I am something of a believer in working one's way up. If you have little or no sailing experience taking on a 43'er might be a Chico Roll to far.
My previous boat was a 28'er which I weekended on and used for the occasional multi week cruise. To be frank about it I found her cramped. Galley too small to prepare serious meals, inadequate tankage and stowage space. That said she was a great education for me.
For various reasons, primarily work related, I sold her and was without a boat for nearly ten years.
When the itch became uncontrollable I decided that I wanted three things in my next boat.....inexpensive to buy, small enough to be easily handled by someone whose sailing skills were undoubtedly very rusty and large enough to be comfortable for , say, up to a month onboard.
I wanted inexpensive in case we really didn't get back into it. You are almost certainly going to lose money when you sell a boat, I figured my losses on circa $50.000 - $75.000 would be less than on $100.000 - $150.000. That was nearly six years ago and we still have her so that concern was unwarranted.
The Wombet had done very little sailing before we bought Raven. Virtually none at all as an active crew member. Initially therefore we were a rusty skipper essentially single handing a boat which at that stage was not really set up for it. I tell you it was hard at times and while I had been pushing for a 40'er initially, I was glad we had settled on 34.
Raven is quite comfortable for the two of us. We've cruised her part way up and down the NSW coast, live on her almost every weekend and in the main are quite happy for weeks on end. Head could have a bit more space as could the v-berth and given that I am a keen cook galley could always have more room but it could be damn site worse.
Conclusion...if I was on my lonesome I'd keep Raven and go off cruising. While the Wombet is still under the delusion that I make an acceptable partner, we'll be keeping an eye out for something a bit bigger. Both situations do take into account current financial position. If I had a few million burning a hole in my pocket who knows what I would do.
Oh yes...VDS's do suffer the vagaries of the home builder, but if you find a good one they can be very comfortable indeed.