Sounds like that could be a great plan for an “adventure seeking boomer.” Travel has always been one of our big things, but I would add that, as a boomer, keeping a homebase somewhere is probably also a good idea.

At some point, you’ll want to have an established lifestyle in case health and/or other issues arise.

A friend, who is also an airline pilot, is currently living with his family and flying out of Macau, but they kept their home in San Diego and leased it out, so they can still retire here in a few years.