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Greek Islands- Must see authentic harbors?

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Researching late spring or fall trip to Greek Islands. First trip. Active couple who enjoy authentic uncrowded harbors and villages, exploring on our own, hiking and being able to walk to outdoor cafes. Swimming not important but enjoy water views.
Would like to spend three to four days on each island.
What, in your opinion, are "must see' and in what order would you visit? Would it be best to fly in and out of Athens?
Will plan trip length based on your input.
Thank you in advance for suggesting lodging, too.
I've looked at Naxos and like the feel of it.
Many, many thanks for offering your well traveled expertise!

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