It all depends on the comfort level that your crew requires.
I've interacted many times with people from Europe and delightful Candadians who feel like they can't even breath the humid island air. If it doesn't rain, AC is rarely needed in May. If it rains all night, a boat can get mighty stuffy and AC feels very nice.
Not all generators are installed or created equally. Many are much quieter than, most wind generators, loud music from shoreside bars and the drunks next to you that think you really do want to hear their crappy music!!!!!
All things being equal, I would go for a boat that has a generator and AC. That doesn not mean you have to use it but you do at least have the option to do so. I see nearly zero value in shoreside AC. Most people do not want to be tethered to a dock every night to run it.
Enjoy your trip.