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Greece visit in December

We are travelling to Greece in early December next year on our way to Europe from Australia and would appreciate some suggestions for itinerary please. We are well aware this is not an ideal time to visit Greece but we are still keen to visit and experience the area in the non tourist season. We are aware the weather may not be ideal and we are not expecting to be sitting on beaches or necessarily eating outside near the water. We are a family of 7 (2 adults, 4 kids (5-18yrs), grandma) and will be booking houses through Airbnb to make it easier to accommodate our large group.
We are thinking to arrive into Athens and spend 2 nights and see some of the important sites. I've read about Nafplion, and also about the islands of Kea, Aegina and Hydra.

Wondering if it would be feasible to spend 1 or 2 nights in Nafplion, and also 1 or 2 nights on one of the close islands, before heading back to Athens to fly out.

Not sure if it is possible to do both Nafplion and an island or are we better just to fit in the island visit.

Could we do 1 night in one and 2 nights in the other?
Which island do you suggest is the best to visit during that time of the year and be able to experience the relaxing seaside village that Greece is known for.
Thanks for any inside knowledge and suggestions you can share to make it a worthwhile visit!

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1316 posts

We’re in Nafplio at the moment - leaving today sadly - and have been for a couple of weeks. It’s a really good choice for December. It’s lively, a beautiful town with great restaurants and there are major sites nearby. I’d give it a couple of nights.

Of the islands you mention I’d choose Aegina. Kea really will be dead, and Hydra is a bit chocolate box for my taste. Other people might disagree.