You need to make sure that you understand what both of your meaning of “free” is.
Not sure if you were sharing that clip just to show the gypsy-style van, but I watched a bit of it. She’s parked up permanently - not sure whose land, but she was talking about walking round the garden, access to “the house” for showers, and having a cat.
I totally get the downsizing, having to work less, and therefore not stressing about money. But you’d get that from the winter fixed home, downsizing for all year round.
For me, “free” is knowing I have equity in my house so that if life throws me a curve ball, I’ve got something to turn to.
People do live on the road, and you’re planning a fixed winter place anyway. And you’re not me
. I’ve met plenty of people long term in vans when I’ve been wild camping for a night or two in mine. It’s not crazy.
If you were asking for you, I’d say - let your house out, do it for a year, then decide - but do it.
But there’s another person involved and I think you’re right to be concerned. You don’t think he’s committed or you wouldn’t have posted.
I think the type of ‘van’ you’ve shown, and the choice of name (RomanyQueen not, for instance, RomanyGirl) might hint at you romanticising the lifestyle a bit. I’d say get some reality under your belt for BOTH of you before selling up.
Good luck to you though... if it’s right for both of you, I wish you happy travels!