I would say that is extremely sage advice from Capt Jay. I have witnessed both sides of this although not bought a boat myself. I think Mike and Jean Beswick had the perfect idea. Mike bought " Jeannius" I believe in 2003 and sailed it to Tortola. It was bareboated for 5 years by TMM and then Mike and Jean Capt and Cook'd it for two. Then they took her round the world and up and down the East Coast of the US before selling her in St Augustine for a very good price. That was their plan all along and it seemed to work perfectly. Mike may well chime in here!