Hello, and welcome to the HUBB community!
It's almost impossible to provide a useful answer to your question, because there is nowhere to get accurate information other than from the governments of the countries involved, and in many cases, they do not maintain an easy-to-find website that makes the necessary information available.
Worse than that, individual countries can change their rules & policies at any time, and they frequently do so without giving any advance notice. Hence you might get accurate information on Monday telling you that you can enter, but when you get there on Tuesday, the rules will have changed.
It's a risky time to set out on a trip that requires you to transit more than one border to get back to your home country. This is the "voice of experience" - I'm a Canadian who rode from Switzerland down to Tunisia this spring, before the pandemic got out of hand. I wound up quarantined in Tunisia for almost a month, and had to leave my motorcycle behind when I left on a repatriation flight back to Canada.
To get the motorcycle back to Switzerland in the future, I have to cross several borders: first get back into Tunisia, then out to either Italy or France (two countries served by ferry from Tunisia), then finally back to Switzerland. I think it's going to be mid next-year before I can accomplish that.
If you are based in the USA, you might want to revise your plans and just tour Mexico. That only leaves you with one border to cross to get home, and that is your home country's border. Home countries always let their citizens back in, regardless of how tightly they may have closed up their border to everyone else.
If you do set off on a 5 country tour, make sure you are mentally & financially prepared to leave your motorcycle behind (in storage) and fly back home if borders get closed after you have crossed them.
Michael
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