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Help me build a Greek Odyssey Itinerary, not a Tragedy !

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We are flying from NYC to Athens and are arriving at 1 pm. We are planning the following; some of which is already in place -

- Thursday Oct 9th - arrive at ATH

- Stay overnight at Sofitel at ATH for early morning flight to Santorini [BOOKED].
( We figure we will be dead tired and go to sleep very early and be awake very early, so we will take a flight to Santorini at 5:15 am giving us the full day)

- Fly to Santorini. Stay 2 nights in either: Fira, Thera, Oia or Imerovigli.

- take ferry or fast boat to Naxos on October 12. Stay 2 nights. Stay in Naxos City or ??

- take ferry or fast boat to Mykonos on October 14. Stay 2 nights. Stay in Mykonos Town or ??
- take ferry of fast boat to Athens on October 16. Stay for 3 nights. Stay in Syntagma Square; The Plaka or ?? "A" Category

- fly out of ATH on October 19 to our next stop, Provence, France. [BOOKED]

Seeking input on:
- overall plan
- cities on each island for overnight stop
- hotels in each stop --> "A" Category 4 stars or "B" Category 3 stars.

2 hotels that have caught my eye are:
O&B Athens Boutique Hotel in Athens
http://www.oandbhotel.com/
On The Rocks in Imerovigli.
http://www.onrocks.net/

This is a start. I will have more questions, but I would like to get the footprint set.

Thanks~

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