Sorry ... no help on taxation... but...
I have a very good friend (age 80) who has been doing this... travel... in his case worldwide, since he was aged 60. He uses his son's address as a mailing address, although he has a home on Cape Cod, which he comes back to for a few weeks twice a year.
His travel varies, although he usually picks a country or a region, somewhere in the world. He spent a total of 3 years in South America... on the road all of the time. Instead of using commercial lodging and travel, he lives with the people of the region, and travels by foot, oxcart, bus, or mule... whatever is available, and lives for a week or so at a time, with local families, though he occasionally does the normal thing in hotels where special events like Carnivale.
Last year was the nordic countries, and the year before England and Ireland. His favorite is Peru, where he has "adopted" a large poor family, and is currently financing some of the childrens' education in Universities.
He has been to Africa, China, India and Japan.
While he is not poor, neither is he a multi multi millionaire... He just enjoys being in different paces, and learning local customs. Two years ago, he had to stop for a few months for triple bypass surgery, but was back in action almost immediately.
He has a journal, which he updates via email, and I periodically receive two and three page updates, when he is in an area that has internet.
Your plan sounds great. I wish you well on this new adventure.