Stick with Cruisingdad’s logic and advice, too much philosophy sometimes here. What I heard is basically you want to liveaboard. That’s what I heard, and despite what you might think, sailing across any vast expanse of water is not living aboard. These gals and guy here on this board make is sound magical and attainable, it aint. So buy in the Americas and stay near the coast of go Dockwise to move it.
If you’re looking for comfort, Catalina definitely, but the Hunter brand (go ahead you centrist old school sailors bash away) started building comfort into their boats about 18 or 20 years ago. And they’re pretty good at it this century. And they can be lower priced then Catalina (notice I didn’t say cheaper?).
Now go forth and buy, or wait for hurricane season and get a fixer-uper near the upper Caribbean.