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Athens > Santorini > Amorgos > Naxos > Athens: which order?

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I've researched locations, distances, ferries, planes, etc. and haven't yet come up with what I'm after. Essentially, I'm just trying to sort–based on ease of travel, airport v. ferry, etc.–whether we should start or end with Santorini. Right now, this is how I'm proposing we island hop:
Athens > Santorini > Amorgos > Naxos > Athens

We're flying in from NYC, so I thought another flight (versus getting on a ferry in Athens) would be the best best). Would be grateful for any insight.

Thank you!

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