I advise people heading off cruising to postpone the decision to sell their home. There are so many things that can happen, and sometimes knowing you have a home to return to if things don't go too well is a comfort. I think that I embraced our cruising lifestyle more enthusiastically because I always knew that it didn't have to be a permanent choice - I could always bail. As it turns out, cruising suits us, but holding onto that last piece of property was a very good idea from a financial standpoint. We finally sold that last property, only to buy a more modest home that we can use as a part-time home without straining our budget. Inflation could have impoverished us, but instead it enriched us (well, that might be a bit of an exaggeration, but I think you understand).
Nobody expects things to go terribly wrong, but sometimes they do. The people who owned Flying Pig, the boat that went up on a reef near Marathon, FL have been having a tough time of it, as the boat, so badly damaged, is their only home. They don't have lots of options, and that is when decisions are made due to expediency, not because they are the best decisions.
When it comes to liquidating one's possessions, delaying the action can't hurt, and that delay might be turn out to be a very wise decision.