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Advice please

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My husband and I are doing a 7 day sail around the Greek islands Sept 2013. We will have a week or so both before and after the sail and are trying to decide the best use our our time.
Some thoughts have been fly into Istanbul or Ankara and make our way to Athens, sail then spend the last week in and around Athens. The other was to fly into Barcelona or Madrid, spend a week there and then fly to Athens, sail, and again the last week around that area. We have never been to this region so it seems it might be better to spend the whole time in the 'area', ie neighboring countries. We will have the opportunity to return in the future. Any advice on this, itinerary, getting from place to place, things not to miss, places to stay etc would be appreciated. My husband does have some walking limitations. Thanks.

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