Re: Greece in January Where to go You might be limited on options if you stick to the mainland (vs. jumping to some of the islands),
I just returned from 6 stops in Greece--
Corfu
Mykonos
Rhodes
Katakolon and Olympia
Athens (2nd time there)
Santorini (2nd time there)
All were wonderful and I especially liked Mykonos at least for summer months.
I would definitely fit it Olympia on your trek. It was a nice surprise and quite rural. Also, Rhodes was a pleasant surprise also.
The further north you get of course, the colder it will get.
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