It depends on the kind of person you are and how you go about things. For me way back in 1999 having spent a weekend smashed out of my skull on a mates 40ft boat I thought to myself. "I could live on one of those". I put my house on the market on the Saturday, had a look at a few boats on the Sunday in various mariners decided what I could spend. I'd accepted an offer on the house by the Wednesday and a week later a boat was advertised (by an estate agent) in the local paper. Went and had a look, spoke to the chap who ran the moorings who agreed we could live there and did a deal with the chap selling it. From initial idea to living aboard in 5 weeks. It would have been sooner but selling houses is a boring protracted process involving solicitors.
Everyone and I mean everyone said I was mental, I hadn't looked into it properly, I didn't know anything about boats, blah blah blah. The way I saw it was I'd sold a house and bought a boat and the worst thing that could happen was I decided I didn't like it. That being the case I'd flog the boat and buy another house.
15 years later I'm sat on that boat now. It's 12ft longer and a it's changed colour a couple of times, the inside has been completely ripped out and refitted but I'm still here and hopefully will be in another 15.
Point of the tale? If you want to do something, just bloody do it. Life's far too short for cocking about.