Greek islands
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There are about 1400 islands in Greece. Hitchhiking in cars will likely prove much easier than on the mainland! Hitchhiking a boat may be possible too.
Some islands are Chios, the best for hitching! Lesbos or Lesvos, Elafonissos, Corfu or Kerkya, Lefkada, Kefallonia, Ithaka.