No. of Recommendations: 5
I went about three years ago for three weeks from about the middle of September through very early October. This was before the financial problems started there. The weather was wonderful and it was not too hot or windy like I have heard it can be in August.

Be sure to read up on the Meltemi wind, this could make the side of an island with less wind much more desirable than the other side of the island.

We made all own reservations and we only had hotel reservations for a few of the hotels and we were able to make the rest of the hotel reservations a day or two ahead of time for the rest of the days. The ferry service between the islands can be a bit erratic so it is best to not have too fixed a schedule.

The hotel prices drop sharply about the second week of September and outside of Athens we were able to get nice mid-range hotels for around $60 a night or less, often with a kitchenette. Some of these would go for a couple of hundred collars a night in August, and while they were nice they were not anything fancy.

Here is an example of one we stayed at that was a block from a very nice beach;

In Athens we were lucky and able to get a five star hotel for $85 a night on Hotwire. The room was nice but being a five star hotel the breakfast would have cost $50 each if we had gotten it there. It was mostly a business hotel that was a couple of miles from the tourist area but they had a free shuttle to the tourist area.

If possible you might want to move you trip back a few weeks and stay longer even if your friends can't. It really doesn't have to cost that much more.

When the 2013 version of this book come out you might consider getting it.

It has a lot of good information about the other islands that might convince you to change your itinerary. Specifically you might want to consider going some other place than Mykonos since people mainly go to Mykonos just because they have heard of it.

One thing that you will find is that you will not be able to get good ferry schedules on the internet. This is just the way it is since they frequentely change the schedules. Do book your ferry tickets a day or two ahead of time since they can fill up in the busy season. In September there was not a problem with them filling up so we just bought ours ferry tickets the day before.

Our itinerary was;

Athens - Out flight arrived late so we spent two nights based in a hotel near the port so that we did not have to rush for a early ferry while still jet lagged.

Naxos - Great beaches and inexpensive hotels a short bus ride out of town. The roads seems to get bad a ways out of town so renting a car there might not be a good idea. Getting lost in their old town with all the white washed building was fantastic since it was almost empty that time of year. This was similar to the over crowded town of Oia on Santorini, but without the crush of people at sunset.

Day trip to Delos and Mykonos - Read up on the history of Delos before you go there. It is was amazing how much stuff was there but the ruins are so old that they are not as impressive as ruins in places like Italy where they are much newer. We were only in Mykonos for a few hours but it seemed overrated which matches what I have read.

Santorini - Even in September it could be expensive and busy. It is spectacular and well worth seeing for a day or two though. It does not have good beaches compared to the other islands.

Paros - The only place we rented a car was on Paros, the roads were good and there was not much traffic so it was a good place to rent a car. I would highly recommend driving around Paros to see the countryside for a change of pace.

Athens - A full day in Athens to see the highlights is plenty unless you have some special interests there. Save your time in Athens for when you are on your way back, that way if there is a problem getting back from the islands you can still catch your flight. Do not plan on returning to Athens and flying out on the same day.

Do not rent a motor scooter, a lot of people get hurt or killed on scooters each year and the medical care out on a Greek Island may not be great.
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