers, and capable of long distance cruising. Also, I am pretty sure that model had the
keel molded with the
hull, which is very strong and eliminates the need for checking
keel bolts. All of these things are my own preferences in a cruising boat, others of course may differ. But when you talk to folks who are cruising and see the boats that come and go from
anchorages, you will start to see what cruisers really prefer. And don't hesitate to go up and ask them about their boats and why they like them! We all love to gush about our boats over some fruity drink with a little umbrella in it. My own boat lust right now (aside from my own boat) leans toward an older boat (as I get older,) the
Pearson Rhodes 41, but it probably draws too much for your plans. And it is not as roomy, nor as maneuverable but probably a little faster than the 365, and it has the mysterious quality: seakindliness which is probably more a subjective feeling for a boat's motion than it is a number in a boat's stats. Still 9 out of 10 folks here would likely yell, go for the 365 not the Rhodes 41.