The people who I've seen who have the best lifestyle have big chunks of work followed by big chunks of time off.
They tended to work 6-12 month contracts followed by 3-6 months off. This works great in a good economy, when it turns sour its more difficult.
The other happy group worked in mines or oil rigs on a month on month off schedule. They got paid tax free and had 6 month long vacations a year to travel.
I think I prefer those options to working while travelling.
Ah, but many countries (including the US) expect their citizens to report your income regardless of source. If you don't, it isn't really tax-free, just 'not reported'
They tended to work 6-12 month contracts followed by 3-6 months off. This works great in a good economy, when it turns sour its more difficult.
The other happy group worked in mines or oil rigs on a month on month off schedule. They got paid tax free and had 6 month long vacations a year to travel.
I think I prefer those options to working while travelling.